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PEN-200 Web Application Attacks Practice Question

During a web application assessment, you identify a blind SQL injection vulnerability in a cookie parameter. The backend database is PostgreSQL. You want to determine the first character of the database name using a time-based injection. Which of the following payloads would correctly test if the first character is 'p' by causing a 5-second delay?

⚠ Common exam trap

The trap here is using database-specific functions from the wrong DBMS, such as SLEEP() or WAITFOR, instead of PostgreSQL's pg_sleep.

Answer choices

Why each option matters

Answer the question above first, then reveal the full breakdown to understand why each option is right or wrong.

Correct answer & explanation

✓

'; SELECT CASE WHEN (SELECT SUBSTRING(current_database(),1,1)='p') THEN pg_sleep(5) ELSE pg_sleep(0) END; --

Time-based blind SQL injection on PostgreSQL requires using the pg_sleep function. The payload uses a CASE statement to conditionally execute pg_sleep(5) if the first character of the current database name is 'p'. This causes a 5-second delay, allowing the attacker to infer the character. The other options use syntax from MySQL or SQL Server, which are incompatible with PostgreSQL.

Answer analysis

Option-by-option breakdown

For each option: why learners choose it and why it is or isn't the right answer here.

  • ✗

    '; SELECT CASE WHEN (SELECT SUBSTRING(current_database(),1,1)='p') THEN BENCHMARK(5000000,MD5(1)) ELSE 0 END; --

    Why it's wrong here

    This payload uses BENCHMARK(), which is a MySQL function for time-based injections. PostgreSQL does not have BENCHMARK. The correct function is pg_sleep. Using MySQL syntax on PostgreSQL will result in an error and no delay, so it will not work in this scenario.

  • ✗

    '; SELECT CASE WHEN (SELECT SUBSTRING(database(),1,1)='p') THEN SLEEP(5) ELSE SLEEP(0) END; --

    Why it's wrong here

    This payload uses SLEEP(), which is a MySQL function, not PostgreSQL. PostgreSQL uses pg_sleep(). Additionally, the function database() is MySQL; PostgreSQL uses current_database(). Therefore, this payload will fail on a PostgreSQL backend. It is incorrect for the specified database.

  • ✓

    '; SELECT CASE WHEN (SELECT SUBSTRING(current_database(),1,1)='p') THEN pg_sleep(5) ELSE pg_sleep(0) END; --

    Why this is correct

    This payload uses PostgreSQL's pg_sleep function within a CASE statement. It checks if the first character of the current database name is 'p'. If true, it sleeps for 5 seconds; otherwise, it sleeps for 0 seconds. This is a standard time-based blind SQL injection technique for PostgreSQL, and it will cause a measurable delay if the condition is met.

  • ✗

    '; IF (SELECT SUBSTRING(current_database(),1,1)='p') WAITFOR DELAY '0:0:5' --

    Why it's wrong here

    This payload uses WAITFOR DELAY, which is specific to Microsoft SQL Server, not PostgreSQL. The scenario specifies a PostgreSQL backend, so this payload will cause a syntax error and will not execute. It is a common mistake to use SQL Server syntax on a PostgreSQL database.

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JA

Written and reviewed by Johnson Ajibi, MSc IT Security

Senior Network & Security Engineer · founder of Courseiva

Last reviewed September 2026 · checked against the official OffSec exam blueprint

This PEN-200 practice question is part of Courseiva's free OffSec certification practice question bank. Courseiva provides original exam-style practice questions with explanations, topic-based practice, mock exams, readiness tracking, and study analytics to help learners prepare for the PEN-200 exam.