Constant Time Testing

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Measures timing side channels in cryptographic implementations by running them, using dudect for statistical analysis and Timecop over Valgrind for dynamic tracing. Covers the formal, symbolic, dynamic, and statistical tool categories and how to read a result. Use when testing whether a running implementation is constant-time, measuring timing variance on a compiled binary, or investigating a suspected timing attack. Not for statically inspecting compiler output — the constant-time-analysis plugin covers that.

— the description by Trail of Bits

AutoGineer summary

Written by AutoGineer from the skill’s own files, not by the author

This skill provides a framework for identifying and analyzing timing side-channel vulnerabilities in cryptographic code. It outlines the theoretical background of timing attacks, common violation patterns such as secret-dependent branches and memory access, and a structured testing workflow. The approach combines statistical analysis using dudect to detect timing differences with dynamic tracing via Timecop to pinpoint the root cause of leaks. It also categorizes tools into formal, symbolic, dynamic, and statistical approaches, offering guidance on when to apply each method to ensure cryptographic implementations remain constant-time.

What it does

Explains the mechanics of timing attacks and constant-time principles.
Identifies common coding patterns that lead to timing leaks.
Provides a four-phase testing workflow for cryptographic implementations.
Categorizes analysis tools into formal, symbolic, dynamic, and statistical types.
Offers guidance on integrating statistical testing into CI pipelines.
Details remediation strategies for fixing identified timing vulnerabilities.

When to use it

When auditing cryptographic primitives or protocols.
When reviewing code that handles sensitive material like private keys or passwords.
When implementing new cryptographic algorithms from scratch.
When investigating suspected timing vulnerabilities in existing software.
When reviewing pull requests that modify cryptographic code.

Advantages

Provides a structured, multi-layered approach to timing analysis.
Helps distinguish between different categories of timing analysis tools.
Offers practical guidance for both detection and root-cause analysis.
Includes clear examples of common vulnerability patterns.
Supports a risk-based approach to cryptographic security.

Usage examples

“How do I identify if my RSA implementation is vulnerable to timing attacks?”: The skill guides you to use dudect for statistical testing to detect timing differences and Timecop to trace secret-dependent execution paths.
“What are the common patterns that cause timing leaks in C code?”: The skill lists conditional jumps, secret-dependent array lookups, integer division, and shift operations as primary sources of timing variation.

Install

Download the skill as a ZIP:
https://autogineer.com/agent-skills/trailofbits/constant-time-testing/download

Unzip it into the cross-client skills folder of your project:

mkdir -p .agents/skills && unzip constant-time-testing.zip -d .agents/skills

Documentation by Trail of Bits

Constant-Time Testing

Timing attacks exploit variations in execution time to extract secret information from cryptographic implementations. Unlike cryptanalysis that targets theoretical weaknesses, timing attacks leverage implementation flaws - and they can affect any cryptographic code.

Background

Timing attacks were introduced by Kocher in 1996. Since then, researchers have demonstrated practical attacks on RSA (Schindler), OpenSSL (Brumley and Boneh), AES implementations, and even post-quantum algorithms like Kyber.

Key Concepts

Concept	Description
Constant-time	Code path and memory accesses independent of secret data
Timing leakage	Observable execution time differences correlated with secrets
Side channel	Information extracted from implementation rather than algorithm
Microarchitecture	CPU-level timing differences (cache, division, shifts)

Why This Matters

Timing vulnerabilities can:

Expose private keys - Extract secret exponents in RSA/ECDH
Enable remote attacks - Network-observable timing differences
Bypass cryptographic security - Undermine theoretical guarantees
Persist silently - Often undetected without specialized analysis

Two prerequisites enable exploitation:

Access to oracle - Sufficient queries to the vulnerable implementation
Timing dependency - Correlation between execution time and secret data

Common Constant-Time Violation Patterns

Four patterns account for most timing vulnerabilities:

// 1. Conditional jumps - most severe timing differences
if(secret == 1) { ... }
while(secret > 0) { ... }

// 2. Array access - cache-timing attacks
lookup_table[secret];

// 3. Integer division (processor dependent)
data = secret / m;

// 4. Shift operation (processor dependent)
data = a << secret;

Conditional jumps cause different code paths, leading to vast timing differences.

Array access dependent on secrets enables cache-timing attacks, as shown in AES cache-timing research.

Integer division and shift operations leak secrets on certain CPU architectures and compiler configurations.

When patterns cannot be avoided, employ masking techniques to remove correlation between timing and secrets.

Example: Modular Exponentiation Timing Attacks

Modular exponentiation (used in RSA and Diffie-Hellman) is susceptible to timing attacks. RSA decryption computes:

$$ct^{d} \mod{N}$$

where $d$ is the secret exponent. The exponentiation by squaring optimization reduces multiplications to $\log{d}$:

$$ \begin{align*} & \textbf{Input: } \text{base }y,\text{exponent } d={d_n,\cdots,d_0}_2,\text{modulus } N \ & r = 1 \ & \textbf{for } i=|n| \text{ downto } 0: \ & \quad\textbf{if } d_i == 1: \ & \quad\quad r = r * y \mod{N} \ & \quad y = y * y \mod{N} \ & \textbf{return }r \end{align*} $$

The code branches on exponent bit $d_i$, violating constant-time principles. When $d_i = 1$, an additional multiplication occurs, increasing execution time and leaking bit information.

Montgomery multiplication (commonly used for modular arithmetic) also leaks timing: when intermediate values exceed modulus $N$, an additional reduction step is required. An attacker constructs inputs $y$ and $y'$ such that:

$$ \begin{align*} y^2 < y^3 < N \ y'^2 < N \leq y'^3 \end{align*} $$

For $y$, both multiplications take time $t_1+t_1$. For $y'$, the second multiplication requires reduction, taking time $t_1+t_2$. This timing difference reveals whether $d_i$ is 0 or 1.

When to Use

Apply constant-time analysis when:

Auditing cryptographic implementations (primitives, protocols)
Code handles secret keys, passwords, or sensitive cryptographic material
Implementing crypto algorithms from scratch
Reviewing PRs that touch crypto code
Investigating potential timing vulnerabilities

Consider alternatives when:

Code does not process secret data
Public algorithms with no secret inputs
Non-cryptographic timing requirements (performance optimization)

Quick Reference

Scenario	Recommended Approach	Skill
Prove absence of leaks	Formal verification	SideTrail, ct-verif, FaCT
Detect statistical timing differences	Statistical testing	dudect
Track secret data flow at runtime	Dynamic analysis	timecop
Find cache-timing vulnerabilities	Symbolic execution	Binsec, pitchfork

Constant-Time Tooling Categories

The cryptographic community has developed four categories of timing analysis tools:

Category	Approach	Pros	Cons
Formal	Mathematical proof on model	Guarantees absence of leaks	Complexity, modeling assumptions
Symbolic	Symbolic execution paths	Concrete counterexamples	Time-intensive path exploration
Dynamic	Runtime tracing with marked secrets	Granular, flexible	Limited coverage to executed paths
Statistical	Measure real execution timing	Practical, simple setup	No root cause, noise sensitivity

1. Formal Tools

Formal verification mathematically proves timing properties on an abstraction (model) of code. Tools create a model from source/binary and verify it satisfies specified properties (e.g., variables annotated as secret).

Popular tools:

Strengths: Proof of absence, language-agnostic (LLVM bytecode) Weaknesses: Requires expertise, modeling assumptions may miss real-world issues

2. Symbolic Tools

Symbolic execution analyzes how paths and memory accesses depend on symbolic variables (secrets). Provides concrete counterexamples. Focus on cache-timing attacks.

Popular tools:

Strengths: Concrete counterexamples aid debugging Weaknesses: Path explosion leads to long execution times

3. Dynamic Tools

Dynamic analysis marks sensitive memory regions and traces execution to detect timing-dependent operations.

Popular tools:

Memsan: Tutorial
Timecop (see below)

Strengths: Granular control, targeted analysis Weaknesses: Coverage limited to executed paths

Detailed Guidance: See the timecop skill for setup and usage.

4. Statistical Tools

Execute code with various inputs, measure elapsed time, and detect inconsistencies. Tests actual implementation including compiler optimizations and architecture.

Popular tools:

dudect (see below)
tlsfuzzer

Strengths: Simple setup, practical real-world results Weaknesses: No root cause info, noise obscures weak signals

Detailed Guidance: See the dudect skill for setup and usage.

Testing Workflow

Phase 1: Static Analysis        Phase 2: Statistical Testing
┌─────────────────┐            ┌─────────────────┐
│ Identify secret │      →     │ Detect timing   │
│ data flow       │            │ differences     │
│ Tool: ct-verif  │            │ Tool: dudect    │
└─────────────────┘            └─────────────────┘
         ↓                              ↓
Phase 4: Root Cause             Phase 3: Dynamic Tracing
┌─────────────────┐            ┌─────────────────┐
│ Pinpoint leak   │      ←     │ Track secret    │
│ location        │            │ propagation     │
│ Tool: Timecop   │            │ Tool: Timecop   │
└─────────────────┘            └─────────────────┘

Recommended approach:

Start with dudect - Quick statistical check for timing differences
If leaks found - Use Timecop to pinpoint root cause
For high-assurance - Apply formal verification (ct-verif, SideTrail)
Continuous monitoring - Integrate dudect into CI pipeline

Tools and Approaches

Dudect - Statistical Analysis

Dudect measures execution time for two input classes (fixed vs random) and uses Welch's t-test to detect statistically significant differences.

Detailed Guidance: See the dudect skill for complete setup, usage patterns, and CI integration.

Quick Start for Constant-Time Analysis

#define DUDECT_IMPLEMENTATION
#include "dudect.h"

uint8_t do_one_computation(uint8_t *data) {
    // Code to measure goes here
}

void prepare_inputs(dudect_config_t *c, uint8_t *input_data, uint8_t *classes) {
    for (size_t i = 0; i < c->number_measurements; i++) {
        classes[i] = randombit();
        uint8_t *input = input_data + (size_t)i * c->chunk_size;
        if (classes[i] == 0) {
            // Fixed input class
        } else {
            // Random input class
        }
    }
}

Key advantages:

Simple C header-only integration
Statistical rigor via Welch's t-test
Works with compiled binaries (real-world conditions)

Key limitations:

No root cause information when leak detected
Sensitive to measurement noise
Cannot guarantee absence of leaks (statistical confidence only)

Timecop - Dynamic Tracing

Timecop wraps Valgrind to detect runtime operations dependent on secret memory regions.

Detailed Guidance: See the timecop skill for installation, examples, and debugging.

Quick Start for Constant-Time Analysis

#include "valgrind/memcheck.h"

#define poison(addr, len) VALGRIND_MAKE_MEM_UNDEFINED(addr, len)
#define unpoison(addr, len) VALGRIND_MAKE_MEM_DEFINED(addr, len)

int main() {
    unsigned long long secret_key = 0x12345678;

    // Mark secret as poisoned
    poison(&secret_key, sizeof(secret_key));

    // Any branching or memory access dependent on secret_key
    // will be reported by Valgrind
    crypto_operation(secret_key);

    unpoison(&secret_key, sizeof(secret_key));
}

Run with Valgrind:

valgrind --leak-check=full --track-origins=yes ./binary

Key advantages:

Pinpoints exact line of timing leak
No code instrumentation required
Tracks secret propagation through execution

Key limitations:

Cannot detect microarchitecture timing differences
Coverage limited to executed paths
Performance overhead (runs on synthetic CPU)

Implementation Guide

Phase 1: Initial Assessment

Identify cryptographic code handling secrets:

Private keys, exponents, nonces
Password hashes, authentication tokens
Encryption/decryption operations

Quick statistical check:

Write dudect harness for the crypto function
Run for 5-10 minutes with timeout 600 ./ct_test
Monitor t-value: high absolute values indicate leakage

Tools: dudect Expected time: 1-2 hours (harness writing + initial run)

Phase 2: Detailed Analysis

If dudect detects leakage:

Root cause investigation:

Mark secret variables with Timecop poison()
Run under Valgrind to identify exact line
Review the four common violation patterns
Check assembly output for conditional branches

Tools: Timecop, compiler output (objdump -d)

Phase 3: Remediation

Fix the timing leak:

Replace conditional branches with constant-time selection (bitwise operations)
Use constant-time comparison functions
Replace array lookups with constant-time alternatives or masking
Verify compiler doesn't optimize away constant-time code

Re-verify:

Run dudect again for extended period (30+ minutes)
Test across different compilers and optimization levels
Test on different CPU architectures

Phase 4: Continuous Monitoring

Integrate into CI:

Add dudect tests to test suite
Run for fixed duration (5-10 minutes in CI)
Fail build if leakage detected

See the dudect skill for CI integration examples.

Common Vulnerabilities

Vulnerability	Description	Detection	Severity
Secret-dependent branch	`if (secret_bit) { ... }`	dudect, Timecop	CRITICAL
Secret-dependent array access	`table[secret_index]`	Timecop, Binsec	HIGH
Variable-time division	`result = x / secret`	Timecop	MEDIUM
Variable-time shift	`result = x << secret`	Timecop	MEDIUM
Montgomery reduction leak	Extra reduction when intermediate > N	dudect	HIGH

Secret-Dependent Branch: Deep Dive

The vulnerability: Execution time differs based on whether branch is taken. Common in optimized modular exponentiation (square-and-multiply).

How to detect with dudect:

uint8_t do_one_computation(uint8_t *data) {
    uint64_t base = ((uint64_t*)data)[0];
    uint64_t exponent = ((uint64_t*)data)[1]; // Secret!
    return mod_exp(base, exponent, MODULUS);
}

void prepare_inputs(dudect_config_t *c, uint8_t *input_data, uint8_t *classes) {
    for (size_t i = 0; i < c->number_measurements; i++) {
        classes[i] = randombit();
        uint64_t *input = (uint64_t*)(input_data + i * c->chunk_size);
        input[0] = rand(); // Random base
        input[1] = (classes[i] == 0) ? FIXED_EXPONENT : rand(); // Fixed vs random
    }
}

How to detect with Timecop:

poison(&exponent, sizeof(exponent));
result = mod_exp(base, exponent, modulus);
unpoison(&exponent, sizeof(exponent));

Valgrind will report:

Conditional jump or move depends on uninitialised value(s)
  at 0x40115D: mod_exp (example.c:14)

Related skill: dudect, timecop

Case Studies

Case Study: OpenSSL RSA Timing Attack

Brumley and Boneh (2005) extracted RSA private keys from OpenSSL over a network. The vulnerability exploited Montgomery multiplication's variable-time reduction step.

Attack vector: Timing differences in modular exponentiation Detection approach: Statistical analysis (precursor to dudect) Impact: Remote key extraction

Tools used: Custom timing measurement Techniques applied: Statistical analysis, chosen-ciphertext queries

Case Study: KyberSlash

Post-quantum algorithm Kyber's reference implementation contained timing vulnerabilities in polynomial operations. Division operations leaked secret coefficients.

Attack vector: Secret-dependent division timing Detection approach: Dynamic analysis and statistical testing Impact: Secret key recovery in post-quantum cryptography

Tools used: Timing measurement tools Techniques applied: Differential timing analysis

Advanced Usage

Tips and Tricks

Tip	Why It Helps
Pin dudect to isolated CPU core (`taskset -c 2`)	Reduces OS noise, improves signal detection
Test multiple compilers (gcc, clang, MSVC)	Optimizations may introduce or remove leaks
Run dudect for extended periods (hours)	Increases statistical confidence
Minimize non-crypto code in harness	Reduces noise that masks weak signals
Check assembly output (`objdump -d`)	Verify compiler didn't introduce branches
Use `-O3 -march=native` in testing	Matches production optimization levels

Common Mistakes

Mistake	Why It's Wrong	Correct Approach
Only testing one input distribution	May miss leaks visible with other patterns	Test fixed-vs-random, fixed-vs-fixed-different, etc.
Short dudect runs (< 1 minute)	Insufficient measurements for weak signals	Run 5-10+ minutes, longer for high assurance
Ignoring compiler optimization levels	`-O0` may hide leaks present in `-O3`	Test at production optimization level
Not testing on target architecture	x86 vs ARM have different timing characteristics	Test on deployment platform
Marking too much as secret in Timecop	False positives, unclear results	Mark only true secrets (keys, not public data)

Tool Skills

Skill	Primary Use in Constant-Time Analysis
dudect	Statistical detection of timing differences via Welch's t-test
timecop	Dynamic tracing to pinpoint exact location of timing leaks

Technique Skills

Skill	When to Apply
coverage-analysis	Ensure test inputs exercise all code paths in crypto function
ci-integration	Automate constant-time testing in continuous integration pipeline

Skill	Relationship
crypto-testing	Constant-time analysis is essential component of cryptographic testing
fuzzing	Fuzzing crypto code may trigger timing-dependent paths

Skill Dependency Map

                    ┌─────────────────────────┐
                    │  constant-time-analysis │
                    │     (this skill)        │
                    └───────────┬─────────────┘
                                │
                ┌───────────────┴───────────────┐
                │                               │
                ▼                               ▼
    ┌───────────────────┐           ┌───────────────────┐
    │      dudect       │           │     timecop       │
    │  (statistical)    │           │    (dynamic)      │
    └────────┬──────────┘           └────────┬──────────┘
             │                               │
             └───────────────┬───────────────┘
                             │
                             ▼
              ┌──────────────────────────────┐
              │   Supporting Techniques      │
              │ coverage, CI integration     │
              └──────────────────────────────┘

Resources

Key External Resources

These results must be false: A usability evaluation of constant-time analysis tools Comprehensive usability study of constant-time analysis tools. Key findings: developers struggle with false positives, need better error messages, and benefit from tool integration. Evaluates FaCT, ct-verif, dudect, and Memsan across multiple cryptographic implementations. Recommends improved tooling UX and better documentation.

List of constant-time tools - CROCS Curated catalog of constant-time analysis tools with tutorials. Covers formal tools (ct-verif, FaCT), dynamic tools (Memsan, Timecop), symbolic tools (Binsec), and statistical tools (dudect). Includes practical tutorials for setup and usage.

Paul Kocher: Timing Attacks on Implementations of Diffie-Hellman, RSA, DSS, and Other Systems Original 1996 paper introducing timing attacks. Demonstrates attacks on modular exponentiation in RSA and Diffie-Hellman. Essential historical context for understanding timing vulnerabilities.

Remote Timing Attacks are Practical (Brumley & Boneh) Demonstrates practical remote timing attacks against OpenSSL. Shows network-level timing differences are sufficient to extract RSA keys. Proves timing attacks work in realistic network conditions.

Cache-timing attacks on AES Shows AES implementations using lookup tables are vulnerable to cache-timing attacks. Demonstrates practical attacks extracting AES keys via cache timing side channels.

KyberSlash: Division Timings Leak Secrets Recent discovery of timing vulnerabilities in Kyber (NIST post-quantum standard). Shows division operations leak secret coefficients. Highlights that constant-time issues persist even in modern post-quantum cryptography.

Video Resources

Trail of Bits: Constant-Time Programming - Overview of constant-time programming principles and tools

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Requirements and compatibility

Works with: Claude Code, Claude apps, OpenAI Codex, GitHub Copilot, Cursor, Gemini CLI, Kiro, OpenCode, Goose, Amp, Roo Code, JetBrains Junie, Factory Droid, Devin (ex-Windsurf), Mistral Vibe, OpenHands, Letta

“Works with” means the tool reads the open Agent Skills format; a skill written for one tool may use features others lack.

Security

No issues found by our static scan· No issues found

A static scan is not a guarantee. Skills are third-party content: review a skill before you let an agent use it.

Attribution and licence

Published by

Trail of Bits

Publisher

Trail of Bits (Official)

Source

trailofbits/skills · plugins/testing-handbook-skills/skills/constant-time-testing · commit e4dd0bb

Licence

Creative Commons Attribution-ShareAlike 4.0 International (redistribution allowed)

LICENSE (added by AutoGineer from LICENSE)
ATTRIBUTION.md (written by AutoGineer)

Synced

2026-11-09

AutoGineer is not affiliated with or endorsed by Trail of Bits or Trail of Bits.

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The ZIP holds the skill’s files, its licence files and an ATTRIBUTION.md. Download constant-time-testing.zip

From the author

AutoGineer summary

What it does

When to use it

Advantages

Usage examples

Install

Documentation by Trail of Bits

Constant-Time Testing

Background

Key Concepts

Why This Matters

Common Constant-Time Violation Patterns

Example: Modular Exponentiation Timing Attacks

When to Use

Quick Reference

Constant-Time Tooling Categories

1. Formal Tools

2. Symbolic Tools

3. Dynamic Tools

4. Statistical Tools

Testing Workflow

Tools and Approaches

Dudect - Statistical Analysis

Quick Start for Constant-Time Analysis

Timecop - Dynamic Tracing

Quick Start for Constant-Time Analysis

Implementation Guide

Phase 1: Initial Assessment

Phase 2: Detailed Analysis

Phase 3: Remediation

Phase 4: Continuous Monitoring

Common Vulnerabilities

Secret-Dependent Branch: Deep Dive

Case Studies

Case Study: OpenSSL RSA Timing Attack

Case Study: KyberSlash

Advanced Usage

Tips and Tricks

Common Mistakes

Related Skills

Tool Skills

Technique Skills

Related Domain Skills

Skill Dependency Map

Resources

Key External Resources

Video Resources

Files

LICENSE

Requirements and compatibility

Security

Attribution and licence

Related skills

Security Audit

Sast Configuration

Firmware Analyst

Policy Enforcer

Backend Development Security Auditor

Memory Forensics

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