Amines Test

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Amines Test - 58

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Weekly Quiz Competition

Question 1
1 / -0

Arrange the following in the decreasing order of basic character.
I. p-toluidine
II. N, N-dimethyl-p-toluidine
III. p-nitroaniline
IV. Aniline

A
II > III > I > IV

B
I > II > III > IV

C
II > I > IV > III

D
IV > III > I > II

Solution

1. The $$+I$$ effect of 2 methyl group of N and hyper conjugation of methyl group at para position makes the $$N,N-dimethyl-p-toluidine$$ more basic.

2. para toluidine shows the + I and hyperconjugation of one methyl group at position makes it less basic than N,N-dimethyl-p-toluidine.

3. paranitroaniline shows -R effect of $$NO_2$$ group at para position, it is the least basic compound.

Hence, the order is $$II>I>IV>III$$

Option C is correct.
Question 2
1 / -0

Amines behave as:

A
Lewis acids

B
Lewis base

C
aprotic acid

D
neutral compound

Solution

Amine is an organic compound derived from ammonia by replacement of one or more hydrogen atoms by organic groups. Ex: Aniline
($$C_6H_5NH_2$$). Because of the presence of lone pair amines acts as Lewis bases.
Hence, option $$B$$ is correct
Question 3
1 / -0

Which of the following are P and S in the series of reactions?

A
$$C_2H_5MgX$$ and $$(C_2H_5)_2NCH_3$$

B
$$CH_3MgX$$ and N-methyl-$$2$$-butanamine

C
$$CH_3MgX$$ and N-ethyl-$$2$$-butanamine

D
$$C_2H_5MgX$$ and $$(CH_3)_2NC_2H_5$$

Solution
Question 4
1 / -0

The correct order of basic strength of the following are:

A
$$1 > 2 > 3 > 4$$

B
$$4 > 2 > 3 > 1$$

C
$$3 > 4 > 2 > 1$$

D
$$3 > 2 > 4 > 1$$

Solution

As it is known that electron-releasing group increases the basic strength and electron withdrawing group decreases the basic strength of $$-NH_2$$ group.
As in group is planked between two electron withdrawing groups, compound $$(1)$$ is least basic among all. In compound $$(2)$$, $$-NH-$$ is attached with one electron withdrawing group $$-CO-$$ and one electron releasing group -$$CH_3$$, it is a bit basic than compound $$(1)$$. In compound $$(4)$$ - $$COCH_3$$, group is attached to aniline ring, not directly with -$$NH_2$$ group.
Hence it is more basic than compound $$(2)$$. Compound $$(3)$$ is most basic among all compounds since in it, -$$NH_2$$ is attached to only one electron releasing group $$(-CH_2-)$$. Thus, the correct order of basic strength will be $$3 > 4 > 2 > 1$$.
Question 5
1 / -0

How many $$\pi$$ electrons are present in the above conjugation compound?

A
2

B
4

C
6

D
None of these
Question 6
1 / -0

Which one of the following is least basic in character? (Compare basicity at N-H position).

A

B

C

D
Question 7
1 / -0

$$C{ H }_{ 3 }Br+KCN\left( alc. \right) \longrightarrow X\xrightarrow [ \quad Na+{ C }_{ 2 }{ H }_{ 5 }OH\quad ]{ \quad Reduction\quad } Y$$
What is $$Y$$ in the series?

A
$$C{ H }_{ 3 }CN$$

B
$${ C }_{ 2 }{ H }_{ 5 }CN$$

C
$${ C }_{ 2 }{ H }_{ 5 }N{ H }_{ 2 }$$

D
$$C{ H }_{ 3 }N{ H }_{ 2 }$$

Solution

(c) Y is ethyl amine obtained by the reduction of acetonitrile (X).

$$C{ H }_{ 3 }Br+KCN\left( alc. \right) \longrightarrow \underset {X}{C{ H }_{ 3 }CN}$$
$$\underset { Y }{ C{ H }_{ 3 }C{ H }_{ 2 }N{ H }_{ 2 } } \xleftarrow [ Reduction ]{ \quad { Na }/{ { C }_{ 2 }{ H }_{ 5 }OH }\quad } $$
Question 8
1 / -0

The increasing order of reactivity of these diazonium ions in azo-coupling reaction (under similar conditions) will be:

A
I < IV < II < III

B
I < III < IV < II

C
III < II < IV < I

D
III < I < IV < II

Solution

Strong the electron withdrawing group, more will be the electrophilic nature.
Increasing order of electron withdrawing group is given by :
-$$NO_2 > -CH_3 > -OCH_3 > -(CH_3)_2N $$
Therefore, correct order of reactivity is 1 < 3 < 4 < 2.
Hence, the correct option is B.
Question 9
1 / -0

$$CH_3CH_2Cl \xrightarrow {NaCN}X \xrightarrow{Ni/H_2}Y \xrightarrow{acetic\, anhydride}Z$$
In the above reaction sequence, $$Z$$ is:

A
$$CH_3CH_2CH_2NHCOCH_3$$

B
$$CH_3CH_2CH_2NH_2$$

C
$$CH_3CH_2CH_2CONHCH_3$$

D
$$CH_3CH_2CH_2CONHCOCH_3$$

Solution

$$CH_3CH_2Cl \overset{NaCN}{\rightarrow} CH_3- \underset{X}{CH_2}-CN \overset{Ni/H_2}{\rightarrow} CH_3-CH_2 CH_2NH_2\xrightarrow[anhydride]{Acetic} CH_3-CH_2 -\underset{Z}{CH_2}-NHCOCH_3$$
Question 10
1 / -0

Among the following amines, which one has the highest $$pK_{b}$$ value in aqueous solution?

A
Methanamine

B
N, N-dimethylaniline

C
Ethanamine

D
Benzenamine

E
None of the above

Solution

+Inductive effct increases the electron density on nitrogen thus makes it more basic while +R effect involves the lone pair of N in conjugation thereby reduces its basicity.
Therefore aniline are less basic than alkyl amines and secondary aniline are more basic than aniline.
Highest $$pK_b$$ means least basic nature, therefore option D is correct.