Question

(1)
The compound having molecular formula C,HNO2
shows the following results in IR spectra. Deduce the
structure formula of the compound. 3400-3450
(doublet), 3200-2800(b), 1680(s), 1630(m), 1580,
1530 cm
1-1 and 730 cm-1

Answer 1

Explanation:

Organic compound A is an ester as on acid hydrolysis it gives a mixture of an acid and an alcohol.

Oxidation of alcohol (C) gives acid (B). Hence, the number of carbon atoms in (B) and (C) are same.

Ester (compound A) has eight C atoms. Hence, both carboxylic acid B and alcohol C must contain 4 C atoms each.

Dehydration of alcohol C gives but-1-ene. Hence, C must be a straight chain alcohol, i.e butan-1-ol

Oxidation of (C) gives (B). Hence, (B) is butanoic acid.