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organic chem help

What is the structure of the compound (C6H12O2) which gives the following IR and NMR spectra? NMR Data : 3.91(t, 2H), 1.89 (s
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Answer #1

Option (D) would be correct.

The index of unsaturation of the given molecular formula is 1 it means it has one double bond in the structure.

IR spectrum shows it can not be a carboxylic group as there is no peak at around 3500-3050 cm-1 but it has one peak at around 1750cm-1 which suggests that it may be an ester group.

1H-NMR spectrum shows 5 signals.

1. 3.91(t,2H) - the hydrogens of that carbon which is attached to oxygen.

2. 1.89(s,3H) - the hydrogens of that carbon which is bonded to carbonyl carbon.

3. 1.45(quintet,2H) - the hydrogens of that carbon which is at the 2nd position from oxygen.

4. 1.23(sextet, 2H) - the hydrogens of that carbon which is at the 3rd postion from oxygen.

5. 0.78 (t, 3H) the hydrogens of the last carbon.

Hence option (D) would be correct.

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