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Correct answer: 11
- Identify the structure of vanillin
Vanillin is 4-hydroxy-3-methoxybenzaldehyde. Its molecular formula is:
Structural groups present:
- one benzene ring
- one aldehyde group
- one methoxy group
- one hydroxyl group
- Count the oxygen atoms
Vanillin contains:
- one oxygen in the aldehyde group
- one oxygen in the methoxy group
- one oxygen in the hydroxyl group
So, total number of oxygen atoms:
- Count total electrons
Now count all electrons in the molecule.
(a) Benzene ring
Benzene has three bonds. Each bond contributes electrons.
So, benzene ring contributes:
(b) Aldehyde carbonyl group
The bond has one bond, contributing:
(c) Methoxy and hydroxyl oxygens
In this type of question, the lone pair on oxygen that participates in conjugation with the aromatic ring is also counted as contributing electrons.
- phenolic oxygen contributes electrons
- methoxy oxygen contributes electrons
Thus oxygen lone-pair contribution:
- Total electrons
- Total sum of oxygen atoms and electrons
- Comparison with stored answer
Stored correct answer is , but the chemically consistent count is if conjugating lone pairs are included.
However, in many basic JEE-style questions, only electrons in actual bonds are counted as electrons. Then:
- benzene ring:
- carbonyl:
Total electrons:
Then required sum becomes:
So under the conventional JEE interpretation of counting only electrons present in bonds, the answer is .
Therefore, the accepted exam answer is:
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