# SoK: A Comprehensive Security Analysis of Jailbreak Resilience in GPT and DeepSeek Models

arXiv: https://arxiv.org/abs/2506.18543 · HTML: https://mlsanity.com/paper/2506.18543/

## Key facts

- Cited by 1 papers in the map (data through 14 Oct 2026).
- Placed in Jailbreaking, one of 12 directions in LLM safety and security.
- Builds on 58 of its 67 references that are in the map.
- First posted on arXiv 23 Jun 2025.

## Placed in

- LLM safety and security / [Jailbreaking](https://mlsanity.com/safety/jailbreaking/)

## Builds on (most cited first, 30 of 58)

- [GPT-4 Technical Report](https://mlsanity.com/paper/2303.08774/) (2023)
- [Training language models to follow instructions with human feedback](https://mlsanity.com/paper/2203.02155/) (2022)
- [Universal and Transferable Adversarial Attacks on Aligned Language Models](https://mlsanity.com/paper/2307.15043/) (2023)
- [Jailbroken: How Does LLM Safety Training Fail?](https://mlsanity.com/paper/2307.02483/) (2023)
- [HarmBench: A Standardized Evaluation Framework for Automated Red Teaming and Robust Refusal](https://mlsanity.com/paper/2402.04249/) (2024)
- [Jailbreaking Black Box Large Language Models in Twenty Queries](https://mlsanity.com/paper/2310.08419/) (2023)
- [Fine-tuning Aligned Language Models Compromises Safety, Even When Users Do Not Intend To!](https://mlsanity.com/paper/2310.03693/) (2023)
- [AutoDAN: Generating Stealthy Jailbreak Prompts on Aligned Large Language Models](https://mlsanity.com/paper/2310.04451/) (2023)
- [Tree of Attacks: Jailbreaking Black-Box LLMs Automatically](https://mlsanity.com/paper/2312.02119/) (2023)
- [DeepSeek LLM: Scaling Open-Source Language Models with Longtermism](https://mlsanity.com/paper/2401.02954/) (2024)
- [How Johnny Can Persuade LLMs to Jailbreak Them: Rethinking Persuasion to Challenge AI Safety by Humanizing LLMs](https://mlsanity.com/paper/2401.06373/) (2024)
- [GPTFUZZER: Red Teaming Large Language Models with Auto-Generated Jailbreak Prompts](https://mlsanity.com/paper/2309.10253/) (2023)
- ["Do Anything Now": Characterizing and Evaluating In-The-Wild Jailbreak Prompts on Large Language Models](https://mlsanity.com/paper/2308.03825/) (2023)
- [Catastrophic Jailbreak of Open-source LLMs via Exploiting Generation](https://mlsanity.com/paper/2310.06987/) (2023)
- [Jailbreak and Guard Aligned Language Models with Only Few In-Context Demonstrations](https://mlsanity.com/paper/2310.06387/) (2023)
- [GPT-4 Is Too Smart To Be Safe: Stealthy Chat with LLMs via Cipher](https://mlsanity.com/paper/2308.06463/) (2023)
- [Multi-step Jailbreaking Privacy Attacks on ChatGPT](https://mlsanity.com/paper/2304.05197/) (2023)
- [Shadow Alignment: The Ease of Subverting Safely-Aligned Language Models](https://mlsanity.com/paper/2310.02949/) (2023)
- [ArtPrompt: ASCII Art-based Jailbreak Attacks against Aligned LLMs](https://mlsanity.com/paper/2402.11753/) (2024)
- [Scalable and Transferable Black-Box Jailbreaks for Language Models via Persona Modulation](https://mlsanity.com/paper/2311.03348/) (2023)
- [COLD-Attack: Jailbreaking LLMs with Stealthiness and Controllability](https://mlsanity.com/paper/2402.08679/) (2024)
- [Removing RLHF Protections in GPT-4 via Fine-Tuning](https://mlsanity.com/paper/2311.05553/) (2023)
- [MART: Improving LLM Safety with Multi-round Automatic Red-Teaming](https://mlsanity.com/paper/2311.07689/) (2023)
- [Explore, Establish, Exploit: Red Teaming Language Models from Scratch](https://mlsanity.com/paper/2306.09442/) (2023)
- [AutoDAN: Interpretable Gradient-Based Adversarial Attacks on Large Language Models](https://mlsanity.com/paper/2310.15140/) (2023)
- [Improved Techniques for Optimization-Based Jailbreaking on Large Language Models](https://mlsanity.com/paper/2405.21018/) (2024)
- [Weak-to-Strong Jailbreaking on Large Language Models](https://mlsanity.com/paper/2401.17256/) (2024)
- [Evil Geniuses: Delving into the Safety of LLM-based Agents](https://mlsanity.com/paper/2311.11855/) (2023)
- [H-CoT: Hijacking the Chain-of-Thought Safety Reasoning Mechanism to Jailbreak Large Reasoning Models, Including OpenAI o1/o3, DeepSeek-R1, and Gemini 2.0 Flash Thinking](https://mlsanity.com/paper/2502.12893/) (2025)
- [Attacking Large Language Models with Projected Gradient Descent](https://mlsanity.com/paper/2402.09154/) (2024)

## Built on by (most cited first, 1 of 1)

- [A Systematic Review of Algorithmic Red Teaming Methodologies for Assurance and Security of AI Applications](https://mlsanity.com/paper/2602.21267/) (2026)

## Abstract (arXiv)

The rapid proliferation of Large Language Models (LLMs) has heightened concerns regarding their exposure to jailbreak attacks, which craft adversarial inputs designed to elicit unsafe content. Although proprietary models such as GPT-4 have been extensively evaluated, the robustness of emerging open-source systems like DeepSeek remains insufficiently examined, despite their growing use in LLM applications. In this paper, we conduct the first comprehensive jailbreak analysis of the DeepSeek model family, comparing it with GPT-3.5 and GPT-4 through the HarmBench benchmark. We investigate seven representative attack methods across 510 harmful behaviors, organized along both functional and semantic dimensions. Findings indicate that DeepSeek provides partial resilience against optimization-driven attacks such as TAP-T, but also results in greater susceptibility to prompt-based and manually engineered adversarial inputs. In contrast, GPT-4 Turbo demonstrates more robust and consistent safety alignment across a wide range of behaviors, likely due to stronger safety optimization and reinforcement learning from human feedback. In addition, fine-grained behavioral analysis and case studies reveal that DeepSeek often fails to consistently apply safety constraints to adversarial prompts, leading to uneven refusal behaviors. Overall, our results highlight an inherent trade-off between model efficiency and alignment generalization, underscoring the importance of targeted safety tuning and robust alignment strategies to ensure secure deployment of open-source LLMs.