Organic Chemistry Some Basic Principles and Techniques Test

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Organic Chemistry Some Basic Principles and Techniques Test - 59

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Weekly Quiz Competition

Question 1
1 / -0

Addition of mineral acid to an olefin bond leads to major product. Identify it.

A

B

C

D

Solution

(Refer to Image 1)
(Refer to Image 2)
It will follow Markonikov addition rule as the forming carbocation is more stable with $$7$$ $$\alpha-H$$, thus the above product will form.
Question 2
1 / -0

Which of the following statements is true ?

A
$$CH_3CH_2S^-$$ is both a stronger base and more nucleophilic than $$CH_3CH_2O^-$$

B
$$CH_3CH_2S^-$$ is a stronger base but is less nucleophilic than $$CH_3CH_2O^-$$

C
$$CH_3CH_2S^-$$ is a weaker base but is more nucleophilic than $$CH_3CH_2O^-$$

D
$$CH_3CH_2S^-$$ is both a weaker base but less nucleophilic than $$CH_3CH_2O^-$$

Solution

$$CH_3CH_2-S^-$$ is a weaker base than $$CH_3CH_2-O^-$$ due to greater size of sulphur but it is more nucleophilic than $$CH_3-CH_2O^-$$,because has low electronegativity than oxygen.Hence it can easily donate the electrons.
Question 3
1 / -0

Product A is?

A

B

C

D

Solution

As in Walf - Kischner only carbonyl bond get reduced to $$-CH_2$$
Question 4
1 / -0

$$Br-CH_2-(CH_2)_2-CH_2-Br+CH_3NH_2$$
Product of the reaction is:

A

B

C

D

Solution

As $$CH_3\overset {\text{. .}}{N}H_2$$ has lone pair and will act as a good nucleophile thus substitute $$Br$$ and form a five membered ring.
Intramolecular $$SN_2$$ takes place that cyclized the product.
Question 5
1 / -0

In the reaction given below, the product would be :
$$CH_3-CH=CH-CH_3\xrightarrow{H_3O^+}CH_3-CH_2-\overset{OH}{\overset{|}{CH}}-CH_3$$

A
a mixture of diastereomers

B
optically active

C
optically pure enantiomer

D
a racemic mixture

Solution

As refer to the above reaction i.e., hydration reaction, a chiral carbon is generated which forms a pair of enantiomers so Racemic mixture is formed.
Question 6
1 / -0

Major product of the given reaction is :

A

B

C

D
$$H_2C \, = \, C-\overset{CH_3}{\overset{|}CH_2}-CH_2 \, - \, CH_3$$
Question 7
1 / -0

Which reaction will occur at the fastest rate ?

A

B

C

D

Solution

Least stable double bonds can easily undergo hydrogenation and addition reaction. So, this reaction occurs fast as shown in the above image. $$Br$$ attaches to more stable carbon.
Question 8
1 / -0

The number of possible products for x and y is :

A
2, 4

B
3, 5

C
3, 6

D
3, 4

Solution

Refer to image 01

Dehydration reactions occurs on heating in acidic medium.The products (x) obtained are 3

refer to image 02

Hence, 5 products of (y) are obtained.
Question 9
1 / -0

Degree of unsaturation present in compound $$(A+B+C)$$ is:

A
$$A+B+C=15$$

B
$$A+B+C=17$$

C
$$A+B+C=18$$

D
none of these

Solution

Solution:- (B) $$A + B + C = 17$$
Reaction $$1$$:-
$${C}_{6}{H}_{5}-CHO \xrightarrow[\left( 2 \right) {{H}_{3}O}^{+}, \Delta]{\left( 1 \right) {Ac}_{2}O, AcONa, \Delta} {C}_{6}{H}_{5}-CH=CH-\overset{\underset{||}{O}}{C}-OH \Rightarrow$$ Degree of unsaturation $$= 6$$
Reaction $$2$$:-
$${C}_{6}{H}_{5}-CH=CH-\overset{\underset{||}{O}}{C}-C{H}_{3} \xrightarrow[{\left( C{H}_{3} \right)}_{2}CH-OH]{Al{\left( O CH{Me}_{2} \right)}_{3}} {C}_{6}{H}_{5}-CH=CH-\overset{\underset{|}{OH}}{CH}-C{H}_{3} \Rightarrow$$ Degree of unsaturation $$= 5$$
Reaction $$3$$:-
$${C}_{6}{H}_{5}-CH=CH-\overset{\underset{|}{OH}}{CH}-C{H}_{3} \xrightarrow[\left( 2 \right) {H}^{+}]{\left( 1 \right) NaOI} {C}_{6}{H}_{5}-CH=CH-\overset{\underset{||}{O}}{C}-OH \Rightarrow$$ Degree of unsaturation $$= 6$$
Therefore,
Degree of unsaturation present in compound $$\left( A + B + C \right)$$ is $$6 + 5 + 6 = 17$$.
Question 10
1 / -0

The given reduction can be best carried out by.

A
Clemmensen reduction

B
Wolff-Kishner reduction

C
$$NaBH_4$$

D
None of these

Solution

During reduction of ketone, In Clemenson reduction, alcohol group is converted to chloride because of the acidic $$HCl$$.
But, in Wolff-Kishner Reduction $$-OH$$ group is unaffected.