I\'ve downloaded and compiled openssl-1.1.0
.
I can encrypt and decrypt using the same exe of openssl
(as is here)
me@ubuntu:~/openssl-1.1.0$ LD_LIBRARY_PATH=. ./apps/openssl aes-256-cbc -a -salt -in file.txt -out file.txt.enc
enter aes-256-cbc encryption password: 123
Verifying - enter aes-256-cbc encryption password:
me@ubuntu:~/openssl-1.1.0$ LD_LIBRARY_PATH=. apps/openssl aes-256-cbc -a -d -in file.txt.enc -out file.txt.dec
enter aes-256-cbc decryption password: 123
This openssl
uses: libcrypto.so.1.1, libssl.so.1.1
When I try to decrypt with the openssl
installed on my ubuntu, which uses:
/lib/x86_64-linux-gnu/libssl.so.1.0.0, /lib/x86_64-linux-gnu/libcrypto.so.1.0.0
I get an error:
me@ubuntu:~/openssl-1.1.0$ openssl aes-256-cbc -a -d -in file.txt.enc -out file.txt.dec2
enter aes-256-cbc decryption password: 123
bad decrypt
140456117421728:error:06065064:digital envelope routines:EVP_DecryptFinal_ex:bad decrypt:evp_enc.c:539:
What may cause this?
Thanks
The default digest was changed from MD5 to SHA256 in Openssl 1.1
Try using -md md5
cgs@ubuntu:~$ echo \"it-works!\" > file.txt
cgs@ubuntu:~$ LD_LIBRARY_PATH=~/openssl-1.1.0/ openssl-1.1.0/apps/openssl aes-256-cbc -a -salt -in ~/file.txt -out ~/file.txt.enc -md md5
enter aes-256-cbc encryption password:
Verifying - enter aes-256-cbc encryption password:
cgs@ubuntu:~$ LD_LIBRARY_PATH=~/openssl-1.0.1f/ openssl-1.0.1f/apps/openssl aes-256-cbc -a -in ~/file.txt.enc -d
enter aes-256-cbc decryption password:
it-works!
The ugly details:
The entered password is not used as is by aes (or other encryption) but the command implicitly derives a key from it. The key derivation uses message digest that was changed in openssl 1.1 Use SHA256 not MD5 as default digest.
In case you want to keep it simple password, and not start messing with the keying martial (-K,-iv) just force the same digest with -md
I tested the AES encryption and decryption with version 1.1.0a (downloaded from openssl.org) and the version 1.0.2g-fips (from my ubuntu 16.04)
When using the -p
option on with 2 different versions of openssl
, the IV and key are different:
$ LD_LIBRARY_PATH=~/openssl-1.1.0a/ ~/openssl-1.1.0a/apps/openssl aes-256-cbc -a -p -salt -in file -out file.enc
enter aes-256-cbc encryption password:
Verifying - enter aes-256-cbc encryption password:
salt=6A80B2A3B4CFE048
key=637E17094DF7892A7AFC14957EAA13991DFFD3273A2459EDA613F3AD8A406C38
iv =6AC7CE5C9AADC6C46C633BF5124DAFBF
$ openssl aes-256-cbc -a -d -p -in file.enc -out file.dec
enter aes-256-cbc decryption password:
salt=6A80B2A3B4CFE048
key=6220AF2E25CB0B5D9994A0A1B05503D82AC5B0B4C9015E241CACBF8BF62DAC77
iv =2DC04EF29AA57478EBE606DF87277EA6
bad decrypt
140557073118872:error:06065064:digital envelope routines:EVP_DecryptFinal_ex:bad decrypt:evp_enc.c:592:
I suspect a different derivation of key and IV based on the salt with the 2 versions.
If you want to get rid of this decryption error, you may remove the -salt
option and use the options -K
for the key and -iv
in your openssl command.
This issue can also occur between OpenSSL 1.1 and LibreSSL. In this case, and in other cases where more secure message digests are available, you should avoid using -md md5
to encrypt new files since the MD5 algorithm has extensive vulnerabilities.
You should instead use -md sha256
or some other more secure message digest supported by all versions. -md md5
should only be used for decrypting old files, and they should ideally be re-encrypted using sha256. This is also mentioned in the OpenSSL FAQ.
To check which message digests are supported by the different versions you have in play, run openssl help
:
LibreSSL 2.2.7 (included with macOS 10.13 High Sierra):
$ openssl help
…
Message Digest commands (see the `dgst\' command for more details)
gost-mac md4 md5 md_gost94
ripemd160 sha sha1 sha224
sha256 sha384 sha512 streebog256
streebog512 whirlpool
…
OpenSSL 1.1f:
$ openssl help
…
Message Digest commands (see the `dgst\' command for more details)
blake2b512 blake2s256 gost md4
md5 rmd160 sha1 sha224
sha256 sha384 sha512
…