Benchmarking Large Language Models for Cryptanalysis and Side-Channel Vulnerabilities

Fuente: arXiv
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Main Authors: Maskey, Utsav, Zhu, Chencheng, Naseem, Usman
Format: Preprint
Published: 2025
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author Maskey, Utsav
Zhu, Chencheng
Naseem, Usman
author_facet Maskey, Utsav
Zhu, Chencheng
Naseem, Usman
contents Recent advancements in large language models (LLMs) have transformed natural language understanding and generation, leading to extensive benchmarking across diverse tasks. However, cryptanalysis - a critical area for data security and its connection to LLMs' generalization abilities - remains underexplored in LLM evaluations. To address this gap, we evaluate the cryptanalytic potential of state-of-the-art LLMs on ciphertexts produced by a range of cryptographic algorithms. We introduce a benchmark dataset of diverse plaintexts, spanning multiple domains, lengths, writing styles, and topics, paired with their encrypted versions. Using zero-shot and few-shot settings along with chain-of-thought prompting, we assess LLMs' decryption success rate and discuss their comprehension abilities. Our findings reveal key insights into LLMs' strengths and limitations in side-channel scenarios and raise concerns about their susceptibility to under-generalization-related attacks. This research highlights the dual-use nature of LLMs in security contexts and contributes to the ongoing discussion on AI safety and security.
format Preprint
id arxiv_https___arxiv_org_abs_2505_24621
institution arXiv
publishDate 2025
record_format arxiv
spellingShingle Benchmarking Large Language Models for Cryptanalysis and Side-Channel Vulnerabilities
Maskey, Utsav
Zhu, Chencheng
Naseem, Usman
Computation and Language
Recent advancements in large language models (LLMs) have transformed natural language understanding and generation, leading to extensive benchmarking across diverse tasks. However, cryptanalysis - a critical area for data security and its connection to LLMs' generalization abilities - remains underexplored in LLM evaluations. To address this gap, we evaluate the cryptanalytic potential of state-of-the-art LLMs on ciphertexts produced by a range of cryptographic algorithms. We introduce a benchmark dataset of diverse plaintexts, spanning multiple domains, lengths, writing styles, and topics, paired with their encrypted versions. Using zero-shot and few-shot settings along with chain-of-thought prompting, we assess LLMs' decryption success rate and discuss their comprehension abilities. Our findings reveal key insights into LLMs' strengths and limitations in side-channel scenarios and raise concerns about their susceptibility to under-generalization-related attacks. This research highlights the dual-use nature of LLMs in security contexts and contributes to the ongoing discussion on AI safety and security.
title Benchmarking Large Language Models for Cryptanalysis and Side-Channel Vulnerabilities
topic Computation and Language
url https://arxiv.org/abs/2505.24621