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Published on: 13/05/2022
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Questions + Answers key
Take MCQ Chemistry Test1.
The structure of triphenylmethyl cation is given below. This very stable and some of its salts can be stored for months. Explain the cause of high stability of this cation.
2.
Write structures of various carbocations that can be obtained from 2-methyl butane. Arrange these carbocations in order of increasing stability.
3.
Which bond is more polar in the following pair of molecular?
(i) H3C-H (or) H3C-Br
(ii) H3C-NH2 (or) H3C-OH
(iii) H3C-OH (or) H3C-SH
4.
Which of the following compounds will not exist as resonance hybrid? Give reason for your answer.
(i) CH3 - OH
(ii) R-CONH2
(iii) CH3-CH = CH-CH2NH2
5.
Carry over the following reaction mechanisms.
(i) Bromination of alkene
(ii) Addition of HCN to CH3CHO
(iii) Formation of alkyl bromide with benzoyl peroxide as radical initiator.
1.

(i) In triphenylmethyl cation, due to resonance the positive charge can move at both the o- and p-positions of each benzene ring.

[Six more structures are possible due to resonance in other two benzene rings]
(ii) Totally nine resonance structures are possible for 3 benzene rings
(iii) ∴ Triphenylmethyl cation is highly stable due to these nine resonance structure.
2.
(i) 2-methyl butane has four different sets of equivalent H-atoms.
(ii) Removal of H-atom from any of C-atom gives four different carbocations.
(i) \(C{ H }_{ 3 }\rightarrow \overset { \beta }{ \underset { \overset { | }{ C{ H }_{ 3 } } }{ CH } } \rightarrow \overset { \alpha }{ C{ H }_{ 2 } } \rightarrow \overset { + }{ C{ H }_{ 2 } } \)
(ii) \(C{ H }_{ 3 }\rightarrow \underset { \overset { | }{ C{ H }_{ 3 } } }{ CH } -\overset { + }{ C{ H } } \leftarrow C{ H }_{ 3 }\)
(iii) \(C{ H }_{ 3 }\rightarrow \overset { + }{ \underset { \overset { | }{ C{ H }_{ 3 } } }{ C } } \leftarrow C{ H }_{ 2 }-C{ H }_{ 3 }\)
(iv) \(\overset { + }{ C{ H }_{ 2 } } \leftarrow \underset { \overset { | }{ C{ H }_{ 3 } } }{ CH } \leftarrow C{ H }_{ 2 }-C{ H }_{ 3 }\)
(iii) Stability order of carbocation is 30 > 20 > 10
(iv) Though I & IV are primary carbocations, I has (α-CH3 group at β-carbon and while IV has -CH3 at α-carbon.
(v) +I effect decreases with distance, hence IV is more stable than I
(vi) ∴ The overall stability is I < IV < II < III
3.
(i) C-Br is more polar than C-H (due to electronegativity )
(ii) C-O is more polar than C-N
(iii) C-O is more polar than C-S
4.
(i) CH3 - OH : Does not exist as resonance hybrid due to absence of π-electrons.
(ii) R-CO NH2 : Can exist as resonance hybrid due to the presence of non-bonding electrons on N and n-electrons on C = O bond.

(iii) CH3-CH = CH-CH2NH2: Does not exist as resonance hybrid, because the lone pair on N-atom is not conjugated with n-electrons of the double bond
5.
(i) Brominatin of alkene to give bromo alkane.

(iii) In this reaction, benzoyl peroxide acts as a radical initiator. The mechanism involves free radicals.
\({ H }_{ 2 }C=CH+H-Br\overset { \overset { Benzoyl }{ Peroxide } }{ \longrightarrow } C{ H }_{ 3 }-C{ H }_{ 2 }-Br\)
11th Standard Syllabus & Materials
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TN 11th Tamil பீடு பெற நில் - செய்யுள் - காவடிச்சிந்து Important Questions And Answers Study Material - QB365 Set A
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