# CryptoQA: A Large-scale Question-answering Dataset for AI-assisted Cryptography

arXiv: https://arxiv.org/abs/2512.02625 · HTML: https://mlsanity.com/paper/2512.02625/

## Key facts

- Cited by 1 papers in the map (data through 14 Oct 2026).
- Builds on 39 of its 103 references that are in the map.
- First posted on arXiv 2 Dec 2025.

## Builds on (most cited first, 30 of 39)

- [BERT: Pre-training of Deep Bidirectional Transformers for Language Understanding](https://mlsanity.com/paper/1810.04805/) (2018)
- [Language Models are Few-Shot Learners](https://mlsanity.com/paper/2005.14165/) (2020)
- [Training Verifiers to Solve Math Word Problems](https://mlsanity.com/paper/2110.14168/) (2021)
- [Evaluating Large Language Models Trained on Code](https://mlsanity.com/paper/2107.03374/) (2021)
- [DeepSeek-R1: Incentivizing Reasoning Capability in LLMs via Reinforcement Learning](https://mlsanity.com/paper/2501.12948/) (2025)
- [Gemini 2.5: Pushing the Frontier with Advanced Reasoning, Multimodality, Long Context, and Next Generation Agentic Capabilities](https://mlsanity.com/paper/2507.06261/) (2025)
- [Let's Verify Step by Step](https://mlsanity.com/paper/2305.20050/) (2023)
- [Fine-Tuning Language Models from Human Preferences](https://mlsanity.com/paper/1909.08593/) (2019)
- [Language Models (Mostly) Know What They Know](https://mlsanity.com/paper/2207.05221/) (2022)
- [Are NLP Models really able to Solve Simple Math Word Problems?](https://mlsanity.com/paper/2103.07191/) (2021)
- [What Can Transformers Learn In-Context? A Case Study of Simple Function Classes](https://mlsanity.com/paper/2208.01066/) (2022)
- [LLM Evaluators Recognize and Favor Their Own Generations](https://mlsanity.com/paper/2404.13076/) (2024)
- [MathQA: Towards Interpretable Math Word Problem Solving with Operation-Based Formalisms](https://mlsanity.com/paper/1905.13319/) (2019)
- [Program Induction by Rationale Generation : Learning to Solve and Explain Algebraic Word Problems](https://mlsanity.com/paper/1705.04146/) (2017)
- [MathVerse: Does Your Multi-modal LLM Truly See the Diagrams in Visual Math Problems?](https://mlsanity.com/paper/2403.14624/) (2024)
- [Textbooks Are All You Need](https://mlsanity.com/paper/2306.11644/) (2023)
- [HealthBench: Evaluating Large Language Models Towards Improved Human Health](https://mlsanity.com/paper/2505.08775/) (2025)
- [The Reversal Curse: LLMs trained on "A is B" fail to learn "B is A"](https://mlsanity.com/paper/2309.12288/) (2023)
- [Solving General Arithmetic Word Problems](https://mlsanity.com/paper/1608.01413/) (2016)
- [Monitoring AI-Modified Content at Scale: A Case Study on the Impact of ChatGPT on AI Conference Peer Reviews](https://mlsanity.com/paper/2403.07183/) (2024)
- [A Comprehensive Survey of Small Language Models in the Era of Large Language Models: Techniques, Enhancements, Applications, Collaboration with LLMs, and Trustworthiness](https://mlsanity.com/paper/2411.03350/) (2024)
- [Is LLM-as-a-Judge Robust? Investigating Universal Adversarial Attacks on Zero-shot LLM Assessment](https://mlsanity.com/paper/2402.14016/) (2024)
- [Mapping the Increasing Use of LLMs in Scientific Papers](https://mlsanity.com/paper/2404.01268/) (2024)
- [Towards the Development of Realistic Botnet Dataset in the Internet of Things for Network Forensic Analytics: Bot-IoT Dataset](https://mlsanity.com/paper/1811.00701/) (2018)
- [Towards Scientific Intelligence: A Survey of LLM-based Scientific Agents](https://mlsanity.com/paper/2503.24047/) (2025)
- [PentestGPT: An LLM-empowered Automatic Penetration Testing Tool](https://mlsanity.com/paper/2308.06782/) (2023)
- [Uncertainty Quantification and Confidence Calibration in Large Language Models: A Survey](https://mlsanity.com/paper/2503.15850/) (2025)
- [CyberGym: Evaluating AI Agents' Real-World Cybersecurity Capabilities at Scale](https://mlsanity.com/paper/2506.02548/) (2025)
- [Large Language Models for Cyber Security: A Systematic Literature Review](https://mlsanity.com/paper/2405.04760/) (2024)
- [Forward-Backward Reasoning in Large Language Models for Mathematical Verification](https://mlsanity.com/paper/2308.07758/) (2023)

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

- [CESBench: Benchmarking Large Language Models on Cryptographic Engineering Security for IoT Devices](https://mlsanity.com/paper/2609.21344/) (2026)

## Abstract (arXiv)

Large language models (LLMs) excel at many general-purpose natural language processing tasks. However, their ability to perform deep reasoning and mathematical analysis, particularly for complex tasks as required in cryptography, remains poorly understood, largely due to the lack of suitable data for evaluation and training. To address this gap, we present CryptoQA, the first large-scale question-answering (QA) dataset specifically designed for cryptography. CryptoQA contains over two million QA pairs drawn from curated academic sources, along with contextual metadata that can be used to test the cryptographic capabilities of LLMs and to train new LLMs on cryptographic tasks. We benchmark 15 state-of-the-art LLMs on CryptoQA, evaluating their factual accuracy, mathematical reasoning, consistency, referencing, backward reasoning, and robustness to adversarial samples. In addition to quantitative metrics, we provide expert reviews that qualitatively assess model outputs and establish a gold-standard baseline. Our results reveal significant performance deficits of LLMs, particularly on tasks that require formal reasoning and precise mathematical knowledge. This shows the urgent need for LLM assistants tailored to cryptography research and development. We demonstrate that, by using CryptoQA, LLMs can be fine-tuned to exhibit better performance on cryptographic tasks.