Name: Acetaldehyde and Acetone
Uploaded: 2019-07-19
Duration: 3 min 15 s
Description: Do you know carbonyl compounds are used in medicines? In this video, you will be able to understand the important uses of the two most common compounds, acet...

Question

An organic compound

(A)

(molecular formula

C_{8} H_{16} O_{2}

) was hydrolysed with dilute sulphuric acid to give a carboxylic acid

(B)

and an alcohol

(C)

. Oxidation of

(C)

with chromic acid produced

(B)

.

(C)

on dehydration gives but-

1

-ene. Write equations for the reactions involved and identify

(A), (B)

and

(C)

.

Accepted Answer

The given organic compound $(A)$ is an ester as it undergoes hydrolysis to give carboxylic acid $(B)$ and an alcohol $(C)$ .

The resulting alcohol $(C)$ undergoes dehydration to give but- $1$ -ene which implies that $(C)$ is a straight chain with four carbons and the $(C)$ group attached to the first carbon atom. Hence, the alcohol is butanol.

$(B)$

Oxidation of $(C)$ i.e., butanol gives $(B)$ and it is butanoic acid.

${CH}_{3} {CH}_{2} {CH}_{2} {CH}_{2} OH \to_{Oxidation}^{{CrO}_{3} / {CH}_{3} COOH} {CH}_{3} {CH}_{2} {CH}_{2} COOH$

Hence, the ester $(A)$ is butyl butanoate, the acid $(B)$ is butanoic acid and the alcohol $(C)$ is butanol.

$\underset{(A)}{{CH}_{3} {CH}_{2} {CH}_{2} {COOCH}_{2} {CH}_{2} {CH}_{2} {CH}_{3}} \to_{hydrolysis}^{dil . H_{2} {SO}_{4}} \underset{(B)}{{CH}_{3} {CH}_{2} {CH}_{2} COOH} + \underset{(C)}{{CH}_{3} {CH}_{2} {CH}_{2} {CH}_{2} OH}$

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An organic compound (A) (molecular formula C8H16O2) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid produced (B). (C) on dehydration gives but-1-ene. Write equations for the reactions involved and identify A, B and C.

Chapter-Wise 3D Chemistry Videos from Embibe Experts EMBIBE CHAPTER WISE PREVIOUS YEAR PAPERS FOR CHEMISTRY

Acetaldehyde and Acetone

Uses of Aldehydes and Ketones

Preparation of Aromatic Aldehyde

Learn and Prepare for any exam you want !