## table of contents

DES_RANDOM_KEY(3SSL) | OpenSSL | DES_RANDOM_KEY(3SSL) |

# NAME¶

DES_random_key, DES_set_key, DES_key_sched, DES_set_key_checked, DES_set_key_unchecked, DES_set_odd_parity, DES_is_weak_key, DES_ecb_encrypt, DES_ecb2_encrypt, DES_ecb3_encrypt, DES_ncbc_encrypt, DES_cfb_encrypt, DES_ofb_encrypt, DES_pcbc_encrypt, DES_cfb64_encrypt, DES_ofb64_encrypt, DES_xcbc_encrypt, DES_ede2_cbc_encrypt, DES_ede2_cfb64_encrypt, DES_ede2_ofb64_encrypt, DES_ede3_cbc_encrypt, DES_ede3_cfb64_encrypt, DES_ede3_ofb64_encrypt, DES_cbc_cksum, DES_quad_cksum, DES_string_to_key, DES_string_to_2keys, DES_fcrypt, DES_crypt - DES encryption

# SYNOPSIS¶

#include <openssl/des.h>

The following functions have been deprecated since OpenSSL 3.0,
and can be hidden entirely by defining **OPENSSL_API_COMPAT** with a
suitable version value, see openssl_user_macros(7):

void DES_random_key(DES_cblock *ret); int DES_set_key(const_DES_cblock *key, DES_key_schedule *schedule); int DES_key_sched(const_DES_cblock *key, DES_key_schedule *schedule); int DES_set_key_checked(const_DES_cblock *key, DES_key_schedule *schedule); void DES_set_key_unchecked(const_DES_cblock *key, DES_key_schedule *schedule); void DES_set_odd_parity(DES_cblock *key); int DES_is_weak_key(const_DES_cblock *key); void DES_ecb_encrypt(const_DES_cblock *input, DES_cblock *output, DES_key_schedule *ks, int enc); void DES_ecb2_encrypt(const_DES_cblock *input, DES_cblock *output, DES_key_schedule *ks1, DES_key_schedule *ks2, int enc); void DES_ecb3_encrypt(const_DES_cblock *input, DES_cblock *output, DES_key_schedule *ks1, DES_key_schedule *ks2, DES_key_schedule *ks3, int enc); void DES_ncbc_encrypt(const unsigned char *input, unsigned char *output, long length, DES_key_schedule *schedule, DES_cblock *ivec, int enc); void DES_cfb_encrypt(const unsigned char *in, unsigned char *out, int numbits, long length, DES_key_schedule *schedule, DES_cblock *ivec, int enc); void DES_ofb_encrypt(const unsigned char *in, unsigned char *out, int numbits, long length, DES_key_schedule *schedule, DES_cblock *ivec); void DES_pcbc_encrypt(const unsigned char *input, unsigned char *output, long length, DES_key_schedule *schedule, DES_cblock *ivec, int enc); void DES_cfb64_encrypt(const unsigned char *in, unsigned char *out, long length, DES_key_schedule *schedule, DES_cblock *ivec, int *num, int enc); void DES_ofb64_encrypt(const unsigned char *in, unsigned char *out, long length, DES_key_schedule *schedule, DES_cblock *ivec, int *num); void DES_xcbc_encrypt(const unsigned char *input, unsigned char *output, long length, DES_key_schedule *schedule, DES_cblock *ivec, const_DES_cblock *inw, const_DES_cblock *outw, int enc); void DES_ede2_cbc_encrypt(const unsigned char *input, unsigned char *output, long length, DES_key_schedule *ks1, DES_key_schedule *ks2, DES_cblock *ivec, int enc); void DES_ede2_cfb64_encrypt(const unsigned char *in, unsigned char *out, long length, DES_key_schedule *ks1, DES_key_schedule *ks2, DES_cblock *ivec, int *num, int enc); void DES_ede2_ofb64_encrypt(const unsigned char *in, unsigned char *out, long length, DES_key_schedule *ks1, DES_key_schedule *ks2, DES_cblock *ivec, int *num); void DES_ede3_cbc_encrypt(const unsigned char *input, unsigned char *output, long length, DES_key_schedule *ks1, DES_key_schedule *ks2, DES_key_schedule *ks3, DES_cblock *ivec, int enc); void DES_ede3_cfb64_encrypt(const unsigned char *in, unsigned char *out, long length, DES_key_schedule *ks1, DES_key_schedule *ks2, DES_key_schedule *ks3, DES_cblock *ivec, int *num, int enc); void DES_ede3_ofb64_encrypt(const unsigned char *in, unsigned char *out, long length, DES_key_schedule *ks1, DES_key_schedule *ks2, DES_key_schedule *ks3, DES_cblock *ivec, int *num); DES_LONG DES_cbc_cksum(const unsigned char *input, DES_cblock *output, long length, DES_key_schedule *schedule, const_DES_cblock *ivec); DES_LONG DES_quad_cksum(const unsigned char *input, DES_cblock output[], long length, int out_count, DES_cblock *seed); void DES_string_to_key(const char *str, DES_cblock *key); void DES_string_to_2keys(const char *str, DES_cblock *key1, DES_cblock *key2); char *DES_fcrypt(const char *buf, const char *salt, char *ret); char *DES_crypt(const char *buf, const char *salt);

# DESCRIPTION¶

All of the functions described on this page are deprecated. Applications should instead use EVP_EncryptInit_ex(3), EVP_EncryptUpdate(3) and EVP_EncryptFinal_ex(3) or the equivalently named decrypt functions.

This library contains a fast implementation of the DES encryption algorithm.

There are two phases to the use of DES encryption. The first is
the generation of a *DES_key_schedule* from a key, the second is the
actual encryption. A DES key is of type *DES_cblock*. This type
consists of 8 bytes with odd parity. The least significant bit in each byte
is the parity bit. The key schedule is an expanded form of the key; it is
used to speed the encryption process.

**DES_random_key()** generates a random key. The random
generator must be seeded when calling this function. If the automatic
seeding or reseeding of the OpenSSL CSPRNG fails due to external
circumstances (see RAND(7)), the operation will fail. If the function
fails, 0 is returned.

Before a DES key can be used, it must be converted into the
architecture dependent *DES_key_schedule* via the
**DES_set_key_checked()** or **DES_set_key_unchecked()** function.

**DES_set_key_checked()** will check that the key passed is of
odd parity and is not a weak or semi-weak key. If the parity is wrong, then
-1 is returned. If the key is a weak key, then -2 is returned. If an error
is returned, the key schedule is not generated.

**DES_set_key()** works like **DES_set_key_checked()** and
remains for backward compatibility.

**DES_set_odd_parity()** sets the parity of the passed
*key* to odd.

**DES_is_weak_key()** returns 1 if the passed key is a weak
key, 0 if it is ok.

The following routines mostly operate on an input and output
stream of *DES_cblock*s.

**DES_ecb_encrypt()** is the basic DES encryption routine that
encrypts or decrypts a single 8-byte *DES_cblock* in *electronic code
book* (ECB) mode. It always transforms the input data, pointed to by
*input*, into the output data, pointed to by the *output*
argument. If the *encrypt* argument is nonzero (DES_ENCRYPT), the
*input* (cleartext) is encrypted in to the *output* (ciphertext)
using the key_schedule specified by the *schedule* argument, previously
set via *DES_set_key*. If *encrypt* is zero (DES_DECRYPT), the
*input* (now ciphertext) is decrypted into the *output* (now
cleartext). Input and output may overlap. **DES_ecb_encrypt()** does not
return a value.

**DES_ecb3_encrypt()** encrypts/decrypts the *input* block
by using three-key Triple-DES encryption in ECB mode. This involves
encrypting the input with *ks1*, decrypting with the key schedule
*ks2*, and then encrypting with *ks3*. This routine greatly
reduces the chances of brute force breaking of DES and has the advantage of
if *ks1*, *ks2* and *ks3* are the same, it is equivalent to
just encryption using ECB mode and *ks1* as the key.

The macro **DES_ecb2_encrypt()** is provided to perform two-key
Triple-DES encryption by using *ks1* for the final encryption.

**DES_ncbc_encrypt()** encrypts/decrypts using the
*cipher-block-chaining* (CBC) mode of DES. If the *encrypt*
argument is nonzero, the routine cipher-block-chain encrypts the cleartext
data pointed to by the *input* argument into the ciphertext pointed to
by the *output* argument, using the key schedule provided by the
*schedule* argument, and initialization vector provided by the
*ivec* argument. If the *length* argument is not an integral
multiple of eight bytes, the last block is copied to a temporary area and
zero filled. The output is always an integral multiple of eight bytes.

**DES_xcbc_encrypt()** is RSA's DESX mode of DES. It uses
*inw* and *outw* to 'whiten' the encryption. *inw* and
*outw* are secret (unlike the iv) and are as such, part of the key. So
the key is sort of 24 bytes. This is much better than CBC DES.

**DES_ede3_cbc_encrypt()** implements outer triple CBC DES
encryption with three keys. This means that each DES operation inside the
CBC mode is "C=E(ks3,D(ks2,E(ks1,M)))".
This mode is used by SSL.

The **DES_ede2_cbc_encrypt()** macro implements two-key
Triple-DES by reusing *ks1* for the final encryption.
"C=E(ks1,D(ks2,E(ks1,M)))". This form of
Triple-DES is used by the RSAREF library.

**DES_pcbc_encrypt()** encrypts/decrypts using the propagating
cipher block chaining mode used by Kerberos v4. Its parameters are the same
as **DES_ncbc_encrypt()**.

**DES_cfb_encrypt()** encrypts/decrypts using cipher feedback
mode. This method takes an array of characters as input and outputs an array
of characters. It does not require any padding to 8 character groups. Note:
the *ivec* variable is changed and the new changed value needs to be
passed to the next call to this function. Since this function runs a
complete DES ECB encryption per *numbits*, this function is only
suggested for use when sending a small number of characters.

**DES_cfb64_encrypt()** implements CFB mode of DES with 64-bit
feedback. Why is this useful you ask? Because this routine will allow you to
encrypt an arbitrary number of bytes, without 8 byte padding. Each call to
this routine will encrypt the input bytes to output and then update ivec and
num. num contains 'how far' we are though ivec. If this does not make much
sense, read more about CFB mode of DES.

**DES_ede3_cfb64_encrypt()** and
**DES_ede2_cfb64_encrypt()** is the same as **DES_cfb64_encrypt()**
except that Triple-DES is used.

**DES_ofb_encrypt()** encrypts using output feedback mode. This
method takes an array of characters as input and outputs an array of
characters. It does not require any padding to 8 character groups. Note: the
*ivec* variable is changed and the new changed value needs to be passed
to the next call to this function. Since this function runs a complete DES
ECB encryption per *numbits*, this function is only suggested for use
when sending a small number of characters.

**DES_ofb64_encrypt()** is the same as
**DES_cfb64_encrypt()** using Output Feed Back mode.

**DES_ede3_ofb64_encrypt()** and
**DES_ede2_ofb64_encrypt()** is the same as **DES_ofb64_encrypt()**,
using Triple-DES.

The following functions are included in the DES library for compatibility with the MIT Kerberos library.

**DES_cbc_cksum()** produces an 8 byte checksum based on the
input stream (via CBC encryption). The last 4 bytes of the checksum are
returned and the complete 8 bytes are placed in *output*. This function
is used by Kerberos v4. Other applications should use
EVP_DigestInit(3) etc. instead.

**DES_quad_cksum()** is a Kerberos v4 function. It returns a 4
byte checksum from the input bytes. The algorithm can be iterated over the
input, depending on *out_count*, 1, 2, 3 or 4 times. If *output*
is non-NULL, the 8 bytes generated by each pass are written into
*output*.

The following are DES-based transformations:

**DES_fcrypt()** is a fast version of the Unix crypt(3)
function. This version takes only a small amount of space relative to other
fast **crypt()** implementations. This is different to the normal
**crypt()** in that the third parameter is the buffer that the return
value is written into. It needs to be at least 14 bytes long. This function
is thread safe, unlike the normal **crypt()**.

**DES_crypt()** is a faster replacement for the normal system
**crypt()**. This function calls **DES_fcrypt()** with a static array
passed as the third parameter. This mostly emulates the normal
non-thread-safe semantics of crypt(3). The **salt** must be two
ASCII characters.

The values returned by **DES_fcrypt()** and **DES_crypt()**
are terminated by NUL character.

**DES_enc_write()** writes *len* bytes to file descriptor
*fd* from buffer *buf*. The data is encrypted via
*pcbc_encrypt* (default) using *sched* for the key and *iv*
as a starting vector. The actual data send down *fd* consists of 4
bytes (in network byte order) containing the length of the following
encrypted data. The encrypted data then follows, padded with random data out
to a multiple of 8 bytes.

# BUGS¶

**DES_cbc_encrypt()** does not modify **ivec**; use
**DES_ncbc_encrypt()** instead.

**DES_cfb_encrypt()** and **DES_ofb_encrypt()** operates on
input of 8 bits. What this means is that if you set numbits to 12, and
length to 2, the first 12 bits will come from the 1st input byte and the low
half of the second input byte. The second 12 bits will have the low 8 bits
taken from the 3rd input byte and the top 4 bits taken from the 4th input
byte. The same holds for output. This function has been implemented this way
because most people will be using a multiple of 8 and because once you get
into pulling bytes input bytes apart things get ugly!

**DES_string_to_key()** is available for backward compatibility
with the MIT library. New applications should use a cryptographic hash
function. The same applies for **DES_string_to_2key()**.

# NOTES¶

The **des** library was written to be source code compatible
with the MIT Kerberos library.

Applications should use the higher level functions EVP_EncryptInit(3) etc. instead of calling these functions directly.

Single-key DES is insecure due to its short key size. ECB mode is not suitable for most applications; see des_modes(7).

# RETURN VALUES¶

**DES_set_key()**, **DES_key_sched()**,
**DES_set_key_checked()** and **DES_is_weak_key()** return 0 on
success or negative values on error.

**DES_cbc_cksum()** and **DES_quad_cksum()** return 4-byte
integer representing the last 4 bytes of the checksum of the input.

**DES_fcrypt()** returns a pointer to the caller-provided
buffer and **DES_crypt()** - to a static buffer on success; otherwise
they return NULL.

# SEE ALSO¶

# HISTORY¶

All of these functions were deprecated in OpenSSL 3.0.

The requirement that the **salt** parameter to
**DES_crypt()** and **DES_fcrypt()** be two ASCII characters was first
enforced in OpenSSL 1.1.0. Previous versions tried to use the letter
uppercase **A** if both character were not present, and could crash when
given non-ASCII on some platforms.

# COPYRIGHT¶

Copyright 2000-2021 The OpenSSL Project Authors. All Rights Reserved.

Licensed under the Apache License 2.0 (the "License"). You may not use this file except in compliance with the License. You can obtain a copy in the file LICENSE in the source distribution or at <https://www.openssl.org/source/license.html>.

2022-08-14 | 3.0.5 |