Carboxylic Acids Test

Result

Carboxylic Acids Test - 6

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Question 1
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One or More than One Options Correct Type

Direction : This section contains 5 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONE or MORE THAN ONE are correct.

Q.

Successful mixed aldol condensation will be favoured

A
treatment of electrophilic carbonyl component with stoichiometric strong base prior to the addition of the pre-nucleophilic carbonyl compone

B
continuous removal of aldol product from reaction mixtur

C
treatment of pre-nucleophilic carbonyl component with stoichiometric strong base prior to the addition of electrophilic carbonyl compont.

D
Option B,C are Correct

Solution

If an aldol product is continuously removed from the reaction mixture, reaction occur predominantly in direction of that product (Le-Chatelier ’s principle).
Also, if a carbonyl is first treated with strong base like LDA, its role as a nucleophile can be ascertained.
Question 2
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Which of the following is/are true regarding aldol condensation ?

A
Both acid and base can act as catalyst

B
A new carbon-carbon bond is always formed

C
CH₃ CHO and D₃ C —CHO react at same rate if all other conditions are similar

D
All are correct

Solution

Both acid and base catalyses aldol reaction. In aldol reaction , a new α- βC —C bond is always formed . α- H is lost in first fast step, hence both CH₃ CHO and CD₃ CHO react at the same rate.
Question 3
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Which of the following indicated carbon-carbon bond can be formed via intramolecular aldoi condensation of a dicarbonyl compound?

A
a

B
b

C
d

D
Option B,C are Correct

Solution

In aldol reaction as α-βC —C bond is always formed.
Question 4
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Which compound (s) below can react via an intramolecular aldol condensation to give a six membered ring?

A

B

C

D
All are correct

Solution

All of these react in aldol reaction giving six-membered ring via intramolecular reaction.
Option (b) gives five and seven membered ring intramolecular aldol condensation.
Question 5
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What is(are) true about the following aldoi reaction?

A
The major aldol is

B
Excluding stereoisomers, a total of three different aldoi would be formed

C
Major aldoi on dehydration would give

D
All are correct

Solution

Also, the starting compound has three different types of α-H, three different aldols can be formed in principle. If a pure enantiomer of starting compound is taken, a pair of diastereomers of aldol would be formed.
Question 6
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Statement Type

Direction : This section is based on Statement I and Statement II. Select the correct answer from the codes given below.

Q.

Statement I : In aldol condensation, enoiates are nucleophilic and reversibly attack the carbonyl carbon of aldehyde or ketone in the aldoi condensation.

Statement II : An aldoi on refluxing with dilute base gives back the carbonyl compound.

A
Both Statement I and Statement II are correct and Statement II is the correct explanation of Statement I

B
Both Statement I and Statement II are correct but Statement II is not the correct explanation of Statement I

C
Statement I is correct but Statement II is incorrect

D
Statement II is correct but Statement I is incorrect

Solution

Reversibility of aldol into carbonyls establishes that carbanion nucleophile is formed in first fast reversible step.
Question 7
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Statement I : When a mixture of ethanal and propanal is treated with aqueous Na₂ CO₃ , four aldol (excluding stereoisomers) are formed.
Statement II : In mixed aldol condensation, two self and two cross condensation products are always formed.

A
Both Statement I and Statement II are correct and Statement II is the correct explanation of Statement I

B
Both Statement I and Statement II are correct but Statement II is not the correct explanation of Statement I

C
Statement I is correct but Statement II is incorrect

D
Statement II is correct but Statement I is incorrect

Solution

It would be true only if both carbonyls are capable of forming enolates, i.e. possesses α-H
Question 8
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Statement I : When is treated with dilute base.
is formed.

Statement II : In the given compound, γ-H is most acidic, forms the required enolate.

A
Both Statement I and Statement II are correct and Statement II is the correct explanation of Statement I

B
Both Statement I and Statement II are correct but Statement II is not the correct explanation of Statement I

C
Statement I is correct but Statement II is incorrect

D
Statement II is correct but Statement I is incorrect

Solution
Question 9
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Statement I : In the reaction below,

A single aldol product is formed in 100% yield.

Statement II : Cross aldol product is formed as major product.

A
Both Statement I and Statement II are correct and Statement II is the correct explanation of Statement I

B
Both Statement I and Statement II are correct but Statement II is not the correct explanation of Statement I

C
Statement I is correct but Statement II is incorrect

D
Statement II is correct but Statement I is incorrect

Solution

Both self-aldol of cyclohexanone (although minor one) and cross aldol are formed.
Question 10
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Comprehension Type

Direction : This section 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

A is optically active and C is one of the several aldol possible in the above reaction.

Q.

The structure of A satisfying above criteria is

A

B

C

D

Solution

Reversing the final product gives
Question 11
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A is optically active and C is one of the several aldol possible in the above reaction.

Q.

Besides C, the other six membered cyclic aldol formed in the above reaction is

A

B

C

D

Solution
Question 12
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A is optically active and C is one of the several aldol possible in the above reaction.

Q.

The product B is stereomeric. If a mixture containing all stereoisomers of B is treated with excess of LiAIH₄ followed by the acidification will give how many different isomeric diols ?

A
2

B
4

C
6

D
8

Solution
Question 13
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One Integer Value Correct Type

Direction : This section contains 5 questions. When worked out will result in an integer from 0 to 9 (both inclusive).

Consider the following aldol condensation reaction,

Butanone + NaOH (Dil.) →Aldols

Q.

How many different isomers (including stereoisomers) are formed above?

A
6

B
5

C
1

D
7

Solution
Question 14
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Consider the following cross-aldol condensation reaction,

Q.

How many different isomeric X are formed?

A
1

B
2

C
3

D
4

Solution
Question 15
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Consider the following modified aldol condensation,

Q.

How many ethanal, at the most, will react with one molecule of nitromethane?

A
0

B
3

C
2

D
1

Solution

All three hydrogen can be deprotonated from nitromethane giving
Question 16
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Consider the following sequence of reaction,

Q.

How many different aldol isomers of X are formed?

A
8

B
5

C
4

D
1

Solution
Question 17
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Consider the following sequence of reaction,

Q.

If all undehydrated aldols (X) formed above by intramolecular aldol condensation are considered, how many pairs of enantiomers are formed?

A
1

B
5

C
2

D
0

Solution