Bits Leaked per Query: Information-Theoretic Bounds for Adversarial Attacks on LLMs

Adversarial attacks by malicious users that threaten the safety of large language models (LLMs) can be viewed as attempts to infer a target property $T$ that is unknown when an instruction is issued, and becomes knowable only after the model's reply is observed. Examples of target properties $T$ include the binary flag that triggers an LLM's harmful response or rejection, and the degree to which information deleted by unlearning can be restored, both elicited via adversarial instructions. The LLM reveals an \emph{observable signal} $Z$ that potentially leaks hints for attacking through a response containing answer tokens, thinking process tokens, or logits. Yet the scale of information leaked remains anecdotal, leaving auditors without principled guidance and defenders blind to the transparency--risk trade-off. We fill this gap with an information-theoretic framework that computes how much information can be safely disclosed, and enables auditors to gauge how close their methods come to the fundamental limit. Treating the mutual information $I(Z;T)$ between the observation $Z$ and the target property $T$ as the leaked bits per query, we show that achieving error $\varepsilon$ requires at least $\log(1/\varepsilon)/I(Z;T)$ queries, scaling linearly with the inverse leak rate and only logarithmically with the desired accuracy. Thus, even a modest increase in disclosure collapses the attack cost from quadratic to logarithmic in terms of the desired accuracy. Experiments on seven LLMs across system-prompt leakage, jailbreak, and relearning attacks corroborate the theory: exposing answer tokens alone requires about a thousand queries; adding logits cuts this to about a hundred; and revealing the full thinking process trims it to a few dozen. Our results provide the first principled yardstick for balancing transparency and security when deploying LLMs.