Carboxylic Acids Test

Result

Carboxylic Acids Test - 12

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Question 1
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Consider the following sequence of reaction,

Q.

The correct statement(s) regarding the above reaction is/are

A
X is benzil

B

C
If X is treated with 1, 2-diamino benzene, following compound is formed

D
All are correct

Solution

It is an example of Benzil-benzilic acid rearrangement.
Question 2
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Consider the reaction sequence given below,

Q.

The correct statements regarding the above reaction is/are

A

B

C
Y is a mixture of diastereomers

D
All are correct

Solution

Wittig reaction

Both diastereomers (cis and trans) of Y are formed.
Question 3
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Consider the reaction sequence given below,

Q.

The correct deductions is/are

A
X is an unstable intermediate

B
Y is 1-methyl cyclopentene

C
Y is cyclohexene

D
Option A,C are Correct

Solution
Question 4
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Consider the following trans formation,

A

B

C

D
Option B,C are Correct

Solution
Question 5
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Comprehension Type

Direction (Q. Nos. 5 - 7) This sections contains a paragraph, describing theory, experiments, data, etc.
Three questions related to the paragraph have been given. Each question has only one correct answer among the four given options (a), (b), (c) and (d).

Passage

Benzaldehyde when treated with KCN(aq) undergoes a condensation reaction, known as benzoin condensation forming benzoin A. Benzoin on oxidation with HNO₃ gives a diketone known as benzil B. Benzil on heating with ethanolic KOH undergo benzil-benzilic acid rearrangement as

The widely accepted mechanism of last step rearrangement is

Q.

When benzil is treated with dilute both of its oxygens are replaced by O¹⁸ isotope. It proves that

A
attack of OH^- occur is first, fast reversible step

B
first step is the rate determining step

C
rearrangement shows kinetic isotopic effect

D
Both (b) and (c) are correct

Solution
Question 6
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Benzaldehyde when treated with KCN(aq) undergoes a condensation reaction, known as benzoin condensation forming benzoin A. Benzoin on oxidation with HNO₃ gives a diketone known as benzil B. Benzil on heating with ethanolic KOH undergo benzil-benzilic acid rearrangement as

The widely accepted mechanism of last step rearrangement is

Q.

In the following reaction (*C is C¹⁴ isotope)

The expected organic products is/are

A

B

C
Both (a) and (b)

D
either (a) or (b)

Solution

Nucleophilic attack at any of the two carbonyl carbons are equally likely.
Question 7
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Benzaldehyde when treated with KCN(aq) undergoes a condensation reaction, known as benzoin condensation forming benzoin A. Benzoin on oxidation with HNO₃ gives a diketone known as benzil B. Benzil on heating with ethanolic KOH undergo benzil-benzilic acid rearrangement as

The widely accepted mechanism of last step rearrangement is

Q.

In the reaction given below,

The major rearrangement product is

A

B

C

D

Solution
Question 8
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One Integer Value Correct Type

Direction (Q. Nos. 8 - 10) This section contains 3 questions. When worked out will result in an integer from 0 fo 9 (both inclusive).

Consider the following two step synthesis:

Q.

If X is finally treated with excess of NaBH₄ followed by acid work-up, how many different isomers of diols would be formed?

A
4

B
3

C
2

D
1

Solution
Question 9
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Consider the reaction given below,

Q.

In the above reaction, how many different isomers of esters are formed?

A
1

B
4

C
9

D
0

Solution
Question 10
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Consider the reaction given below,

Q.

How many different isomeric hydrocarbons of Y are formed?

A
1

B
2

C
3

D
4

Solution