diff --git a/src/libs/QuestionGenerator.ts b/src/libs/QuestionGenerator.ts
index 00cf6f2..5836cb4 100644
--- a/src/libs/QuestionGenerator.ts
+++ b/src/libs/QuestionGenerator.ts
@@ -271,7 +271,7 @@ export default class QuestionGenerator {
         });
 
         const difficultyDesc = frequency === "daily" 
-            ? "Easy undergraduate level (freshman/sophomore) requiring detailed calculations and showing work. Maximum 2 parts (e.g., Part a and Part b) that test foundational concepts." 
+            ? "Easy undergraduate level (freshman/sophomore) requiring detailed calculations and showing work. MUST be a single-part question only - NO multiple parts (no Part a, Part b, etc). Focus on ONE foundational concept." 
             : "Advanced undergraduate level (junior/senior year) requiring deeper theoretical understanding and complex problem-solving. Maximum 2 parts that synthesize multiple upper-level concepts.";
 
         const prompt = `
@@ -285,6 +285,18 @@ ${contextualHistory}
 
 IMPORTANT: Review the question history above and generate NEW topics that haven't been covered recently. Avoid repeating the same concepts or problem types.
 
+TOPIC SELECTION GUIDELINES:
+- Use ONLY commonly known, fundamental topics that are widely taught in standard curricula
+- For Organic Chemistry: Focus on basic functional groups, simple reactions, and core mechanisms (NOT obscure nomenclature rules)
+- For all subjects: Stick to topics that would appear in standard textbooks and are universally recognized
+- Avoid specialized, niche, or advanced nomenclature systems that are not commonly taught
+- Examples of commonly known topics:
+  * Organic Chemistry: Basic functional groups (alcohols, aldehydes, ketones), simple substitution/elimination reactions, basic stereochemistry concepts
+  * Mathematics: Calculus, linear algebra, differential equations, basic number theory
+  * Physics: Classical mechanics, electromagnetism, thermodynamics, optics
+  * Chemistry: Stoichiometry, acid-base chemistry, basic thermochemistry, periodic trends
+  * Biology: Cell biology, genetics (Mendelian), basic biochemistry, physiology
+
 ${subjectGuides}
 
 CRITICAL TYPST SYNTAX RULES - FOLLOW EXACTLY:
@@ -376,7 +388,7 @@ REQUIREMENTS:
 1. **Typst Source:** Follow the syntax rules above EXACTLY. Validate against the regex patterns and checklist.
 2. **Reference Answer:** Provide the *exact* correct answer and the steps to derive it.
 3. **Difficulty:** ${difficultyDesc}
-4. **Question Structure:** MAXIMUM 2 parts per question (Part a and Part b). Do NOT create Part c, Part d, etc.
+4. **Question Structure:** ${frequency === "daily" ? "SINGLE-PART question ONLY. Do NOT create multiple parts (no Part a, Part b, etc). Ask ONE focused question." : "MAXIMUM 2 parts per question (Part a and Part b). Do NOT create Part c, Part d, etc."}
 5. **Quantity:** One '${frequency}' question per subject (${subjectsToGenerate.length} total).
         `;