verfiy password for a PKCS#12 file - encryption

In my php program I try to verify the password for a PKCS#12 file (.p12/.pfx) with this OpenSSL command :
openssl pkcs12 -info -in myDigitalID.p12 -noout -passin pass:mypassword
output:
MAC: sha1, Iteration 2048
MAC length: 20, salt length: 8
PKCS7 Encrypted data: pbeWithSHA1And40BitRC2-CBC, Iteration 2048
Error outputting keys and certificates
C4500000:error:0308010C:digital envelope routines:inner_evp_generic_fetch:unsupported:crypto\evp\evp_fetch.c:349:Global default library context, Algorithm (RC2-40-CBC : 0), Properties ()
But I don't understand why it doesn't work! please can any one help?
thanks

If the command used to work in previous OpenSSL version try the following
Failing command:
openssl pkcs12 -info -in myDigitalID.p12 -noout -passin pass:mypassword
Failing command output:
MAC: sha1, Iteration 2000
MAC length: 20, salt length: 8
PKCS7 Data
Shrouded Keybag: pbeWithSHA1And3-KeyTripleDES-CBC, Iteration 2000
PKCS7 Encrypted data: pbeWithSHA1And40BitRC2-CBC, Iteration 2000
Error outputting keys and certificates
0C670000:error:0308010C:digital envelope routines:inner_evp_generic_fetch:unsupported:crypto\evp\evp_fetch.c:349:Global default library context, Algorithm (RC2-40-CBC : 0), Properties ()
Ensure you have the legacy library (file named legacy*., e.g. legacy-x64.dll). Instead of configuring environment variables it may be easier to just copy the library as legacy. (e.g. legacy.dll) in both the libraries path and the path containing openssl executable.
Then try command:
openssl pkcs12 -info -in myDigitalID.p12 -noout -passin pass:mypassword -legacy -provider-path "C:\path\to\legacy_dir" -provider default
This time it should work and show something like this:
MAC: sha1, Iteration 2000
MAC length: 20, salt length: 8
PKCS7 Data
Shrouded Keybag: pbeWithSHA1And3-KeyTripleDES-CBC, Iteration 2000
PKCS7 Encrypted data: pbeWithSHA1And40BitRC2-CBC, Iteration 2000
Certificate bag

Related

Encrypt a file with a x509 certificate with cfssl and openssl

Noob question:
Given a x509 certificate created with cfssl:
server.pem
server-key.pem
issued by
ca.pem
Usages for server.pem are:
"server": {
...
"usages": [ "signing", "key encipherment", "server auth", "data encipherment", "s/mime" ]
...
},
I'm able to verify the certificate with openssl:
openssl verify -CAfile ca.pem server.pem
server.pem: OK
I'm able to sign a plain text file:
openssl dgst -sha256 -sign server-key.pem -out signable.txt.sha256 signable.txt
And verify the signature
openssl x509 -pubkey -noout -in server.pem | tee server-pubkey.pem
openssl dgst -sha256 -verify server-pubkey.pem -signature signable.txt.sha256 signable.txt
Verified OK
But now I can't find out how to use the certificate for encryption/decryption:
Attempt 1
openssl smime -encrypt -aes-256-cbc -in secret.txt -out secret.txt.enc -outform DER server-key.pem
Could not read recipient certificate file from server-key.pem
4027E4F7E97F0000:error:1608010C:STORE routines:ossl_store_handle_load_result:unsupported:../crypto/store/store_result.c:151:
Unable to load recipient certificate file
Attempt 2
openssl smime -encrypt -aes-256-cbc -in secret.txt -out secret.txt.enc -outform DER server.pem
Error creating PKCS#7 structure
40F7A87F027F0000:error:10800096:PKCS7 routines:PKCS7_RECIP_INFO_set:encryption not supported for this key type:../crypto/pkcs7/pk7_lib.c:637:
40F7A87F027F0000:error:10800078:PKCS7 routines:PKCS7_encrypt_ex:error adding recipient:../crypto/pkcs7/pk7_smime.c:467:
Attempt 3
cat server.pem server-key.pem > server.pkcs12
openssl smime -encrypt -aes-256-cbc -in secret.txt -out secret.txt.enc -outform DER server.pkcs12
Error creating PKCS#7 structure
40C7B2B9947F0000:error:10800096:PKCS7 routines:PKCS7_RECIP_INFO_set:encryption not supported for this key type:../crypto/pkcs7/pk7_lib.c:637:
40C7B2B9947F0000:error:10800078:PKCS7 routines:PKCS7_encrypt_ex:error adding recipient:../crypto/pkcs7/pk7_smime.c:467:
Any clue?
Meta: this is not about programming or development, and is out of scope for StackOverflow. However I can't fit the following in readable comments. I will delete if necessary to close or remove the question.
do openssl x509 -in server.pem -text -noout and look at the line Public Key Algorithm. If it says dsaEncryption (horrible name BTW) or rsassaPss you can't encrypt with this cert (and key); these algorithms do not support encryption.* If it says id-ecPublicKey the smime command (which as you can see in the error message actually does PKCS7) cannot use it to encrypt but the cms command can -- this is one of the few differences between PKCS7 and CMS (the addition of the KeyAgreeRecipInfo choice aka KARI).
* DSA was designed in an earlier century specifically to prevent encryption to allow its use without regard to then-current legal prohibition on exporting encryption 'technology' from the US. And also without regard to the Schnorr patent claims, but that's a more complicated story. Although RSA in general (and plain RSA keys) can be used for both signature and encryption, the PSS (Probabilistic Signature Scheme) variant is only defined for signature. There is a similar variant OAEP (Optimal Asymmetric Encryption Padding) for encryption but it does not use a different algorithm identifier in the certificate like PSS optionally does.
To encrypt in any of PKCS7/CMS/SMIME you only need the certificate, not the privatekey. (Technically to encrypt in any PKC you need the publickey, but PKCS7/CMS/SMIME use other data in the certificate in addition to the publickey.) You will generally need the privatekey and certificate to decrypt.
Concatenating two PEM files does not create a PKCS12 file, and naming such a file .pkcs12 is confusing, misleading, and deceptive to humans -- though the program ignores it.

Decrypt a text with OpenSSL using key and salt only

I would like to decrypt a text using a 32 characters key and a salt from command line in my MacOS. I have encrypted it in Windows using a program. But, whenever I try to decrypt it from command line I couldn't and get an error.
echo -n PuYNZO+SLqFo6g97gxKr2uAPRUph/sZgaJ3T5YIBPIc= | openssl enc -d -a -aes-256-cbc -K TheTestKeyUsedIs32CharactersLong -S 53616c7455736564 -iv 0 -p
hex string is too short, padding with zero bytes to length
hex string is too short, padding with zero bytes to length
non-hex digit
invalid hex key value
When I try to encrypt
100836
in MacOS it gives me completely different string.
U2FsdGVkX19TYWx0VXNlZA4AWDWo5nzi8p5pYyAeUMg=
using following command:
openssl enc -aes-256-cbc -a -S 53616c7455736564 -iter 5 -k TheTestKeyUsedIs32CharactersLong -in input.txt -out openssl_output.txt
From the application I am using in Windows
100836
is converting into
PuYNZO+SLqFo6g97gxKr2uAPRUph/sZgaJ3T5YIBPIc=
My salt text is SaltUsed
My 32 bit character key is TheTestKeyUsedIs32CharactersLong
Input is PuYNZO+SLqFo6g97gxKr2uAPRUph/sZgaJ3T5YIBPIc=
Should be decrypted in 100836
But, result is completely unexpected.
I have also tried a java program to decrypt it but there I was getting other strings so thought to correct it with command line first and then will jump into the code.
I also tried the key in hex digits but still the response was incorrect and was not as expected.
#Wasif and I spent some time debugging in chat and in the end believe it's most likely a compatbility issue between OpenSSL 1.1.1.d on Windows and OpenSSL 1.1.1.b on macOS.
We went through a number of tests and permutations, using (Key, IV) tuples in hex, using passwords, with and without salts, and ultimately our testing came down to a simple check.
Using openssl enc -a -aes-256-cbc -pass pass:MYPASSWORD -p -in input.txt on Windows we got:
salt=E70092FEBA619144
key=29631452F8C259DFE6FD8E9372EC4B20392395F36B7A0B11769CEBEA987E90A0
iv =93BF2E94462A43B23EF585C0F4B3F1A8
U2FsdGVkX1/nAJL+umGRRGi3ybIPFXf7qrgov7SyXnI=
Using openssl aes-256-cbc -d -a -pass pass:MYPASSWORD -in cipherText.txt (which contains 'U2FsdGVkX1/nAJL+umGRRGi3ybIPFXf7qrgov7SyXnI=' on the Mac we got:
4593573484:error:06FFF064:digital envelope routines:CRYPTO_internal:bad decrypt
Despite this simple test failing, the Mac and Windows boxes successfully encrypted and decrypted locally.
Weird, but this looks like version incompatibility.
Try specifying the digest alorithm:
Default digest has changed between different versions.
See
How to resolve the "EVP_DecryptFInal_ex: bad decrypt" during file decryption

Openssl - AES-256-ECB decrypt with key, bad magic number

Im trying to decrypt a text, which was encrypted with AES-256-ECB with the given key. To decrypt, Im using the same version of the openssl which was used for encryption (OpenSSL 1.1.1d 10 Sep 2019).
String to decrypt: VAWawVAWawxiyH20dI+t5NPAY9w== (inside file.txt)
Key: 461a966faef244e4808d6b2b8e928d01 (inside key.txt)
I tried those commands:
cat file.txt | base64 -d > file2.txt
openssl enc -AES-256-ECB -d -in file2.txt -out answer.txt --kfile key.txt
And im getting: bad magic number. Whats the problem?
openssl enc will normally use a password to derive a key. So it is the derived key that is used to decrypt the file. The derivation process requires a "salt", and openssl enc during encryption stores that salt at the beginning of the file along with a "magic number" to identify it. If the magic number is missing (usually because the file wasn't encrypted by openssl enc or because the password based key derivation derivation method wasn't used) then you get this error.
The -kfile option tells OpenSSL to read the password from a file and then derive the key from it. Probably want you intended was to not use password derivation at all, but to use the explicit key. In which case you need to use the -K option and supply the key on the command line using hex.

Faster Encryption of large file public key and three users

It is a large file to encrypt. I am at the encrypting part. The error is showing:
"Error reading password from Bios"
"Error getting password."
Please let me know what to do. Thanks in advance.
I kind of want to remove cbc mode because it is slow. I read it in an article. Also, the directions say to make it faster since it is needed for three users.
I think this is the problem by using 192 instead of 4096 or higher but I need to lower it to make it go faster speed from the question.
openssl genrsa -aes256 -out pubPrivate.key 192
openssl enc -aes-256-cbc -in BigFile.txt -out cipher.bin -pass File: pubPrivate.key
Also, I read somewhere that there are numbers 0000 in front of the code somewhere causing the error if that matters?
It's unclear what you are trying to do. Encrypt a large file, sure. But how? Symmetric with AES, or asymmetric with RSA?
Your first command, openssl genrsa creates a RSA public/private keypair with length 192, which as Ken White notes is a bad idea, not only is it not a power of 2, but also an incredibly short key length; to give you an estimate of how bad this is, 512 bit RSA keys were broken twenty years ago. In fact, my openssl, version 1.1.1b plainly refuses to even create such a keypair:
$ openssl genrsa -aes256 -out foo.key 192
Generating RSA private key, 192 bit long modulus (2 primes)
25769803792:error:04081078:rsa routines:rsa_builtin_keygen:key size too small:crypto/rsa/rsa_gen.c:78:
Your second command then does something completely different. It tries to encrypt Bigfile.txt using AES256 in CBC mode, which is ok, but you don't give the command a 256bit AES key. Instead, you tell it to look in the RSA key file for a passphrase, which is certainly not what you want. Openssl does not accept this either:
$ openssl enc -aes-256-cbc -in BigFile.txt -out cipher.bin -pass File: pubPrivate.key
Extra arguments given.
enc: Use -help for summary.
So let's assume what you want is to encrypt BigFile.txt symmetrically, with AES256 in CBC mode using a key derived from a password. You would then distribute this password to you three recipients. How fast is this? On my laptop, with a 1GB BigFile.txt:
$ time openssl enc -aes-256-cbc -in BigFile.txt -out cipher.bin -pass pass:start123
*** WARNING : deprecated key derivation used.
Using -iter or -pbkdf2 would be better.
real 0m3,099s
user 0m1,562s
sys 0m0,968s
So, openssl encrypts around 330MB/sec, and it also tells us that the key derivation is unsafe, and we should use PBKDF2 instead. Let's do this:
$ time openssl enc -aes-256-cbc -in BigFile.txt -out cipher.bin -pbkdf2 -pass pass:start123
real 0m3,202s
user 0m1,656s
sys 0m1,077s

How to use OpenSSL to encrypt/decrypt files?

I want to encrypt and decrypt one file using one password.
How can I use OpenSSL to do that?
Security Warning: AES-256-CBC does not provide authenticated encryption and is vulnerable to padding oracle attacks. You should use something like age instead.
Encrypt:
openssl aes-256-cbc -a -salt -pbkdf2 -in secrets.txt -out secrets.txt.enc
Decrypt:
openssl aes-256-cbc -d -a -pbkdf2 -in secrets.txt.enc -out secrets.txt.new
More details on the various flags
Better Alternative: GPG
Though you have specifically asked about OpenSSL you might want to consider using GPG instead for the purpose of encryption based on this article OpenSSL vs GPG for encrypting off-site backups?
To use GPG to do the same you would use the following commands:
To Encrypt:
gpg --output encrypted.data --symmetric --cipher-algo AES256 un_encrypted.data
To Decrypt:
gpg --output un_encrypted.data --decrypt encrypted.data
Note: You will be prompted for a password when encrypting or decrypt. And use --no-symkey-cache flag for no cache.
RE: OpenSSL - Short Answer
You likely want to use gpg instead of openssl so see "Additional Notes" at the end of this answer. But to answer the question using openssl:
To Encrypt:
openssl enc -aes-256-cbc -in un_encrypted.data -out encrypted.data
To Decrypt:
openssl enc -d -aes-256-cbc -in encrypted.data -out un_encrypted.data
Note: You will be prompted for a password when encrypting or decrypt.
RE: OpenSSL - Long Answer
Your best source of information for openssl enc would probably be: https://www.openssl.org/docs/man1.1.1/man1/enc.html
Command line:
openssl enc takes the following form:
openssl enc -ciphername [-in filename] [-out filename] [-pass arg]
[-e] [-d] [-a/-base64] [-A] [-k password] [-kfile filename]
[-K key] [-iv IV] [-S salt] [-salt] [-nosalt] [-z] [-md] [-p] [-P]
[-bufsize number] [-nopad] [-debug] [-none] [-engine id]
Explanation of most useful parameters with regards to your question:
-e
Encrypt the input data: this is the default.
-d
Decrypt the input data.
-k <password>
Only use this if you want to pass the password as an argument.
Usually you can leave this out and you will be prompted for a
password. The password is used to derive the actual key which
is used to encrypt your data. Using this parameter is typically
not considered secure because your password appears in
plain-text on the command line and will likely be recorded in
bash history.
-kfile <filename>
Read the password from the first line of <filename> instead of
from the command line as above.
-a
base64 process the data. This means that if encryption is taking
place the data is base64 encoded after encryption. If decryption
is set then the input data is base64 decoded before being
decrypted.
You likely DON'T need to use this. This will likely increase the
file size for non-text data. Only use this if you need to send
data in the form of text format via email etc.
-salt
To use a salt (randomly generated) when encrypting. You always
want to use a salt while encrypting. This parameter is actually
redundant because a salt is used whether you use this or not
which is why it was not used in the "Short Answer" above!
-K key
The actual key to use: this must be represented as a string
comprised only of hex digits. If only the key is specified, the
IV must additionally be specified using the -iv option. When
both a key and a password are specified, the key given with the
-K option will be used and the IV generated from the password
will be taken. It probably does not make much sense to specify
both key and password.
-iv IV
The actual IV to use: this must be represented as a string
comprised only of hex digits. When only the key is specified
using the -K option, the IV must explicitly be defined. When a
password is being specified using one of the other options, the
IV is generated from this password.
-md digest
Use the specified digest to create the key from the passphrase.
The default algorithm as of this writing is sha-256. But this
has changed over time. It was md5 in the past. So you might want
to specify this parameter every time to alleviate problems when
moving your encrypted data from one system to another or when
updating openssl to a newer version.
Encrypt:
openssl enc -in infile.txt -out encrypted.dat -e -aes256 -k symmetrickey
Decrypt:
openssl enc -in encrypted.dat -out outfile.txt -d -aes256 -k symmetrickey
For details, see the openssl(1) docs.
DO NOT USE OPENSSL DEFAULT KEY DERIVATION.
Currently the accepted answer makes use of it and it's no longer recommended and secure.
It is very feasible for an attacker to simply brute force the key.
https://www.ietf.org/rfc/rfc2898.txt
PBKDF1 applies a hash function, which shall be MD2 [6], MD5 [19] or
SHA-1 [18], to derive keys. The length of the derived key is bounded
by the length of the hash function output, which is 16 octets for MD2
and MD5 and 20 octets for SHA-1. PBKDF1 is compatible with the key
derivation process in PKCS #5 v1.5. PBKDF1 is recommended only for compatibility with existing
applications since the keys it produces may not be large enough for
some applications.
PBKDF2 applies a pseudorandom function (see Appendix B.1 for an
example) to derive keys. The length of the derived key is essentially
unbounded. (However, the maximum effective search space for the derived key may be limited by the structure of the underlying
pseudorandom function. See Appendix B.1 for further discussion.)
PBKDF2 is recommended for new applications.
Do this:
openssl enc -aes-256-cbc -pbkdf2 -iter 20000 -in hello -out hello.enc -k meow
openssl enc -d -aes-256-cbc -pbkdf2 -iter 20000 -in hello.enc -out hello.out
Note: Iterations in decryption have to be the same as iterations in encryption.
Iterations have to be a minimum of 10000.
Here is a good answer on the number of iterations: https://security.stackexchange.com/a/3993
Also... we've got enough people here recommending GPG. Read the damn question.
As mentioned in the other answers, previous versions of openssl used a weak key derivation function to derive an AES encryption key from the password. However, openssl v1.1.1 supports a stronger key derivation function, where the key is derived from the password using pbkdf2 with a randomly generated salt, and multiple iterations of sha256 hashing (10,000 by default).
To encrypt a file:
openssl aes-256-cbc -e -salt -pbkdf2 -iter 10000 -in plaintextfilename -out encryptedfilename
To decrypt a file:
openssl aes-256-cbc -d -salt -pbkdf2 -iter 10000 -in encryptedfilename -out plaintextfilename
Note: An equivalent/compatible implementation in javascript (using the web crypto api) can be found at https://github.com/meixler/web-browser-based-file-encryption-decryption.
Update using a random generated public key.
Encypt:
openssl enc -aes-256-cbc -a -salt -in {raw data} -out {encrypted data} -pass file:{random key}
Decrypt:
openssl enc -d -aes-256-cbc -in {ciphered data} -out {raw data}
To Encrypt:
$ openssl bf < arquivo.txt > arquivo.txt.bf
To Decrypt:
$ openssl bf -d < arquivo.txt.bf > arquivo.txt
bf === Blowfish in CBC mode
There is an open source program that I find online it uses openssl to encrypt and decrypt files. It does this with a single password. The great thing about this open source script is that it deletes the original unencrypted file by shredding the file. But the dangerous thing about is once the original unencrypted file is gone you have to make sure you remember your password otherwise they be no other way to decrypt your file.
Here the link it is on github
https://github.com/EgbieAnderson1/linux_file_encryptor/blob/master/file_encrypt.py
Note that the OpenSSL CLI uses a weak non-standard algorithm to convert the passphrase to a key, and installing GPG results in various files added to your home directory and a gpg-agent background process running. If you want maximum portability and control with existing tools, you can use PHP or Python to access the lower-level APIs and directly pass in a full AES Key and IV.
Example PHP invocation via Bash:
IV='c2FtcGxlLWFlcy1pdjEyMw=='
KEY='Twsn8eh2w2HbVCF5zKArlY+Mv5ZwVyaGlk5QkeoSlmc='
INPUT=123456789023456
ENCRYPTED=$(php -r "print(openssl_encrypt('$INPUT','aes-256-ctr',base64_decode('$KEY'),OPENSSL_ZERO_PADDING,base64_decode('$IV')));")
echo '$ENCRYPTED='$ENCRYPTED
DECRYPTED=$(php -r "print(openssl_decrypt('$ENCRYPTED','aes-256-ctr',base64_decode('$KEY'),OPENSSL_ZERO_PADDING,base64_decode('$IV')));")
echo '$DECRYPTED='$DECRYPTED
This outputs:
$ENCRYPTED=nzRi252dayEsGXZOTPXW
$DECRYPTED=123456789023456
You could also use PHP's openssl_pbkdf2 function to convert a passphrase to a key securely.

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