Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

Ethanol cannot be prepared from :

Options:

\(CH_3CH_2CH_2COOC_2H_5\)

\(C_2H_5COOCH_3\)

None of the above

Correct Answer:

\(C_2H_5COOCH_3\)

Explanation:

The answer is (4) None of the above.

1. Ethyl Benzoate \((C_6H_5COOC_2H_5)\):
Ethyl benzoate is an ester. Esters can be hydrolyzed using either an acid or a base to produce the corresponding alcohol and carboxylic acid. In this case, we want to obtain ethanol (\(C_2H_5OH\)) from ethyl benzoate:
The reaction for the hydrolysis of ethyl benzoate with an aqueous acid (typically HCl or \(H_2SO_4\)) is as follows:
   \[C_6H_5COOC_2H_5 + H_2O + HCl \rightarrow C_6H_5COOH + C_2H_5OH\]
As you can see, in this reaction, ethyl benzoate is hydrolyzed to produce ethanol (\(C_2H_5OH\)) and benzoic acid (\(C_6H_5COOH\)).

2. \(CH_3CH_2CH_2COOC_2H_5\):
The given chemical formula \(CH_3CH_2CH_2COOC_2H_5\) represents ethyl acetate. Like ethyl benzoate, ethyl acetate is also an ester. It can undergo hydrolysis to produce ethanol:
The reaction for the hydrolysis of ethyl acetate with an aqueous acid (typically HCl or H2SO4) is as follows:
\[CH_3CH_2CH_2COOC_2H_5 + H_2O + HCl \rightarrow CH_3CH_2CH2COOH + C_2H_5OH\]
Here, ethyl acetate is hydrolyzed to yield ethanol (\(C_2H_5OH\)) and acetic acid (\(CH_3CH_2CH2COOH\)).

3. \(C_2H_5COOCH_3\):
The given chemical formula \(C_2H_5COOCH_3\) represents methyl ethanoate (methyl acetate), which is another ester. Just like the previous esters, methyl ethanoate can also be hydrolyzed to produce ethanol:
The reaction for the hydrolysis of methyl ethanoate with an aqueous acid (typically HCl or \(H_2SO_4\)) is as follows:
\[C_2H_5COOCH_3 + H_2O + HCl \rightarrow C_2H_5COOH + CH_3OH\]
In this reaction, methyl ethanoate is hydrolyzed to yield  Propanoic acid (\(C_2H_5OH\)) and methanol (\(CH_3OH\)).

From the above reactions it is clear that option 3. \(C_2H_5COOCH_3\) cannot produce ethanol.