bitwarden_core/key_management/
crypto.rs

1//! Mobile specific crypto operations
2//!
3//! This module contains temporary code for handling mobile specific cryptographic operations until
4//! the SDK is fully implemented. When porting functionality from `client` the mobile clients should
5//! be updated to consume the regular code paths and in this module should eventually disappear.
6
7use std::collections::HashMap;
8
9use bitwarden_crypto::{
10    dangerous_get_v2_rotated_account_keys, safe::PasswordProtectedKeyEnvelopeError,
11    AsymmetricCryptoKey, CoseSerializable, CryptoError, EncString, Kdf, KeyDecryptable,
12    KeyEncryptable, MasterKey, Pkcs8PrivateKeyBytes, PrimitiveEncryptable, SignatureAlgorithm,
13    SignedPublicKey, SigningKey, SpkiPublicKeyBytes, SymmetricCryptoKey, UnsignedSharedKey,
14    UserKey,
15};
16use bitwarden_encoding::B64;
17use bitwarden_error::bitwarden_error;
18use schemars::JsonSchema;
19use serde::{Deserialize, Serialize};
20#[cfg(feature = "wasm")]
21use {tsify::Tsify, wasm_bindgen::prelude::*};
22
23use crate::{
24    client::{encryption_settings::EncryptionSettingsError, LoginMethod, UserLoginMethod},
25    error::StatefulCryptoError,
26    key_management::{
27        non_generic_wrappers::PasswordProtectedKeyEnvelope, AsymmetricKeyId, SecurityState,
28        SignedSecurityState, SigningKeyId, SymmetricKeyId,
29    },
30    Client, NotAuthenticatedError, OrganizationId, UserId, VaultLockedError, WrongPasswordError,
31};
32
33/// Catch all error for mobile crypto operations.
34#[allow(missing_docs)]
35#[bitwarden_error(flat)]
36#[derive(Debug, thiserror::Error)]
37pub enum CryptoClientError {
38    #[error(transparent)]
39    NotAuthenticated(#[from] NotAuthenticatedError),
40    #[error(transparent)]
41    VaultLocked(#[from] VaultLockedError),
42    #[error(transparent)]
43    Crypto(#[from] bitwarden_crypto::CryptoError),
44    #[error(transparent)]
45    PasswordProtectedKeyEnvelope(#[from] PasswordProtectedKeyEnvelopeError),
46}
47
48/// State used for initializing the user cryptographic state.
49#[derive(Serialize, Deserialize, Debug)]
50#[serde(rename_all = "camelCase", deny_unknown_fields)]
51#[cfg_attr(feature = "uniffi", derive(uniffi::Record))]
52#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
53pub struct InitUserCryptoRequest {
54    /// The user's ID.
55    pub user_id: Option<UserId>,
56    /// The user's KDF parameters, as received from the prelogin request
57    pub kdf_params: Kdf,
58    /// The user's email address
59    pub email: String,
60    /// The user's encrypted private key
61    pub private_key: EncString,
62    /// The user's signing key
63    pub signing_key: Option<EncString>,
64    /// The user's security state
65    pub security_state: Option<SignedSecurityState>,
66    /// The initialization method to use
67    pub method: InitUserCryptoMethod,
68}
69
70/// The crypto method used to initialize the user cryptographic state.
71#[derive(Serialize, Deserialize, Debug)]
72#[serde(rename_all = "camelCase", deny_unknown_fields)]
73#[cfg_attr(feature = "uniffi", derive(uniffi::Enum))]
74#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
75#[allow(clippy::large_enum_variant)]
76pub enum InitUserCryptoMethod {
77    /// Password
78    Password {
79        /// The user's master password
80        password: String,
81        /// The user's encrypted symmetric crypto key
82        user_key: EncString,
83    },
84    /// Never lock and/or biometric unlock
85    DecryptedKey {
86        /// The user's decrypted encryption key, obtained using `get_user_encryption_key`
87        decrypted_user_key: String,
88    },
89    /// PIN
90    Pin {
91        /// The user's PIN
92        pin: String,
93        /// The user's symmetric crypto key, encrypted with the PIN. Use `derive_pin_key` to obtain
94        /// this.
95        pin_protected_user_key: EncString,
96    },
97    /// PIN Envelope
98    PinEnvelope {
99        /// The user's PIN
100        pin: String,
101        /// The user's symmetric crypto key, encrypted with the PIN-protected key envelope.
102        pin_protected_user_key_envelope: PasswordProtectedKeyEnvelope,
103    },
104    /// Auth request
105    AuthRequest {
106        /// Private Key generated by the `crate::auth::new_auth_request`.
107        request_private_key: B64,
108        /// The type of auth request
109        method: AuthRequestMethod,
110    },
111    /// Device Key
112    DeviceKey {
113        /// The device's DeviceKey
114        device_key: String,
115        /// The Device Private Key
116        protected_device_private_key: EncString,
117        /// The user's symmetric crypto key, encrypted with the Device Key.
118        device_protected_user_key: UnsignedSharedKey,
119    },
120    /// Key connector
121    KeyConnector {
122        /// Base64 encoded master key, retrieved from the key connector.
123        master_key: B64,
124        /// The user's encrypted symmetric crypto key
125        user_key: EncString,
126    },
127}
128
129/// Auth requests supports multiple initialization methods.
130#[derive(Serialize, Deserialize, Debug)]
131#[serde(rename_all = "camelCase", deny_unknown_fields)]
132#[cfg_attr(feature = "uniffi", derive(uniffi::Enum))]
133#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
134pub enum AuthRequestMethod {
135    /// User Key
136    UserKey {
137        /// User Key protected by the private key provided in `AuthRequestResponse`.
138        protected_user_key: UnsignedSharedKey,
139    },
140    /// Master Key
141    MasterKey {
142        /// Master Key protected by the private key provided in `AuthRequestResponse`.
143        protected_master_key: UnsignedSharedKey,
144        /// User Key protected by the MasterKey, provided by the auth response.
145        auth_request_key: EncString,
146    },
147}
148
149/// Initialize the user's cryptographic state.
150pub(super) async fn initialize_user_crypto(
151    client: &Client,
152    req: InitUserCryptoRequest,
153) -> Result<(), EncryptionSettingsError> {
154    use bitwarden_crypto::{DeviceKey, PinKey};
155
156    use crate::auth::{auth_request_decrypt_master_key, auth_request_decrypt_user_key};
157
158    if let Some(user_id) = req.user_id {
159        client.internal.init_user_id(user_id)?;
160    }
161
162    let key_state = (&req).into();
163
164    match req.method {
165        InitUserCryptoMethod::Password { password, user_key } => {
166            let master_key = MasterKey::derive(&password, &req.email, &req.kdf_params)?;
167            client
168                .internal
169                .initialize_user_crypto_master_key(master_key, user_key, key_state)?;
170        }
171        InitUserCryptoMethod::DecryptedKey { decrypted_user_key } => {
172            let user_key = SymmetricCryptoKey::try_from(decrypted_user_key)?;
173            client
174                .internal
175                .initialize_user_crypto_decrypted_key(user_key, key_state)?;
176        }
177        InitUserCryptoMethod::Pin {
178            pin,
179            pin_protected_user_key,
180        } => {
181            let pin_key = PinKey::derive(pin.as_bytes(), req.email.as_bytes(), &req.kdf_params)?;
182            client.internal.initialize_user_crypto_pin(
183                pin_key,
184                pin_protected_user_key,
185                key_state,
186            )?;
187        }
188        InitUserCryptoMethod::PinEnvelope {
189            pin,
190            pin_protected_user_key_envelope,
191        } => {
192            client.internal.initialize_user_crypto_pin_envelope(
193                pin,
194                pin_protected_user_key_envelope,
195                key_state,
196            )?;
197        }
198        InitUserCryptoMethod::AuthRequest {
199            request_private_key,
200            method,
201        } => {
202            let user_key = match method {
203                AuthRequestMethod::UserKey { protected_user_key } => {
204                    auth_request_decrypt_user_key(request_private_key, protected_user_key)?
205                }
206                AuthRequestMethod::MasterKey {
207                    protected_master_key,
208                    auth_request_key,
209                } => auth_request_decrypt_master_key(
210                    request_private_key,
211                    protected_master_key,
212                    auth_request_key,
213                )?,
214            };
215            client
216                .internal
217                .initialize_user_crypto_decrypted_key(user_key, key_state)?;
218        }
219        InitUserCryptoMethod::DeviceKey {
220            device_key,
221            protected_device_private_key,
222            device_protected_user_key,
223        } => {
224            let device_key = DeviceKey::try_from(device_key)?;
225            let user_key = device_key
226                .decrypt_user_key(protected_device_private_key, device_protected_user_key)?;
227
228            client
229                .internal
230                .initialize_user_crypto_decrypted_key(user_key, key_state)?;
231        }
232        InitUserCryptoMethod::KeyConnector {
233            master_key,
234            user_key,
235        } => {
236            let mut bytes = master_key.as_bytes().to_vec();
237            let master_key = MasterKey::try_from(bytes.as_mut_slice())?;
238
239            client
240                .internal
241                .initialize_user_crypto_master_key(master_key, user_key, key_state)?;
242        }
243    }
244
245    client
246        .internal
247        .set_login_method(crate::client::LoginMethod::User(
248            crate::client::UserLoginMethod::Username {
249                client_id: "".to_string(),
250                email: req.email,
251                kdf: req.kdf_params,
252            },
253        ));
254
255    Ok(())
256}
257
258/// Represents the request to initialize the user's organizational cryptographic state.
259#[derive(Serialize, Deserialize, Debug)]
260#[serde(rename_all = "camelCase", deny_unknown_fields)]
261#[cfg_attr(feature = "uniffi", derive(uniffi::Record))]
262#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
263pub struct InitOrgCryptoRequest {
264    /// The encryption keys for all the organizations the user is a part of
265    pub organization_keys: HashMap<OrganizationId, UnsignedSharedKey>,
266}
267
268/// Initialize the user's organizational cryptographic state.
269pub(super) async fn initialize_org_crypto(
270    client: &Client,
271    req: InitOrgCryptoRequest,
272) -> Result<(), EncryptionSettingsError> {
273    let organization_keys = req.organization_keys.into_iter().collect();
274    client.internal.initialize_org_crypto(organization_keys)?;
275    Ok(())
276}
277
278pub(super) async fn get_user_encryption_key(client: &Client) -> Result<B64, CryptoClientError> {
279    let key_store = client.internal.get_key_store();
280    let ctx = key_store.context();
281    // This is needed because the mobile clients need access to the user encryption key
282    #[allow(deprecated)]
283    let user_key = ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)?;
284
285    Ok(user_key.to_base64())
286}
287
288/// Response from the `update_password` function
289#[derive(Serialize, Deserialize, Debug)]
290#[serde(rename_all = "camelCase", deny_unknown_fields)]
291#[cfg_attr(feature = "uniffi", derive(uniffi::Record))]
292#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
293pub struct UpdatePasswordResponse {
294    /// Hash of the new password
295    password_hash: B64,
296    /// User key, encrypted with the new password
297    new_key: EncString,
298}
299
300pub(super) fn update_password(
301    client: &Client,
302    new_password: String,
303) -> Result<UpdatePasswordResponse, CryptoClientError> {
304    let key_store = client.internal.get_key_store();
305    let ctx = key_store.context();
306    // FIXME: [PM-18099] Once MasterKey deals with KeyIds, this should be updated
307    #[allow(deprecated)]
308    let user_key = ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)?;
309
310    let login_method = client
311        .internal
312        .get_login_method()
313        .ok_or(NotAuthenticatedError)?;
314
315    // Derive a new master key from password
316    let new_master_key = match login_method.as_ref() {
317        LoginMethod::User(
318            UserLoginMethod::Username { email, kdf, .. }
319            | UserLoginMethod::ApiKey { email, kdf, .. },
320        ) => MasterKey::derive(&new_password, email, kdf)?,
321        #[cfg(feature = "secrets")]
322        LoginMethod::ServiceAccount(_) => return Err(NotAuthenticatedError)?,
323    };
324
325    let new_key = new_master_key.encrypt_user_key(user_key)?;
326
327    let password_hash = new_master_key.derive_master_key_hash(
328        new_password.as_bytes(),
329        bitwarden_crypto::HashPurpose::ServerAuthorization,
330    );
331
332    Ok(UpdatePasswordResponse {
333        password_hash,
334        new_key,
335    })
336}
337
338/// Request for deriving a pin protected user key
339#[derive(Serialize, Deserialize, Debug)]
340#[serde(rename_all = "camelCase", deny_unknown_fields)]
341#[cfg_attr(feature = "uniffi", derive(uniffi::Record))]
342#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
343pub struct EnrollPinResponse {
344    /// [UserKey] protected by PIN
345    pub pin_protected_user_key_envelope: PasswordProtectedKeyEnvelope,
346    /// PIN protected by [UserKey]
347    pub user_key_encrypted_pin: EncString,
348}
349
350pub(super) fn enroll_pin(
351    client: &Client,
352    pin: String,
353) -> Result<EnrollPinResponse, CryptoClientError> {
354    let key_store = client.internal.get_key_store();
355    let mut ctx = key_store.context_mut();
356
357    let key_envelope =
358        PasswordProtectedKeyEnvelope(bitwarden_crypto::safe::PasswordProtectedKeyEnvelope::seal(
359            SymmetricKeyId::User,
360            &pin,
361            &ctx,
362        )?);
363    let encrypted_pin = pin.encrypt(&mut ctx, SymmetricKeyId::User)?;
364    Ok(EnrollPinResponse {
365        pin_protected_user_key_envelope: key_envelope,
366        user_key_encrypted_pin: encrypted_pin,
367    })
368}
369
370/// Request for deriving a pin protected user key
371#[derive(Serialize, Deserialize, Debug)]
372#[serde(rename_all = "camelCase", deny_unknown_fields)]
373#[cfg_attr(feature = "uniffi", derive(uniffi::Record))]
374#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
375pub struct DerivePinKeyResponse {
376    /// [UserKey] protected by PIN
377    pin_protected_user_key: EncString,
378    /// PIN protected by [UserKey]
379    encrypted_pin: EncString,
380}
381
382pub(super) fn derive_pin_key(
383    client: &Client,
384    pin: String,
385) -> Result<DerivePinKeyResponse, CryptoClientError> {
386    let key_store = client.internal.get_key_store();
387    let ctx = key_store.context();
388    // FIXME: [PM-18099] Once PinKey deals with KeyIds, this should be updated
389    #[allow(deprecated)]
390    let user_key = ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)?;
391
392    let login_method = client
393        .internal
394        .get_login_method()
395        .ok_or(NotAuthenticatedError)?;
396
397    let pin_protected_user_key = derive_pin_protected_user_key(&pin, &login_method, user_key)?;
398
399    Ok(DerivePinKeyResponse {
400        pin_protected_user_key,
401        encrypted_pin: pin.encrypt_with_key(user_key)?,
402    })
403}
404
405pub(super) fn derive_pin_user_key(
406    client: &Client,
407    encrypted_pin: EncString,
408) -> Result<EncString, CryptoClientError> {
409    let key_store = client.internal.get_key_store();
410    let ctx = key_store.context();
411    // FIXME: [PM-18099] Once PinKey deals with KeyIds, this should be updated
412    #[allow(deprecated)]
413    let user_key = ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)?;
414
415    let pin: String = encrypted_pin.decrypt_with_key(user_key)?;
416    let login_method = client
417        .internal
418        .get_login_method()
419        .ok_or(NotAuthenticatedError)?;
420
421    derive_pin_protected_user_key(&pin, &login_method, user_key)
422}
423
424fn derive_pin_protected_user_key(
425    pin: &str,
426    login_method: &LoginMethod,
427    user_key: &SymmetricCryptoKey,
428) -> Result<EncString, CryptoClientError> {
429    use bitwarden_crypto::PinKey;
430
431    let derived_key = match login_method {
432        LoginMethod::User(
433            UserLoginMethod::Username { email, kdf, .. }
434            | UserLoginMethod::ApiKey { email, kdf, .. },
435        ) => PinKey::derive(pin.as_bytes(), email.as_bytes(), kdf)?,
436        #[cfg(feature = "secrets")]
437        LoginMethod::ServiceAccount(_) => return Err(NotAuthenticatedError)?,
438    };
439
440    Ok(derived_key.encrypt_user_key(user_key)?)
441}
442
443#[allow(missing_docs)]
444#[bitwarden_error(flat)]
445#[derive(Debug, thiserror::Error)]
446pub enum EnrollAdminPasswordResetError {
447    #[error(transparent)]
448    VaultLocked(#[from] VaultLockedError),
449    #[error(transparent)]
450    Crypto(#[from] bitwarden_crypto::CryptoError),
451}
452
453pub(super) fn enroll_admin_password_reset(
454    client: &Client,
455    public_key: B64,
456) -> Result<UnsignedSharedKey, EnrollAdminPasswordResetError> {
457    use bitwarden_crypto::AsymmetricPublicCryptoKey;
458
459    let public_key = AsymmetricPublicCryptoKey::from_der(&SpkiPublicKeyBytes::from(&public_key))?;
460    let key_store = client.internal.get_key_store();
461    let ctx = key_store.context();
462    // FIXME: [PM-18110] This should be removed once the key store can handle public key encryption
463    #[allow(deprecated)]
464    let key = ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)?;
465
466    Ok(UnsignedSharedKey::encapsulate_key_unsigned(
467        key,
468        &public_key,
469    )?)
470}
471
472/// Request for migrating an account from password to key connector.
473#[derive(Serialize, Deserialize, Debug, JsonSchema)]
474#[serde(rename_all = "camelCase", deny_unknown_fields)]
475#[cfg_attr(feature = "uniffi", derive(uniffi::Record))]
476#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
477pub struct DeriveKeyConnectorRequest {
478    /// Encrypted user key, used to validate the master key
479    pub user_key_encrypted: EncString,
480    /// The user's master password
481    pub password: String,
482    /// The KDF parameters used to derive the master key
483    pub kdf: Kdf,
484    /// The user's email address
485    pub email: String,
486}
487
488#[allow(missing_docs)]
489#[bitwarden_error(flat)]
490#[derive(Debug, thiserror::Error)]
491pub enum DeriveKeyConnectorError {
492    #[error(transparent)]
493    WrongPassword(#[from] WrongPasswordError),
494    #[error(transparent)]
495    Crypto(#[from] bitwarden_crypto::CryptoError),
496}
497
498/// Derive the master key for migrating to the key connector
499pub(super) fn derive_key_connector(
500    request: DeriveKeyConnectorRequest,
501) -> Result<B64, DeriveKeyConnectorError> {
502    let master_key = MasterKey::derive(&request.password, &request.email, &request.kdf)?;
503    master_key
504        .decrypt_user_key(request.user_key_encrypted)
505        .map_err(|_| WrongPasswordError)?;
506
507    Ok(master_key.to_base64())
508}
509
510/// Response from the `make_key_pair` function
511#[derive(Serialize, Deserialize, Debug)]
512#[serde(rename_all = "camelCase", deny_unknown_fields)]
513#[cfg_attr(feature = "uniffi", derive(uniffi::Record))]
514#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
515pub struct MakeKeyPairResponse {
516    /// The user's public key
517    user_public_key: B64,
518    /// User's private key, encrypted with the user key
519    user_key_encrypted_private_key: EncString,
520}
521
522pub(super) fn make_key_pair(user_key: B64) -> Result<MakeKeyPairResponse, CryptoError> {
523    let user_key = UserKey::new(SymmetricCryptoKey::try_from(user_key)?);
524
525    let key_pair = user_key.make_key_pair()?;
526
527    Ok(MakeKeyPairResponse {
528        user_public_key: key_pair.public,
529        user_key_encrypted_private_key: key_pair.private,
530    })
531}
532
533/// Request for `verify_asymmetric_keys`.
534#[derive(Serialize, Deserialize, Debug)]
535#[serde(rename_all = "camelCase", deny_unknown_fields)]
536#[cfg_attr(feature = "uniffi", derive(uniffi::Record))]
537#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
538pub struct VerifyAsymmetricKeysRequest {
539    /// The user's user key
540    user_key: B64,
541    /// The user's public key
542    user_public_key: B64,
543    /// User's private key, encrypted with the user key
544    user_key_encrypted_private_key: EncString,
545}
546
547/// Response for `verify_asymmetric_keys`.
548#[derive(Serialize, Deserialize, Debug)]
549#[serde(rename_all = "camelCase", deny_unknown_fields)]
550#[cfg_attr(feature = "uniffi", derive(uniffi::Record))]
551#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
552pub struct VerifyAsymmetricKeysResponse {
553    /// Whether the user's private key was decryptable by the user key.
554    private_key_decryptable: bool,
555    /// Whether the user's private key was a valid RSA key and matched the public key provided.
556    valid_private_key: bool,
557}
558
559pub(super) fn verify_asymmetric_keys(
560    request: VerifyAsymmetricKeysRequest,
561) -> Result<VerifyAsymmetricKeysResponse, CryptoError> {
562    #[derive(Debug, thiserror::Error)]
563    enum VerifyError {
564        #[error("Failed to decrypt private key: {0:?}")]
565        DecryptFailed(bitwarden_crypto::CryptoError),
566        #[error("Failed to parse decrypted private key: {0:?}")]
567        ParseFailed(bitwarden_crypto::CryptoError),
568        #[error("Failed to derive a public key: {0:?}")]
569        PublicFailed(bitwarden_crypto::CryptoError),
570        #[error("Derived public key doesn't match")]
571        KeyMismatch,
572    }
573
574    fn verify_inner(
575        user_key: &SymmetricCryptoKey,
576        request: &VerifyAsymmetricKeysRequest,
577    ) -> Result<(), VerifyError> {
578        let decrypted_private_key: Vec<u8> = request
579            .user_key_encrypted_private_key
580            .decrypt_with_key(user_key)
581            .map_err(VerifyError::DecryptFailed)?;
582
583        let decrypted_private_key = Pkcs8PrivateKeyBytes::from(decrypted_private_key);
584        let private_key = AsymmetricCryptoKey::from_der(&decrypted_private_key)
585            .map_err(VerifyError::ParseFailed)?;
586
587        let derived_public_key_vec = private_key
588            .to_public_key()
589            .to_der()
590            .map_err(VerifyError::PublicFailed)?;
591
592        let derived_public_key = B64::from(derived_public_key_vec);
593
594        if derived_public_key != request.user_public_key {
595            return Err(VerifyError::KeyMismatch);
596        }
597        Ok(())
598    }
599
600    let user_key = SymmetricCryptoKey::try_from(request.user_key.clone())?;
601
602    Ok(match verify_inner(&user_key, &request) {
603        Ok(_) => VerifyAsymmetricKeysResponse {
604            private_key_decryptable: true,
605            valid_private_key: true,
606        },
607        Err(e) => {
608            log::debug!("User asymmetric keys verification: {e}");
609
610            VerifyAsymmetricKeysResponse {
611                private_key_decryptable: !matches!(e, VerifyError::DecryptFailed(_)),
612                valid_private_key: false,
613            }
614        }
615    })
616}
617
618/// Response for the `make_keys_for_user_crypto_v2`, containing a set of keys for a user
619#[derive(Serialize, Deserialize, Debug, Clone)]
620#[serde(rename_all = "camelCase", deny_unknown_fields)]
621#[cfg_attr(feature = "uniffi", derive(uniffi::Record))]
622#[cfg_attr(feature = "wasm", derive(Tsify), tsify(into_wasm_abi, from_wasm_abi))]
623pub struct UserCryptoV2KeysResponse {
624    /// User key
625    user_key: B64,
626
627    /// Wrapped private key
628    private_key: EncString,
629    /// Public key
630    public_key: B64,
631    /// The user's public key, signed by the signing key
632    signed_public_key: SignedPublicKey,
633
634    /// Signing key, encrypted with the user's symmetric key
635    signing_key: EncString,
636    /// Base64 encoded verifying key
637    verifying_key: B64,
638
639    /// The user's signed security state
640    security_state: SignedSecurityState,
641    /// The security state's version
642    security_version: u64,
643}
644
645/// Creates the user's cryptographic state for v2 users. This includes ensuring signature key pair
646/// is present, a signed public key is present, a security state is present and signed, and the user
647/// key is a Cose key.
648pub(crate) fn make_v2_keys_for_v1_user(
649    client: &Client,
650) -> Result<UserCryptoV2KeysResponse, StatefulCryptoError> {
651    let key_store = client.internal.get_key_store();
652    let mut ctx = key_store.context();
653
654    let temporary_user_key_id = SymmetricKeyId::Local("temporary_user_key");
655    let temporary_signing_key_id = SigningKeyId::Local("temporary_signing_key");
656    // Re-use existing private key
657    let private_key_id = AsymmetricKeyId::UserPrivateKey;
658
659    // Ensure that the function is only called for a V1 user.
660    if client.internal.get_security_version() != 1 {
661        return Err(StatefulCryptoError::WrongAccountCryptoVersion {
662            expected: "1".to_string(),
663            got: 2,
664        });
665    }
666
667    // Ensure the user has a private key.
668    // V1 user must have a private key to upgrade. This should be ensured by the client before
669    // calling the upgrade function.
670    if !ctx.has_asymmetric_key(AsymmetricKeyId::UserPrivateKey) {
671        return Err(StatefulCryptoError::CryptoError(CryptoError::MissingKeyId(
672            "UserPrivateKey".to_string(),
673        )));
674    }
675
676    #[allow(deprecated)]
677    let private_key = ctx.dangerous_get_asymmetric_key(private_key_id)?.clone();
678
679    // New user key
680    let user_key = SymmetricCryptoKey::make_xchacha20_poly1305_key();
681    #[allow(deprecated)]
682    ctx.set_symmetric_key(temporary_user_key_id, user_key.clone())?;
683
684    // New signing key
685    let signing_key = SigningKey::make(SignatureAlgorithm::Ed25519);
686    #[allow(deprecated)]
687    ctx.set_signing_key(temporary_signing_key_id, signing_key.clone())?;
688
689    // Sign existing public key
690    let signed_public_key = ctx.make_signed_public_key(private_key_id, temporary_signing_key_id)?;
691    let public_key = private_key.to_public_key();
692
693    // Initialize security state for the user
694    let security_state = SecurityState::initialize_for_user(
695        client
696            .internal
697            .get_user_id()
698            .ok_or(StatefulCryptoError::MissingSecurityState)?,
699    );
700    let signed_security_state = security_state.sign(temporary_signing_key_id, &mut ctx)?;
701
702    Ok(UserCryptoV2KeysResponse {
703        user_key: user_key.to_base64(),
704
705        private_key: private_key.to_der()?.encrypt_with_key(&user_key)?,
706        public_key: public_key.to_der()?.into(),
707        signed_public_key,
708
709        signing_key: signing_key.to_cose().encrypt_with_key(&user_key)?,
710        verifying_key: signing_key.to_verifying_key().to_cose().into(),
711
712        security_state: signed_security_state,
713        security_version: security_state.version(),
714    })
715}
716
717/// Gets a set of new wrapped account keys for a user, given a new user key.
718///
719/// In the current implementation, it just re-encrypts any existing keys. This function expects a
720/// user to be a v2 user; that is, they have a signing key, a cose user-key, and a private key
721pub(crate) fn get_v2_rotated_account_keys(
722    client: &Client,
723) -> Result<UserCryptoV2KeysResponse, StatefulCryptoError> {
724    let key_store = client.internal.get_key_store();
725    let mut ctx = key_store.context();
726
727    // Ensure that the function is only called for a V2 user.
728    // V2 users have a security version 2 or higher.
729    if client.internal.get_security_version() == 1 {
730        return Err(StatefulCryptoError::WrongAccountCryptoVersion {
731            expected: "2+".to_string(),
732            got: 1,
733        });
734    }
735
736    let security_state = client
737        .internal
738        .security_state
739        .read()
740        .expect("RwLock is not poisoned")
741        .to_owned()
742        // This cannot occur since the security version check above already ensures that the
743        // security state is present.
744        .ok_or(StatefulCryptoError::MissingSecurityState)?;
745
746    let rotated_keys = dangerous_get_v2_rotated_account_keys(
747        AsymmetricKeyId::UserPrivateKey,
748        SigningKeyId::UserSigningKey,
749        &ctx,
750    )?;
751
752    Ok(UserCryptoV2KeysResponse {
753        user_key: rotated_keys.user_key.to_base64(),
754
755        private_key: rotated_keys.private_key,
756        public_key: rotated_keys.public_key.into(),
757        signed_public_key: rotated_keys.signed_public_key,
758
759        signing_key: rotated_keys.signing_key,
760        verifying_key: rotated_keys.verifying_key.into(),
761
762        security_state: security_state.sign(SigningKeyId::UserSigningKey, &mut ctx)?,
763        security_version: security_state.version(),
764    })
765}
766
767#[cfg(test)]
768mod tests {
769    use std::num::NonZeroU32;
770
771    use bitwarden_crypto::RsaKeyPair;
772
773    use super::*;
774    use crate::{client::internal::UserKeyState, Client};
775    const TEST_VECTOR_USER_KEY_V2_B64: &str = "pQEEAlACHUUoybNAuJoZzqNMxz2bAzoAARFvBIQDBAUGIFggAvGl4ifaUAomQdCdUPpXLHtypiQxHjZwRHeI83caZM4B";
776    const TEST_VECTOR_PRIVATE_KEY_V2: &str = "7.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";
777    #[allow(unused)]
778    const TEST_VECTOR_PUBLIC_KEY_V2: &str = "MIIBIjANBgkqhkiG9w0BAQEFAAOCAQ8AMIIBCgKCAQEAz/+1jPJ1HqcaCdKrTPms8XJcvnmd9alI42U2XF/4GMNTM5KF1gI6snhR/23ZLatZRFMHoK8ZCMSpGNkjLadArz52ldceTvBOhQUiWylkZQ4NfNa3xIYJubXOmkeDyfNuyLxVZvcZOko9PdT+Qx2QxDrFi2XNo2I7aVFd19/COIEkex4mJ0eA3MHFpKCdxYbcTAsGID8+kVR9L84S1JptZoG8x+iB/D3/Q4y02UsQYpFTu0vbPY84YmW03ngJdxWzS8X4/UJI/jaEn5rO4xlU5QcL0l4IybP5LRpE9XEeUHATKVOG7eNfpe9zDfKV2qQoofQMH9VvkWO4psaWDjBSdwIDAQAB";
779    #[allow(unused)]
780    const TEST_VECTOR_SIGNED_PUBLIC_KEY_V2: &str = "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";
781    const TEST_VECTOR_SIGNING_KEY_V2: &str = "7.g1gcowE6AAERbwMYZQRQAh1FKMmzQLiaGc6jTMc9m6EFWBhYePc2qkCruHAPXgbzXsIP1WVk11ArbLNYUBpifToURlwHKs1je2BwZ1C/5thz4nyNbL0wDaYkRWI9ex1wvB7KhdzC7ltStEd5QttboTSCaXQROSZaGBPNO5+Bu3sTY8F5qK1pBUo6AHNN";
782    #[allow(unused)]
783    const TEST_VECTOR_VERIFYING_KEY_V2: &str =
784        "pgEBAlAmkP0QgfdMVbIujX55W/yNAycEgQIgBiFYIEM6JxBmjWQTruAm3s6BTaJy1q6BzQetMBacNeRJ0kxR";
785    const TEST_VECTOR_SECURITY_STATE_V2: &str = "hFgepAEnAxg8BFAmkP0QgfdMVbIujX55W/yNOgABOH8CoFgkomhlbnRpdHlJZFBHOOw2BI9OQoNq+Vl1xZZKZ3ZlcnNpb24CWEAlchbJR0vmRfShG8On7Q2gknjkw4Dd6MYBLiH4u+/CmfQdmjNZdf6kozgW/6NXyKVNu8dAsKsin+xxXkDyVZoG";
786
787    #[tokio::test]
788    async fn test_update_password() {
789        let client = Client::new(None);
790
791        let priv_key: EncString = "2.kmLY8NJVuiKBFJtNd/ZFpA==|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|pc7qpD42wxyXemdNPuwxbh8iIaryrBPu8f/DGwYdHTw=".parse().unwrap();
792
793        let kdf = Kdf::PBKDF2 {
794            iterations: 100_000.try_into().unwrap(),
795        };
796
797        initialize_user_crypto(
798            & client,
799            InitUserCryptoRequest {
800                user_id: Some(UserId::new_v4()),
801                kdf_params: kdf.clone(),
802                email: "[email protected]".into(),
803                private_key: priv_key.to_owned(),
804                signing_key: None,
805                security_state: None,
806                method: InitUserCryptoMethod::Password {
807                    password: "asdfasdfasdf".into(),
808                    user_key: "2.u2HDQ/nH2J7f5tYHctZx6Q==|NnUKODz8TPycWJA5svexe1wJIz2VexvLbZh2RDfhj5VI3wP8ZkR0Vicvdv7oJRyLI1GyaZDBCf9CTBunRTYUk39DbZl42Rb+Xmzds02EQhc=|rwuo5wgqvTJf3rgwOUfabUyzqhguMYb3sGBjOYqjevc=".parse().unwrap(),
809                },
810            },
811        )
812        .await
813        .unwrap();
814
815        let new_password_response = update_password(&client, "123412341234".into()).unwrap();
816
817        let client2 = Client::new(None);
818
819        initialize_user_crypto(
820            &client2,
821            InitUserCryptoRequest {
822                user_id: Some(UserId::new_v4()),
823                kdf_params: kdf.clone(),
824                email: "[email protected]".into(),
825                private_key: priv_key.to_owned(),
826                signing_key: None,
827                security_state: None,
828                method: InitUserCryptoMethod::Password {
829                    password: "123412341234".into(),
830                    user_key: new_password_response.new_key,
831                },
832            },
833        )
834        .await
835        .unwrap();
836
837        let new_hash = client2
838            .kdf()
839            .hash_password(
840                "[email protected]".into(),
841                "123412341234".into(),
842                kdf.clone(),
843                bitwarden_crypto::HashPurpose::ServerAuthorization,
844            )
845            .await
846            .unwrap();
847
848        assert_eq!(new_hash, new_password_response.password_hash);
849
850        let client_key = {
851            let key_store = client.internal.get_key_store();
852            let ctx = key_store.context();
853            #[allow(deprecated)]
854            ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)
855                .unwrap()
856                .to_base64()
857        };
858
859        let client2_key = {
860            let key_store = client2.internal.get_key_store();
861            let ctx = key_store.context();
862            #[allow(deprecated)]
863            ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)
864                .unwrap()
865                .to_base64()
866        };
867
868        assert_eq!(client_key, client2_key);
869    }
870
871    #[tokio::test]
872    async fn test_initialize_user_crypto_pin() {
873        let client = Client::new(None);
874
875        let priv_key: EncString = "2.kmLY8NJVuiKBFJtNd/ZFpA==|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|pc7qpD42wxyXemdNPuwxbh8iIaryrBPu8f/DGwYdHTw=".parse().unwrap();
876
877        initialize_user_crypto(
878            & client,
879            InitUserCryptoRequest {
880                user_id: Some(UserId::new_v4()),
881                kdf_params: Kdf::PBKDF2 {
882                    iterations: 100_000.try_into().unwrap(),
883                },
884                email: "[email protected]".into(),
885                private_key: priv_key.to_owned(),
886                signing_key: None,
887                security_state: None,
888                method: InitUserCryptoMethod::Password {
889                    password: "asdfasdfasdf".into(),
890                    user_key: "2.u2HDQ/nH2J7f5tYHctZx6Q==|NnUKODz8TPycWJA5svexe1wJIz2VexvLbZh2RDfhj5VI3wP8ZkR0Vicvdv7oJRyLI1GyaZDBCf9CTBunRTYUk39DbZl42Rb+Xmzds02EQhc=|rwuo5wgqvTJf3rgwOUfabUyzqhguMYb3sGBjOYqjevc=".parse().unwrap(),
891                },
892            },
893        )
894        .await
895        .unwrap();
896
897        let pin_key = derive_pin_key(&client, "1234".into()).unwrap();
898
899        // Verify we can unlock with the pin
900        let client2 = Client::new(None);
901        initialize_user_crypto(
902            &client2,
903            InitUserCryptoRequest {
904                user_id: Some(UserId::new_v4()),
905                kdf_params: Kdf::PBKDF2 {
906                    iterations: 100_000.try_into().unwrap(),
907                },
908                email: "[email protected]".into(),
909                private_key: priv_key.to_owned(),
910                signing_key: None,
911                security_state: None,
912                method: InitUserCryptoMethod::Pin {
913                    pin: "1234".into(),
914                    pin_protected_user_key: pin_key.pin_protected_user_key,
915                },
916            },
917        )
918        .await
919        .unwrap();
920
921        let client_key = {
922            let key_store = client.internal.get_key_store();
923            let ctx = key_store.context();
924            #[allow(deprecated)]
925            ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)
926                .unwrap()
927                .to_base64()
928        };
929
930        let client2_key = {
931            let key_store = client2.internal.get_key_store();
932            let ctx = key_store.context();
933            #[allow(deprecated)]
934            ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)
935                .unwrap()
936                .to_base64()
937        };
938
939        assert_eq!(client_key, client2_key);
940
941        // Verify we can derive the pin protected user key from the encrypted pin
942        let pin_protected_user_key = derive_pin_user_key(&client, pin_key.encrypted_pin).unwrap();
943
944        let client3 = Client::new(None);
945
946        initialize_user_crypto(
947            &client3,
948            InitUserCryptoRequest {
949                user_id: Some(UserId::new_v4()),
950                kdf_params: Kdf::PBKDF2 {
951                    iterations: 100_000.try_into().unwrap(),
952                },
953                email: "[email protected]".into(),
954                private_key: priv_key.to_owned(),
955                signing_key: None,
956                security_state: None,
957                method: InitUserCryptoMethod::Pin {
958                    pin: "1234".into(),
959                    pin_protected_user_key,
960                },
961            },
962        )
963        .await
964        .unwrap();
965
966        let client_key = {
967            let key_store = client.internal.get_key_store();
968            let ctx = key_store.context();
969            #[allow(deprecated)]
970            ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)
971                .unwrap()
972                .to_base64()
973        };
974
975        let client3_key = {
976            let key_store = client3.internal.get_key_store();
977            let ctx = key_store.context();
978            #[allow(deprecated)]
979            ctx.dangerous_get_symmetric_key(SymmetricKeyId::User)
980                .unwrap()
981                .to_base64()
982        };
983
984        assert_eq!(client_key, client3_key);
985    }
986
987    #[tokio::test]
988    async fn test_initialize_user_crypto_pin_envelope() {
989        let user_key = "5yKAZ4TSSEGje54MV5lc5ty6crkqUz4xvl+8Dm/piNLKf6OgRi2H0uzttNTXl9z6ILhkmuIXzGpAVc2YdorHgQ==";
990        let test_pin = "1234";
991
992        let client1 = Client::new(None);
993        initialize_user_crypto(
994            &client1,
995            InitUserCryptoRequest {
996                user_id: Some(UserId::new_v4()),
997                kdf_params: Kdf::PBKDF2 {
998                    iterations: 100_000.try_into().unwrap(),
999                },
1000                email: "[email protected]".into(),
1001                private_key: make_key_pair(user_key.try_into().unwrap())
1002                    .unwrap()
1003                    .user_key_encrypted_private_key,
1004                signing_key: None,
1005                security_state: None,
1006                method: InitUserCryptoMethod::DecryptedKey {
1007                    decrypted_user_key: user_key.to_string(),
1008                },
1009            },
1010        )
1011        .await
1012        .unwrap();
1013
1014        let enroll_response = client1.crypto().enroll_pin(test_pin.to_string()).unwrap();
1015
1016        let client2 = Client::new(None);
1017        initialize_user_crypto(
1018            &client2,
1019            InitUserCryptoRequest {
1020                user_id: Some(UserId::new_v4()),
1021                // NOTE: THIS CHANGES KDF SETTINGS. We ensure in this test that even with different
1022                // KDF settings the pin can unlock the user key.
1023                kdf_params: Kdf::PBKDF2 {
1024                    iterations: 600_000.try_into().unwrap(),
1025                },
1026                email: "[email protected]".into(),
1027                private_key: make_key_pair(user_key.try_into().unwrap())
1028                    .unwrap()
1029                    .user_key_encrypted_private_key,
1030                signing_key: None,
1031                security_state: None,
1032                method: InitUserCryptoMethod::PinEnvelope {
1033                    pin: test_pin.to_string(),
1034                    pin_protected_user_key_envelope: enroll_response
1035                        .pin_protected_user_key_envelope,
1036                },
1037            },
1038        )
1039        .await
1040        .unwrap();
1041    }
1042
1043    #[test]
1044    fn test_enroll_admin_password_reset() {
1045        let client = Client::new(None);
1046
1047        let master_key = MasterKey::derive(
1048            "asdfasdfasdf",
1049            "[email protected]",
1050            &Kdf::PBKDF2 {
1051                iterations: NonZeroU32::new(600_000).unwrap(),
1052            },
1053        )
1054        .unwrap();
1055
1056        let user_key = "2.Q/2PhzcC7GdeiMHhWguYAQ==|GpqzVdr0go0ug5cZh1n+uixeBC3oC90CIe0hd/HWA/pTRDZ8ane4fmsEIcuc8eMKUt55Y2q/fbNzsYu41YTZzzsJUSeqVjT8/iTQtgnNdpo=|dwI+uyvZ1h/iZ03VQ+/wrGEFYVewBUUl/syYgjsNMbE=".parse().unwrap();
1057        let private_key ="2.yN7l00BOlUE0Sb0M//Q53w==|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|09J28iXv9oWzYtzK2LBT6Yht4IT4MijEkk0fwFdrVQ4=".parse().unwrap();
1058        client
1059            .internal
1060            .initialize_user_crypto_master_key(
1061                master_key,
1062                user_key,
1063                UserKeyState {
1064                    private_key,
1065                    signing_key: None,
1066                    security_state: None,
1067                },
1068            )
1069            .unwrap();
1070
1071        let public_key: B64 = "MIIBIjANBgkqhkiG9w0BAQEFAAOCAQ8AMIIBCgKCAQEAsy7RFHcX3C8Q4/OMmhhbFReYWfB45W9PDTEA8tUZwZmtOiN2RErIS2M1c+K/4HoDJ/TjpbX1f2MZcr4nWvKFuqnZXyewFc+jmvKVewYi+NAu2++vqKq2kKcmMNhwoQDQdQIVy/Uqlp4Cpi2cIwO6ogq5nHNJGR3jm+CpyrafYlbz1bPvL3hbyoGDuG2tgADhyhXUdFuef2oF3wMvn1lAJAvJnPYpMiXUFmj1ejmbwtlxZDrHgUJvUcp7nYdwUKaFoi+sOttHn3u7eZPtNvxMjhSS/X/1xBIzP/mKNLdywH5LoRxniokUk+fV3PYUxJsiU3lV0Trc/tH46jqd8ZGjmwIDAQAB".parse().unwrap();
1072
1073        let encrypted = enroll_admin_password_reset(&client, public_key).unwrap();
1074
1075        let private_key: B64 = "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".parse().unwrap();
1076
1077        let private_key = Pkcs8PrivateKeyBytes::from(private_key.as_bytes());
1078        let private_key = AsymmetricCryptoKey::from_der(&private_key).unwrap();
1079        let decrypted: SymmetricCryptoKey =
1080            encrypted.decapsulate_key_unsigned(&private_key).unwrap();
1081
1082        let key_store = client.internal.get_key_store();
1083        let ctx = key_store.context();
1084        #[allow(deprecated)]
1085        let expected = ctx
1086            .dangerous_get_symmetric_key(SymmetricKeyId::User)
1087            .unwrap();
1088
1089        assert_eq!(decrypted, *expected);
1090    }
1091
1092    #[test]
1093    fn test_derive_key_connector() {
1094        let request = DeriveKeyConnectorRequest {
1095            password: "asdfasdfasdf".to_string(),
1096            email: "[email protected]".to_string(),
1097            kdf: Kdf::PBKDF2 {
1098                iterations: NonZeroU32::new(600_000).unwrap(),
1099            },
1100            user_key_encrypted: "2.Q/2PhzcC7GdeiMHhWguYAQ==|GpqzVdr0go0ug5cZh1n+uixeBC3oC90CIe0hd/HWA/pTRDZ8ane4fmsEIcuc8eMKUt55Y2q/fbNzsYu41YTZzzsJUSeqVjT8/iTQtgnNdpo=|dwI+uyvZ1h/iZ03VQ+/wrGEFYVewBUUl/syYgjsNMbE=".parse().unwrap(),
1101        };
1102
1103        let result = derive_key_connector(request).unwrap();
1104
1105        assert_eq!(
1106            result.to_string(),
1107            "ySXq1RVLKEaV1eoQE/ui9aFKIvXTl9PAXwp1MljfF50="
1108        );
1109    }
1110
1111    fn setup_asymmetric_keys_test() -> (UserKey, RsaKeyPair) {
1112        let master_key = MasterKey::derive(
1113            "asdfasdfasdf",
1114            "[email protected]",
1115            &Kdf::PBKDF2 {
1116                iterations: NonZeroU32::new(600_000).unwrap(),
1117            },
1118        )
1119        .unwrap();
1120        let user_key = (master_key.make_user_key().unwrap()).0;
1121        let key_pair = user_key.make_key_pair().unwrap();
1122
1123        (user_key, key_pair)
1124    }
1125
1126    #[test]
1127    fn test_make_key_pair() {
1128        let (user_key, _) = setup_asymmetric_keys_test();
1129
1130        let response = make_key_pair(user_key.0.to_base64()).unwrap();
1131
1132        assert!(!response.user_public_key.to_string().is_empty());
1133        let encrypted_private_key = response.user_key_encrypted_private_key;
1134        let private_key: Vec<u8> = encrypted_private_key.decrypt_with_key(&user_key.0).unwrap();
1135        assert!(!private_key.is_empty());
1136    }
1137
1138    #[test]
1139    fn test_verify_asymmetric_keys_success() {
1140        let (user_key, key_pair) = setup_asymmetric_keys_test();
1141
1142        let request = VerifyAsymmetricKeysRequest {
1143            user_key: user_key.0.to_base64(),
1144            user_public_key: key_pair.public,
1145            user_key_encrypted_private_key: key_pair.private,
1146        };
1147        let response = verify_asymmetric_keys(request).unwrap();
1148
1149        assert!(response.private_key_decryptable);
1150        assert!(response.valid_private_key);
1151    }
1152
1153    #[test]
1154    fn test_verify_asymmetric_keys_decrypt_failed() {
1155        let (user_key, key_pair) = setup_asymmetric_keys_test();
1156        let undecryptable_private_key = "2.cqD39M4erPZ3tWaz2Fng9w==|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|Y38qtTuCwNLDqFnzJ3Cgbjm1SE15OnhDm9iAMABaQBA=".parse().unwrap();
1157
1158        let request = VerifyAsymmetricKeysRequest {
1159            user_key: user_key.0.to_base64(),
1160            user_public_key: key_pair.public,
1161            user_key_encrypted_private_key: undecryptable_private_key,
1162        };
1163        let response = verify_asymmetric_keys(request).unwrap();
1164
1165        assert!(!response.private_key_decryptable);
1166        assert!(!response.valid_private_key);
1167    }
1168
1169    #[test]
1170    fn test_verify_asymmetric_keys_parse_failed() {
1171        let (user_key, key_pair) = setup_asymmetric_keys_test();
1172
1173        let invalid_private_key = "bad_key".to_string().encrypt_with_key(&user_key.0).unwrap();
1174
1175        let request = VerifyAsymmetricKeysRequest {
1176            user_key: user_key.0.to_base64(),
1177            user_public_key: key_pair.public,
1178            user_key_encrypted_private_key: invalid_private_key,
1179        };
1180        let response = verify_asymmetric_keys(request).unwrap();
1181
1182        assert!(response.private_key_decryptable);
1183        assert!(!response.valid_private_key);
1184    }
1185
1186    #[test]
1187    fn test_verify_asymmetric_keys_key_mismatch() {
1188        let (user_key, key_pair) = setup_asymmetric_keys_test();
1189        let new_key_pair = user_key.make_key_pair().unwrap();
1190
1191        let request = VerifyAsymmetricKeysRequest {
1192            user_key: user_key.0.to_base64(),
1193            user_public_key: key_pair.public,
1194            user_key_encrypted_private_key: new_key_pair.private,
1195        };
1196        let response = verify_asymmetric_keys(request).unwrap();
1197
1198        assert!(response.private_key_decryptable);
1199        assert!(!response.valid_private_key);
1200    }
1201
1202    #[tokio::test]
1203    async fn test_make_v2_keys_for_v1_user() {
1204        let client = Client::new(None);
1205
1206        let priv_key: EncString = "2.kmLY8NJVuiKBFJtNd/ZFpA==|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|pc7qpD42wxyXemdNPuwxbh8iIaryrBPu8f/DGwYdHTw=".parse().unwrap();
1207        let encrypted_userkey: EncString =  "2.u2HDQ/nH2J7f5tYHctZx6Q==|NnUKODz8TPycWJA5svexe1wJIz2VexvLbZh2RDfhj5VI3wP8ZkR0Vicvdv7oJRyLI1GyaZDBCf9CTBunRTYUk39DbZl42Rb+Xmzds02EQhc=|rwuo5wgqvTJf3rgwOUfabUyzqhguMYb3sGBjOYqjevc=".parse().unwrap();
1208
1209        initialize_user_crypto(
1210            &client,
1211            InitUserCryptoRequest {
1212                user_id: Some(UserId::new_v4()),
1213                kdf_params: Kdf::PBKDF2 {
1214                    iterations: 100_000.try_into().unwrap(),
1215                },
1216                email: "[email protected]".into(),
1217                private_key: priv_key,
1218                signing_key: None,
1219                security_state: None,
1220                method: InitUserCryptoMethod::Password {
1221                    password: "asdfasdfasdf".into(),
1222                    user_key: encrypted_userkey.clone(),
1223                },
1224            },
1225        )
1226        .await
1227        .unwrap();
1228
1229        let master_key = MasterKey::derive(
1230            "asdfasdfasdf",
1231            "[email protected]",
1232            &Kdf::PBKDF2 {
1233                iterations: NonZeroU32::new(100_000).unwrap(),
1234            },
1235        )
1236        .unwrap();
1237        let enrollment_response = make_v2_keys_for_v1_user(&client).unwrap();
1238        let encrypted_userkey_v2 = master_key
1239            .encrypt_user_key(
1240                &SymmetricCryptoKey::try_from(enrollment_response.clone().user_key).unwrap(),
1241            )
1242            .unwrap();
1243
1244        let client2 = Client::new(None);
1245        initialize_user_crypto(
1246            &client2,
1247            InitUserCryptoRequest {
1248                user_id: Some(UserId::new_v4()),
1249                kdf_params: Kdf::PBKDF2 {
1250                    iterations: 100_000.try_into().unwrap(),
1251                },
1252                email: "[email protected]".into(),
1253                private_key: enrollment_response.private_key,
1254                signing_key: Some(enrollment_response.signing_key),
1255                security_state: Some(enrollment_response.security_state),
1256                method: InitUserCryptoMethod::Password {
1257                    password: "asdfasdfasdf".into(),
1258                    user_key: encrypted_userkey_v2,
1259                },
1260            },
1261        )
1262        .await
1263        .unwrap();
1264    }
1265
1266    #[tokio::test]
1267    async fn test_make_v2_keys_for_v1_user_with_v2_user_fails() {
1268        let client = Client::new(None);
1269        #[allow(deprecated)]
1270        client
1271            .internal
1272            .get_key_store()
1273            .context_mut()
1274            .set_symmetric_key(
1275                SymmetricKeyId::User,
1276                SymmetricCryptoKey::make_aes256_cbc_hmac_key(),
1277            )
1278            .unwrap();
1279        initialize_user_crypto(
1280            &client,
1281            InitUserCryptoRequest {
1282                user_id: Some(UserId::new_v4()),
1283                kdf_params: Kdf::PBKDF2 {
1284                    iterations: 100_000.try_into().unwrap(),
1285                },
1286                email: "[email protected]".into(),
1287                private_key: TEST_VECTOR_PRIVATE_KEY_V2.parse().unwrap(),
1288                signing_key: Some(TEST_VECTOR_SIGNING_KEY_V2.parse().unwrap()),
1289                security_state: Some(TEST_VECTOR_SECURITY_STATE_V2.parse().unwrap()),
1290                method: InitUserCryptoMethod::DecryptedKey {
1291                    decrypted_user_key: TEST_VECTOR_USER_KEY_V2_B64.to_string(),
1292                },
1293            },
1294        )
1295        .await
1296        .unwrap();
1297
1298        let result = make_v2_keys_for_v1_user(&client);
1299        assert!(matches!(
1300            result,
1301            Err(StatefulCryptoError::WrongAccountCryptoVersion {
1302                expected: _,
1303                got: _
1304            })
1305        ));
1306    }
1307
1308    #[test]
1309    fn test_get_v2_rotated_account_keys_non_v2_user() {
1310        let client = Client::new(None);
1311        #[allow(deprecated)]
1312        client
1313            .internal
1314            .get_key_store()
1315            .context_mut()
1316            .set_symmetric_key(
1317                SymmetricKeyId::User,
1318                SymmetricCryptoKey::make_aes256_cbc_hmac_key(),
1319            )
1320            .unwrap();
1321
1322        let result = get_v2_rotated_account_keys(&client);
1323        assert!(matches!(
1324            result,
1325            Err(StatefulCryptoError::WrongAccountCryptoVersion {
1326                expected: _,
1327                got: _
1328            })
1329        ));
1330    }
1331
1332    #[tokio::test]
1333    async fn test_get_v2_rotated_account_keys() {
1334        let client = Client::new(None);
1335        #[allow(deprecated)]
1336        client
1337            .internal
1338            .get_key_store()
1339            .context_mut()
1340            .set_symmetric_key(
1341                SymmetricKeyId::User,
1342                SymmetricCryptoKey::make_aes256_cbc_hmac_key(),
1343            )
1344            .unwrap();
1345        initialize_user_crypto(
1346            &client,
1347            InitUserCryptoRequest {
1348                user_id: Some(UserId::new_v4()),
1349                kdf_params: Kdf::PBKDF2 {
1350                    iterations: 100_000.try_into().unwrap(),
1351                },
1352                email: "[email protected]".into(),
1353                private_key: TEST_VECTOR_PRIVATE_KEY_V2.parse().unwrap(),
1354                signing_key: Some(TEST_VECTOR_SIGNING_KEY_V2.parse().unwrap()),
1355                security_state: Some(TEST_VECTOR_SECURITY_STATE_V2.parse().unwrap()),
1356                method: InitUserCryptoMethod::DecryptedKey {
1357                    decrypted_user_key: TEST_VECTOR_USER_KEY_V2_B64.to_string(),
1358                },
1359            },
1360        )
1361        .await
1362        .unwrap();
1363
1364        assert!(get_v2_rotated_account_keys(&client).is_ok());
1365    }
1366}