Certified Ethical Hacker (CEH) Practice Question

During a penetration test you intercept S/MIME-protected e-mail traffic. Before attempting cryptanalysis, you review how S/MIME applies confidentiality. Which of the following best describes the way S/MIME encrypts an e-mail message that is being sent to a single recipient?

  • Each 16-byte block of the message is separately encrypted with the recipient's public key and then concatenated to form the ciphertext.

  • The message is encrypted with a randomly generated symmetric key, and that key is included in the CMS object encrypted with the recipient's public key.

  • The entire MIME message is directly encrypted with the recipient's RSA public key without any symmetric key.

  • A Diffie-Hellman exchange between sender and recipient negotiates a shared secret, and no key material is embedded in the message itself.

Certified Ethical Hacker (CEH)
Cryptography
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