Organic Chemistry Some Basic Principles and Techniques Test

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Organic Chemistry Some Basic Principles and Techniques Test - 38

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Weekly Quiz Competition

Question 1
1 / -0

Arrange the above in the decreasing order of reactivity towards HBr :

A
a > b > c

B
b > a > c

C
b > c > a

D
a > c > b

Solution

Among a,b and c electron donating ability order is $$-OCH_3>-CH_3>-CH_2OCH_3$$ more the electron donating ability of substituent more is the stability of carbocation.So, thee correct answer will be $$b>a>c$$.
Question 2
1 / -0

$$\xrightarrow[20^0C]{Cl_2}\,\xrightarrow[2. Ca(OH)_2]{1.H_2O}\,,\xrightarrow[\bigtriangleup ]{H_+}\,,A;Identify A$$

A

B
$$CH_3-\underset{CH_3}{\underset{|}{CH}}-CHO$$

C
$$CH_3-\overset{O}{\overset{|}{c}}-CH_2 -CH_3$$

D
$$CH_3-\overset{CH_3}{\overset{|}{C}}=CH_2$$

Solution
Question 3
1 / -0

Which of the following product cannot be obtained in above reaction ?

A
$$H-{\overset{O}{\overset{||}C}}-CH_2-{\overset{O}{\overset{||}C}}-H$$

B
$$CH_3-{\overset{O}{\overset{||}C}}-CH_2-{\overset{O}{\overset{||}C}}-H$$

C
$$CH_3-{\underset{CHO}{\underset{|}C}}-{\overset{O}{\overset{||}C}}-H$$

D
None of these

Solution

First birch reduction occurs where benzene is reduced to cyclohex-di-ene
Refer to image 01
Reductive ozonolysis of A using $$O_3/Zn$$ gives
Refer to image 02
Question 4
1 / -0

(TMAO $$\rightarrow$$ trimethyl amine - N - oxide)
Product (A) is :

A

B
$$CH_3-\underset{OH}{\underset{|}{\overset{CH_3}{\overset{|}{C}}}}-\underset{OH}{\underset{|}{\overset{CH_3}{\overset{|}{C}}}}-CH_3$$

C
$$CH_3-\overset{O}{\overset{||}{C}}-CH_3$$

D
$$CH_3-\overset{O}{\overset{||}{C}}-C(CH_3)3$$

Solution

Reaction of alkene with $$OsO_4$$ leads to the formation a dihydroxyl compound.This reaction is called dihydroxylation reaction.
Syn-addition takes place on both doubly bonded carbon.
Question 5
1 / -0

The reaction of $$HBr$$ with the following compound would produce:

A

B

C

D

Solution

$$\rightarrow OH$$ is an activating group which activates the ring and makes the alkene to attack upon $$H-Br$$ and give the above product.
Question 6
1 / -0

Product (A) is:

A

B

C

D

Solution

refer to image

The peroxide addition from mcpba occurs to the most unstable double bond due to bond angle strained, middle one is the least stable, so peroxy addition takes place there.
Question 7
1 / -0

Given conversion can be achieved by.

A
Wolff-Kishner reduction

B
Clemmensen reduction

C
$$HS-CH_2-CH_2-SH$$, followed by Raney Ni

D
None of these

Solution

Refer to image 01
This conversion cannot be acheived by the normal reducing agents which occurs (refer to image 002) this is because (refer to image 03) is formed as intermediate. Since, it is already present it is inconvenient for the conversion.
Question 8
1 / -0

Consider the following $$E_1/S_{N^1}$$ reaction :

A
1 and 3

B
3 and 4

C
2 and 3

D
1, 2, 3 and 4

Solution

Refer to image 01
Four product is formed, Two major and two minor. The minor products formed are (refer to image02).
Question 9
1 / -0

Consider the above sequence and answer the following
Conversion $$R-CO_2H\rightarrow R- CHO $$ can be done by:

A
$$LiAlH_4$$

B
$$NaBH_4$$

C
$$DIBAi-H$$

D
All of these

Solution

Carboxylic acids can be reduced into aldehyde by various reagent involving hydride ions.
(i) $$R-COOH \xrightarrow []{LiAlH_4}R-CHO$$
(ii) $$R-COOH \xrightarrow []{NaBH_4}R-CHO$$
(iii) $$R-COOH \xrightarrow []{DiBAI-H} R-CHO$$

So, The answer is (D).
Question 10
1 / -0

$$1-2 \, dichloro ethane + NaSCH_2CH_2SNa \, \rightarrow \, C_4H_8S_2 \, + \, (P)$$

Unkonwn product (P) of the reaction is :

A

B

C
$$H-S-\underset{H}{\underset{|}{C}}=\underset{H}{\underset{|}{C}}-CH=CH-S-H$$

D
$$H-\underset{H}{\underset{|}{C}}=\underset{H}{\underset{|}{C}}-CH=CH-S-H$$

Solution

Refer to image 01
Here,
Refer to image 02
are formed which combines due to the attractive forces and form.
Refer to image 03