See image — GOC and Organic Chemistry Basics Chemistry Question

💡 Solution & Explanation

# Analysis of Permissible Resonating Forms To determine if a structure is a valid resonating form, check: 1. **Same atomic connectivity** (atoms in same positions) 2. **Same net charge** 3. **Valid electron distribution** (following octet rule where applicable) --- ## Evaluation of Each Option: **(A)** $CH_2-\overset{+}{N}-\overset{\ominus}{O:}$ with $CH_3$ attached to N - Connectivity: C-N-O preserved ✓ - Charge: +1 on N, -1 on O = net charge 0 ✓ - Valid resonance structure ✓ **(B)** $CH_2=\overset{+}{N}-\overset{\ominus}{O:}$ with $CH_3$ attached to N - Connectivity: C=N-O preserved ✓ - Charge: +1 on N, -1 on O = net charge 0 ✓ - Valid resonance structure ✓ **(C)** $CH_2=\overset{\oplus}{N}=\overset{\ominus}{O:}$ - **Problem**: Nitrogen has **5 bonds** (double bond to C = 2e⁻, double bond to O = 2e⁻, plus formal charge = 1e⁻) - Nitrogen **cannot expand its octet** in resonance structures - This violates the octet rule → **Invalid structure** ✗ **(D)** $CH_2-\overset{+}{N}=\overset{\ominus}{O:}$ - Connectivity and charge preserved ✓ - Valid resonance structure ✓ --- **Answer: (C)** is not permissible because it places N in a hypervalent state with 5 electron pairs, violating the octet rule.