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Case Based Questions Test: Amines - NEET MCQ


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15 Questions MCQ Test - Case Based Questions Test: Amines

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Case Based Questions Test: Amines - Question 1

Read the passage given below and answer the following questions:

Greater is the stability of the substituted ammonium cation, stronger should be the corresponding amine as a base. Thus, the order of basicity of aliphatic amines should be: primary > secondary > tertiary, which is opposite to the inductive effect based order. Secondly, when the alkyl group is small, like –CH3 group, there is no steric hindrance to H-bonding. In case the alkyl group is bigger than CH3 group, there will be steric hinderance to H-bonding. Therefore, the change of nature of the alkyl group, e.g., from –CH3 to –C2H5 results in change of the order of basic strength.

In the following questions a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices.

Assertion (A): (CH3)2NH > CH3NH2 > (CH3)3N > NH3 is the order of basic strength in case of methyl substituted amines.

Reason (R): The inductive effect, solvation effect and steric hindrance of the alkyl group decides the basic strength of alkyl amines in the aqueous state.

Detailed Solution for Case Based Questions Test: Amines - Question 1
(CH3)2NH > CH3NH2 > (CH3)3N > NH3 is the order of basic strength in case of methyl substituted amines as the inductive effect, solvation effect and steric hinderance of the alkyl group decides the basic strength of alkyl amines in the aqueous state.
Case Based Questions Test: Amines - Question 2

Read the passage given below and answer the following questions:

Greater is the stability of the substituted ammonium cation, stronger should be the corresponding amine as a base. Thus, the order of basicity of aliphatic amines should be: primary > secondary > tertiary, which is opposite to the inductive effect based order. Secondly, when the alkyl group is small, like –CH3 group, there is no steric hindrance to H-bonding. In case the alkyl group is bigger than CH3 group, there will be steric hinderance to H-bonding. Therefore, the change of nature of the alkyl group, e.g., from –CH3 to –C2H5 results in change of the order of basic strength.

In the following questions a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices.

Assertion (A): Amines behave as a Lewis base.

Reason (R): Amines have an unshared pair of electrons on nitrogen atom.

Detailed Solution for Case Based Questions Test: Amines - Question 2
Amines behave as a Lewis base as they have an unshared pair of electrons on nitrogen atom.
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Case Based Questions Test: Amines - Question 3

Read the passage given below and answer the following questions:

Greater is the stability of the substituted ammonium cation, stronger should be the corresponding amine as a base. Thus, the order of basicity of aliphatic amines should be: primary > secondary > tertiary, which is opposite to the inductive effect based order. Secondly, when the alkyl group is small, like –CH3 group, there is no steric hindrance to H-bonding. In case the alkyl group is bigger than CH3 group, there will be steric hinderance to H-bonding. Therefore, the change of nature of the alkyl group, e.g., from –CH3 to –C2H5 results in change of the order of basic strength.

In the following questions a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices.

Assertion (A): (C2H5) 2NH > (C2H5) 3N > C2H5NH2 > NH3 is the order of basic strength in case of ethyl substituted amines.

Reason (R): The change of nature of the alkyl group, does not result in change of the order of basic strength.

Detailed Solution for Case Based Questions Test: Amines - Question 3
(C2H5)2NH > (C2H5)3N > C2H5NH2 > NH3 is the order of basic strength in case of ethyl substituted amines. The change of nature of the alkyl group, results in change of the order of basic strength.
Case Based Questions Test: Amines - Question 4

Read the passage given below and answer the following questions:

Greater is the stability of the substituted ammonium cation, stronger should be the corresponding amine as a base. Thus, the order of basicity of aliphatic amines should be: primary > secondary > tertiary, which is opposite to the inductive effect based order. Secondly, when the alkyl group is small, like –CH3 group, there is no steric hindrance to H-bonding. In case the alkyl group is bigger than CH3 group, there will be steric hinderance to H-bonding. Therefore, the change of nature of the alkyl group, e.g., from –CH3 to –C2H5 results in change of the order of basic strength.

In the following questions a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices.

Assertion (A): Greater is the stability of the substituted ammonium cation, stronger is the corresponding amine as a base.

Reason (R): The order of basicity of aliphatic amines is: primary > secondary > tertiary.

Detailed Solution for Case Based Questions Test: Amines - Question 4
Greater is the stability of the substituted ammonium cation, stronger is the corresponding amine as a base but the inductive effect, solvation effect and steric hinderance of the alkyl group decides the basic strength of alkyl amines in the aqueous state.
Case Based Questions Test: Amines - Question 5

Read the passage given below and answer the following questions:

Benzene ring in aniline is highly activated. This is due to the sharing of lone pair of nitrogen with the ring which results in increase in the electron density on the ring and hence facilitates the electrophilic attack. The substitution mainly takes place at ortho and para positions because electron density is more at ortho and para positions. On reaction with aqueous bromine all the ortho and para positions get substituted resulting in the formation of 2,4,6-tribromoaniline. To get a monobromo compound, the amino group is acetylated before bromination. After bromination, the bromoacetanilide is acid hydrolysed to give the desired halogenated amine.

In the following questions, a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices :

Assertion (A): Benzene ring is aniline is highly deactivated.

Reason (R): In aniline, the sharing of lone pair of nitrogen with the ring increases the electron density on the ring.

Detailed Solution for Case Based Questions Test: Amines - Question 5
Benzene ring in aniline is highly activated.
Case Based Questions Test: Amines - Question 6

Read the passage given below and answer the following questions:

Benzene ring in aniline is highly activated. This is due to the sharing of lone pair of nitrogen with the ring which results in increase in the electron density on the ring and hence facilitates the electrophilic attack. The substitution mainly takes place at ortho and para positions because electron density is more at ortho and para positions. On reaction with aqueous bromine all the ortho and para positions get substituted resulting in the formation of 2,4,6-tribromoaniline. To get a monobromo compound, the amino group is acetylated before bromination. After bromination, the bromoacetanilide is acid hydrolysed to give the desired halogenated amine.

In the following questions, a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices :

Assertion (A): The amino group of aniline is acetylated before bromination.

Reason (R): It is due to the strong deactivating effect of –NH2 group.

Detailed Solution for Case Based Questions Test: Amines - Question 6
–NH2 group of aniline is acetylated before bromination due to the strong activating effect of –NH2 group.
Case Based Questions Test: Amines - Question 7

Read the passage given below and answer the following questions:

Benzene ring in aniline is highly activated. This is due to the sharing of lone pair of nitrogen with the ring which results in increase in the electron density on the ring and hence facilitates the electrophilic attack. The substitution mainly takes place at ortho and para positions because electron density is more at ortho and para positions. On reaction with aqueous bromine all the ortho and para positions get substituted resulting in the formation of 2,4,6-tribromoaniline. To get a monobromo compound, the amino group is acetylated before bromination. After bromination, the bromoacetanilide is acid hydrolysed to give the desired halogenated amine.

In the following questions, a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices :

Assertion (A): In aniline –NH2 group facilitates the electrophilic attack.

Reason (R): It is due to decrease in electron density on the ring.

Detailed Solution for Case Based Questions Test: Amines - Question 7
In aniline, –NH2 group facilitates the electrophilic attack because the sharing of lone pair of nitrogen with the ring increases the electron density on the ring.
Case Based Questions Test: Amines - Question 8

Read the passage given below and answer the following questions:

Benzene ring in aniline is highly activated. This is due to the sharing of lone pair of nitrogen with the ring which results in increase in the electron density on the ring and hence facilitates the electrophilic attack. The substitution mainly takes place at ortho and para positions because electron density is more at ortho and para positions. On reaction with aqueous bromine all the ortho and para positions get substituted resulting in the formation of 2,4,6-tribromoaniline. To get a monobromo compound, the amino group is acetylated before bromination. After bromination, the bromoacetanilide is acid hydrolysed to give the desired halogenated amine.

In the following questions, a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices :

Assertion (A): In aniline, the substitution mainly takes place at ortho and para positions.

Reason (R): The electron density is more at ortho and para positions.

Detailed Solution for Case Based Questions Test: Amines - Question 8
In aniline, the electron density is more at ortho and para positions than meta position, so, the substitution mainly takes place at ortho and para positions.

The above resonating structures of aniline show more electron density at the ortho and para positions.

Case Based Questions Test: Amines - Question 9

Read the passage given below and answer the following questions :

The main problem encountered during electrophilic substitution reactions of aromatic amines is that of their very high reactivity. Substitution tends to occur at ortho and para positions. If we have to prepare monosubstituted aniline derivative, how can the activating effect of –NH2 group be controlled? This can be done by protecting the –NH2 group by acetylation with acetic anhydride, then carrying out the desired substitution followed by hydrolysis of the substituted amide to the substituted amine.

Q. Give the major product of the following reaction:

Detailed Solution for Case Based Questions Test: Amines - Question 9

Case Based Questions Test: Amines - Question 10

Read the passage given below and answer the following questions :

The main problem encountered during electrophilic substitution reactions of aromatic amines is that of their very high reactivity. Substitution tends to occur at ortho and para positions. If we have to prepare monosubstituted aniline derivative, how can the activating effect of –NH2 group be controlled? This can be done by protecting the –NH2 group by acetylation with acetic anhydride, then carrying out the desired substitution followed by hydrolysis of the substituted amide to the substituted amine.

Q. Aniline is a resonance hybrid of

Detailed Solution for Case Based Questions Test: Amines - Question 10

Case Based Questions Test: Amines - Question 11

Read the passage given below and answer the following questions :

The main problem encountered during electrophilic substitution reactions of aromatic amines is that of their very high reactivity. Substitution tends to occur at ortho and para positions. If we have to prepare monosubstituted aniline derivative, how can the activating effect of –NH2 group be controlled? This can be done by protecting the –NH2 group by acetylation with acetic anhydride, then carrying out the desired substitution followed by hydrolysis of the substituted amide to the substituted amine.

Q. What is the major product A of the following reaction:

Detailed Solution for Case Based Questions Test: Amines - Question 11

Case Based Questions Test: Amines - Question 12

Read the passage given below and answer the following questions :

The main problem encountered during electrophilic substitution reactions of aromatic amines is that of their very high reactivity. Substitution tends to occur at ortho and para positions. If we have to prepare monosubstituted aniline derivative, how can the activating effect of –NH2 group be controlled? This can be done by protecting the –NH2 group by acetylation with acetic anhydride, then carrying out the desired substitution followed by hydrolysis of the substituted amide to the substituted amine.

Q. Why is the activating effect of -NHCOCH3 group in the above reaction less than the activating effect of amino group?

Detailed Solution for Case Based Questions Test: Amines - Question 12
The lone pair of electrons on nitrogen of acetanilide interacts with oxygen atom due to resonance as shown below

Hence, the lone pair of electrons on nitrogen is less available for donation to benzene ring by resonance. Therefore, activating effect of – NHCOCH3 group is less than that of amino group.

Case Based Questions Test: Amines - Question 13

Read the passage given below and answer the following questions:

A mixture of two aromatic compounds (A) and (B) was separated by dissolving in chloroform followed by extraction with aqueous KOH solution. The organic layer containing compound (A), when heated with alcoholic solution of KOH produce C7H5N (C) associated with unpleasant odour.

The following questions are multiple choice question. Choose the most appropriate answer:

Q. Direct nitration of an aromatic compounds (A) is not feasible because

Detailed Solution for Case Based Questions Test: Amines - Question 13
Direct nitration of aniline is not a feasible process because nitric acid oxidises most of aniline to give tarry oxidation products along with only a small amount of nitrated products.
Case Based Questions Test: Amines - Question 14

Read the passage given below and answer the following questions:

A mixture of two aromatic compounds (A) and (B) was separated by dissolving in chloroform followed by extraction with aqueous KOH solution. The organic layer containing compound (A), when heated with alcoholic solution of KOH produce C7H5N (C) associated with unpleasant odour.

The following questions are multiple choice question. Choose the most appropriate answer:

Q. What is A?

Detailed Solution for Case Based Questions Test: Amines - Question 14
Aniline is an organic compound with the formula C₆H₅NH₂. Consisting of a phenyl group attached to an amino group, aniline is the simplest aromatic amine. It is an industrially significant commodity chemical, as well as a versatile starting material for fine chemical synthesis.
Case Based Questions Test: Amines - Question 15

Read the passage given below and answer the following questions:

A mixture of two aromatic compounds (A) and (B) was separated by dissolving in chloroform followed by extraction with aqueous KOH solution. The organic layer containing compound (A), when heated with alcoholic solution of KOH produce C7H5N (C) associated with unpleasant odour.

The following questions are multiple choice question. Choose the most appropriate answer:

Q. The alkaline aqueous layer (B) when heated with chloroform and then acidified give a mixture of isomeric compounds of molecular formula C7H6O2. (B) is

Detailed Solution for Case Based Questions Test: Amines - Question 15

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