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Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - NEET MCQ


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Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 1

Only One Option Correct Type

Direction (Q, Nos. 1-8) This section contains 8 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONLY ONE is correct.

Q. 

What is the major product of the following reaction?

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 1

Free radical coupling reaction of aldehydes and ketones.

Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 2

Predict the major product of the following reaction
 

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 2

This reaction involves the treatment of a methyl ketone (CH₃COCH₃) with nitrous acid (HNO₂) in the presence of ethyl nitrite (C₂H₅ONO) and HCl.

This is a Nef reaction, which converts a methyl ketone into an oxime derivative in the presence of nitrous acid. The mechanism involves the formation of an intermediate diazonium salt, followed by its rearrangement and hydrolysis, leading to the formation of an oxime.

Let's break down the product options:

  • Option 1: This structure shows an imine with a hydroxyl group attached directly to nitrogen. However, this is not the expected structure from a Nef reaction.

  • Option 2: This shows an oxime (CH₃COCH=NOH), which is the expected major product of the reaction.

  • Option 3: This shows an ester-like product (CH₃COCH=NOEt), which is not the expected result of the Nef reaction.

  • Option 4: This shows an imine derivative (CH₃COCH=NH), which is not the expected major product in this case.

Conclusion:

The major product of the reaction is the oxime, as shown in Option 2.

The correct answer is:

Option 2.

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Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 3

What is formed as predominant product in the following reaction? 

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 3


Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 4

Consider the following sequence of reaction,  

Q.

If X is the major organic product, it must be

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 4


Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 5

Monochlorination of toluene in sunlight followed by hydrolysis with aq. NaOH yields.

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 5

Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 6

In the given reaction,

Q.

If X is a condensation product then it must be   

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 6


Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 7

Consider the following reaction,

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 7

Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 8

In the reaction given below, the final product X is

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 8



*Multiple options can be correct
Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 9

Direction (Q. Nos. 9-14) This section contains 6 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONE or MORE THAN ONE am correct.

Consider the following Reformatsky reaction

Q. 

The correct statements concerning the above reaction is/are

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 9

*Multiple options can be correct
Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 10

Consider the following chain reaction

Q.

The correct statements concerning the above reaction is/are

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 10



*Multiple options can be correct
Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 11

Consider the following sequence of reaction,

Q. 

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

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 11

It is an example of Benzil-benzilic acid rearrangement.

*Multiple options can be correct
Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 12

Consider the reaction sequence given below,

 

Q. 

The correct statements regarding the above reaction is/are

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 12

Wittig reaction 

Both diastereomers (cis and trans) of Y are formed.

*Multiple options can be correct
Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 13

Consider the reaction sequence given below, 

Q. 

The correct deductions is/are

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 13


*Multiple options can be correct
Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 14

Consider the following trans formation,

 

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 14


Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 15

Comprehension Type

Direction (Q. Nos. 15-17) 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

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 15


Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 16

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 

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 16

Nucleophilic attack at any of the two carbonyl carbons are equally likely.

Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 17

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 

Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 17


*Answer can only contain numeric values
Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 18

One Integer Value Correct Type

Direction (Q. Nos. 18-20) 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?


Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 18


*Answer can only contain numeric values
Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 19

Consider the reaction given below,

Q.

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


Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 19

*Answer can only contain numeric values
Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 20

Consider the reaction given below,

 

Q. 

How many different isomeric hydrocarbons of Y are formed?


Detailed Solution for Test: Reformatsky, Witting Benzil-Benzilic Acid Rearrangements - Question 20


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