A Levels Chemistry (9701)•9701/13/O/N/19

Explanation
Analyzing molecular bonds and electron pairs in tiglic acid
Steps:
- Parse the structure CH3-CH=CH-COOH to identify atoms and bonds: four carbons, one C=C double bond, one COOH group with C=O double bond.
- Count π bonds: one from C=C (σ + π), one from C=O (σ + π).
- Draw Lewis structure for lone pairs: carbonyl O has two lone pairs, hydroxyl O has two lone pairs.
- Assess geometry: sp2 carbons in chain suggest planarity for heavy atoms, but sp3 methyl hydrogens deviate.
Why B is correct:
- In the Lewis structure of the carboxylic acid, the carbonyl oxygen (double-bonded) has two lone pairs, and the hydroxyl oxygen (single-bonded to C and H) has two lone pairs, totaling four per the octet rule.
Why the others are wrong:
- A: Only one carbon-carbon π bond exists; the C=O π bond is in the functional group, not counted as a second in this context.
- C: The methyl group's sp3-hybridized hydrogens are not coplanar with the sp2 chain due to tetrahedral geometry.
Final answer: B
Topic: Carboxylic acids and derivatives
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