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CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Class 12 MCQ


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25 Questions MCQ Test - CPU 5 - Esters (Carboxylic Acids And Acid Derivatives)

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CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - 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. 

(+) -2-butanol is first treated with tosyl chloride then with C6H5ONa There was obtained secondary butyl benzoate. This ester when subjected to alkaline hydrolysis, alcohol and acid are recovered back. What is true about stereochemistry of 2-butanol obtained after hydrolysis?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 1


In ester hydrolysis, alkyl-oxygen bond is not cleaved, hence retention of configuration .

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 2

Predict the major addition product of the following reaction

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 2

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CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 3

What is the major organic product of the following reaction?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 3


CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 4

Choose the best method that could perform the following transformation.

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 4



CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 5

Arrange the following esters in the increasing order of reactivity in base catalysed hydrolysis reaction.




Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 5

Electron withdrawing group increases electrophilic character of ester, hence reactivity in hydrolysis reaction. (IV) is most reactive as it has the best leaving group.

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 6

Which ester given below can most easily be produced by acid catalysed esterification (Fischer’s esterification)?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 6

Ester which contain primary alcohol fraction can most easily be synthesised by Fischer's synthesis. Secondary and tertiary alcohols have chances of acid catalysed dehydration.

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 7

Which of the following ester is most likely to undergo unimolecular acid catalysed hydrolysis reaction?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 7

Esters that produces a highly stable carb oca tion by alkyl-oxygen cleavage in present case) are more likely to undergo unimolecular acid catalysed hydrolysis.

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 8

Which reaction and indicated product with specified stereochem istry is most accurate?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 8

In this case, high concentration of NaOH forces hydrolysis to proceed by bimolecular mechanism otherwise it may proceed by unimolecular carbocation mechanism. In BAC2, configuration at a-carbon of alcohol remains unchanged.

*Multiple options can be correct
CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 9

One or More than One Options Correct Type

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 are correct.

Q. 

What is/are true regarding the following Fischer’s ester synthesis?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 9

In Fischer esterification, sp2 oxygen of acid is first proto nate d which will undergo nucleophilic attack by ROH in the second, slow, rate determining step.

*Multiple options can be correct
CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 10

Consider the following acid catalysed esterification reaction,

Q. 

The correct statement concerning the above reaction is/are

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 10

If cyclic ester containing five or six membered ring is formed, it is favoured over intermolecular condensation. Also :

*Multiple options can be correct
CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 11

In which of the following hydrolysis reaction of esters, reactant and products are correctly matcheed ?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 11





*Multiple options can be correct
CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 12

In which of the following reaction(s), reactant and products are correctly matched?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 12






*Multiple options can be correct
CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 13

If  is treated with  in the presence of H2SO4, possible esters formed is/are

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 13


Therefore, in ester O18 of acid may or may not be present but O18 of  would always be there.

*Multiple options can be correct
CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 14

The correct statement regarding the following transformation is/are

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 14

(a) Excess of ethanol drive the equilibrium in forward direction (Le-Chatelier's principle).
(b) Transesterification proceed well in both acidic and basic medium.
(c) It is wrong, condition can be made suitable so that even larger alcohol can replace the smaller one.
(d) In the presence of acid or base catalyst, reaction is always bimolecular second order.

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 15

Comprehension Type

Direction (Q. Nos. 15-17) 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

Treatment of 2,4-pentanedione with excess of KCN(aq)and acetic acid followed by hydrolysis in the presence of H2SO4 gives two products A and B, both having molecular formula C7H12O6. When heated, B first gives a lactonic acid C7N10O5 and finally a dilactone P (C7H8O4).

Q. 

What is the correct structure of A?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 15






Second step of lactonisation is possible with B.

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 16

Treatment of 2,4-pentanedione with excess of KCN(aq)and acetic acid followed by hydrolysis in the presence of H2SO4 gives two products A and B, both having molecular formula C7H12O6. When heated, B first gives a lactonic acid C7N10O5 and finally a dilactone P (C7H8O4).

Q. 

What is the correct structure of P?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 16



Discussed in the previous question.

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 17

Treatment of 2,4-pentanedione with excess of KCN(aq)and acetic acid followed by hydrolysis in the presence of H2SO4 gives two products A and B, both having molecular formula C7H12O6. When heated, B first gives a lactonic acid C7N10O5 and finally a dilactone P (C7H8O4).

Q. 

A also lactonises on heating. What is the correct structure of lactone obtained from A?

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 17




Product shown in question-20. The —COOH and —OH are on anti sides, do not lactonise further.

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 18

Statement Type

Direction (Q. Nos. 18-21) This section is based on Statement I and Statement II. Select the correct answer from the codes given below.

Q. 

Statement I : Ester formation from acid and alcohol occur in acidic medium but not in alkaline medium. However, hydrolysis of esters proceeds in both acidic and alkaline medium.

Statement II : In alkaline medium carboxylic acid is neutralised into salt which do not undergo nucleophilic attack by alcohols.

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 18

RCOOH is neutralised to RCOONa which itself is a nucleophile and it does not undergo nucleophilic attack by poor nucleophile ROH.

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 19

Statement I : When ethyl propanoate is refluxed with butanol in slightly acidic condition at the boiling point of ethanol, butylpropanoate is formed.

Statement II : During trans esterification, larger alcohols always displaces the smaller one.

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 19

Ethanol has lower boiling point than butanol, evaporates immediately after it is formed which enables the above reaction to proceed in forward direction.
However, suitable condition can be made to reverse the above reaction.

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 20

Statement I : If CH3COOCH(CH3)C6H5 is heated with dilute NaOH solution, racemic mixture of 1-phenyl ethanol is formed.

Statement II : At low hydroxide concentration and alcohol part of ester being capable of forming stable carbocation, hydrolysis proceeds preferably by unimolecular alkyl oxygen cleavage mechanism.

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 20

At low hydroxide condition this hydrolysis proceeds as

The planar carbocation then undergo nucleophilic attack by OH- giving racemic mixture.

CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 21

Statement I : p-nitrobenzoic acid is more reactive than benzoic acid in acid catalysed esterification reaction.

Statement II : Rate determining step in Fischer’s esterification reaction of carboxylic acid in nucleophilic attack alcohols on protonated acid.

Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 21

Electron withdrawing nitro group increases electrophilic character of —COOH, hence increases reactivity in Fischer’s esterification.

*Answer can only contain numeric values
CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 22

One Integer Value Correct Type

Direction (Q. Nos. 22-25) This section contains 4 questions. When worked out will result in an integer from 0 to 9 (both inclusive).

Q. 

If a mixture containing ethyl acetate and ethyl propanoate is heated in the presence of C2H5ONa, how many different condensation products would be formed?


Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 22




*Answer can only contain numeric values
CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 23

In the following lists of reactions, how many of them gives ester as the major organic product?







Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 23

Reactions (I), (III), (IV), (V), (VI), (VIII) and (IX) give ester.

*Answer can only contain numeric values
CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 24

How many different isomers exist for C3H6O2 which reduces Tollen’s reagent as well as forms C5H8O3 upon treatment with acetic anhydride ?


Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 24


α-hydroxy ketones also reduces Tollen's reagent.

*Answer can only contain numeric values
CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 25

A hydroxy acid has molecular formula C5H10O3 and it iactonises (forms cyclic esters) on heating. If only five and six membered lactones are considered, how many different isomers of lactones are possible?


Detailed Solution for CPU 5 - Esters (Carboxylic Acids And Acid Derivatives) - Question 25


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