This paper presents CyberSecEval, a comprehensive benchmark developed to help bolster the cybersecurity of Large Language Models (LLMs) employed as coding assistants. As what we believe to be the most extensive unified cybersecurity safety benchmark to date, CyberSecEval provides a thorough evaluation of LLMs in two crucial security domains: their propensity to generate insecure code and their level of compliance when asked to assist in cyberattacks. Through a case study involving seven models from the Llama 2, Code Llama, and OpenAI GPT large language model families, CyberSecEval effectively pinpointed key cybersecurity risks. More importantly, it offered practical insights for refining these models. A significant observation from the study was the tendency of more advanced models to suggest insecure code, highlighting the critical need for integrating security considerations in the development of sophisticated LLMs. CyberSecEval, with its automated test case generation and evaluation pipeline covers a broad scope and equips LLM designers and researchers with a tool to broadly measure and enhance the cybersecurity safety properties of LLMs, contributing to the development of more secure AI systems.

As large language models (LLMs) are increasingly adopted for code vulnerability detection, their reliability and robustness across diverse vulnerability types have become a pressing concern. In traditional adversarial settings, code obfuscation has long been used as a general strategy to bypass auditing tools, preserving exploitability without tampering with the tools themselves. Numerous efforts have explored obfuscation methods and tools, yet their capabilities differ in terms of supported techniques, granularity, and programming languages, making it difficult to systematically assess their impact on LLM-based vulnerability detection. To address this gap, we provide a structured systematization of obfuscation techniques and evaluate them under a unified framework. Specifically, we categorize existing obfuscation methods into three major classes (layout, data flow, and control flow) covering 11 subcategories and 19 concrete techniques. We implement these techniques across four programming languages (Solidity, C, C++, and Python) using a consistent LLM-driven approach, and evaluate their effects on 15 LLMs spanning four model families (DeepSeek, OpenAI, Qwen, and LLaMA), as well as on two coding agents (GitHub Copilot and Codex). Our findings reveal both positive and negative impacts of code obfuscation on LLM-based vulnerability detection, highlighting conditions under which obfuscation leads to performance improvements or degradations. We further analyze these outcomes with respect to vulnerability characteristics, code properties, and model attributes. Finally, we outline several open problems and propose future directions to enhance the robustness of LLMs for real-world vulnerability detection.