Aromatic Aldehydes Ketones and Acids - Result Question 24
Passage
An organic acid $P\left(\mathrm{C}{11} \mathrm{H}{12} \mathrm{O}_2\right)$ can easily be oxidised to a dibasic acid which reacts with ethylene glycol to produce a polymer dacron. Upon ozonolysis, $P$ gives an aliphatic ketone as one of the products. $P$ undergoes the following reaction sequences to furnish $R$ via $Q$. The compound $P$ also undergoes another set of reactions to produce $S$.
(2018 Adv.)
28. The Compound $R$ is
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Answer:
Correct Answer: 28. (a)
Solution:
- (a) Given,
(i) $C _{11} H _{12} O _2 \xrightarrow{\text { Oxidation }}$ Dibasic acid
(An organic acid ’ $P$ ‘)
This indicates the presence of alkyl or alkenyl branch in $P$ along with $-COOH$ group.
(ii) Dibassic acid produced by oxidation of $P$
This indicates presence of benzene ring in $P$; as concluded from the structure of dacron given below.
Attachment of $-COO$ group in dacron also confirm the para position of branch with respect to $-COOH$ group in $P$.
(iii) $P \xrightarrow{\text { Ozonolysis }}$ Aliphatic ketone + other oxidised products. This reaction confirms the presence of multiple bonded branch i.e., alkenyl group in $P$.
BETA
