Organic Chemistry Some Basic Principles and Techniques Test

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Organic Chemistry Some Basic Principles and Techniques Test - 61

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Question 1
1 / -0

A

B

C

D

Solution

Primary secondary alcohols are oxidized by PCC into aldehydes, ketones, respectively while tertiary alcohols do not change in PCC
(Refer to Image)
Question 2
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Given is mechanism of Beckmann rearrangement.

Rate determining step in Beckmann rearrangement :

A
$$I$$

B
$$II$$

C
$$III$$

D
$$IV$$

Solution

Backmann rearrangement is a reaction of oximes that can result in either amides or nitriles depending on the starting material is oximes derived from ketones from amides and oximes derrived from aldehydes from nitriles.
Therefore in backmann rearrangement there are five major steps
$$(a)$$ Protonation
$$(b)$$ rearrangement (Rate determining step)
$$(c)$$ Attack of carbocation
$$(d)$$ Deprotonation
$$(e)$$ Protonation
Question 3
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Arrange the following carbonyl compounds in decreasing order of their reactivity in nucleophilic addition reaction.

A
ii $$>$$ iii $$>$$ i $$>$$ iv

B
ii $$>$$ i $$>$$ iv $$>$$ iii

C
iii $$>$$ ii $$>$$ i $$>$$ iv

D
iii $$>$$ i $$>$$ iv $$>$$ ii

Solution

Aldehydes are more reactive than ketone because they are less bulky than ketone.
And, electron withdrawing groups must be attached to reduce electron density towards nucleophilic substitution.
So, $$-NO_2$$ has high reactivity
(Refer to Image)
Question 4
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$$R-\overset{O}{\overset{||}{C}}-R\overset{HCN}{\underset{(catalyst)}{\rightleftharpoons}}R-\overset{OH}{\overset{|}{\underset{CN}{\underset{|}{C}}}}-R$$
Which of the following can be used as a catalyst in the given reaction?

A
$$Cl^-$$

B
$$CH_3-\overset{\displaystyle O}{\overset{||}{C}}-O^-$$

C
$$Et-O^-$$

D
$$HSO^-_4$$

Solution

For using a compound as a catalyst in $$HCN$$ reactant, the catalyst must be a strong base. Here, $$Et\overset {\circleddash}O$$ is strong base because it is conjugate of weak acid $$EtO^-$$
Question 5
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Product 'P' is:

A

B

C

D

Solution
Question 6
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Product $$(N)$$ is:

A

B

C

D

Solution

(Refer to Image)
Answer is option B.
Question 7
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Product $$(A)$$ in the above reaction is:

A

B

C
$$Ph - CH_2 - \overset{OH}{\overset{\!\!\!\!\!|}{CH}} - CH_3$$

D

Solution
Question 8
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Identify the principal organic product of the following reaction.

A

B

C

D

Solution

$$NaSCH_3\longrightarrow Na+SCH_3$$
Therefore it is a nucleophilic aromatic substitution reaction.
Also,$$-NO_2$$ group is a good leaving group than $$F, Br$$.
Question 9
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Product (A) is ?

A

B

C

D

Solution

As the methanol is acidic in nature, it will remove $$H^+$$ and gives $$O{ CH }_3^-$$ ion that gives addition reaction on the alkene.
Question 10
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Unknown $$(A)$$ is:

A

B

C

D
$$Ph-\overset{O}{\overset{||}{C}}-Ph$$

Solution

$$\longrightarrow$$ Friedel Crafts Benzoylation
Benzoylation of aromatic rings in presence of lewis acid catalyst such as $$AlCl_3$$ etc.