Provide a structure for the following compound: c9h10o3; ir: 2400–3200, 1700, 1630 cm–1; 1h nmr: δ 1.53 (3h, t, j = 8 hz); δ 4.32 (2h, q, j = 8 hz); δ 7.08, δ 8.13 (4h, pair of leaning doublets, j = 10 hz); δ 10 (1h, broad, disappears with d2o shake

The structure of the compound with H-NMR is 4 -ethoxy benzoic acid.

Explanation:

Degree of Unsaturation:

From the given,

The molecular formula of the compound -

From the data,

3-H -triplet and 2-H-quartet indicates ethyl group.

δ values of ethyl groups indicates that the ethyl group is attached to the oxygen atom.

hence, one functional group is ethoxy group.

δ= 7.08 value indicates the para substituted benzene.

At δ=10 1-H singlet indicates the presence of acid-H.

From the IR data:

the peak at indicates the presence of carbonyl group.

Therefore, the p-substituted benzene contain ethoxy group and carboxylic group.

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