CHE2613/101/0/2022 3.2 The reaction of methylpropene with HBr, under radical conditions, gives bve intermediates. Propose a mechanism for the formation of the two products. (8) 3.3 Propose a mechanism for the following reaction and use electronic factors to account for the formation of a major product: CH2 CH2BR N-Bromosuccinimide (NBS) ho, CCI4 (7) 3.4 Draw the structure of an antioxidant, Vitamin E free radical and use resonance structures to account for its stability. (6) Question 4 [38] 4.1 Use electronic factors to explain why methyl carbanion is more stable than tertiary butyl carbanion. (6)

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
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Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 34MP: Reaction of iodoethane with CN- yields a small amount of isonitrile, CH3CH2N≡C, along with the...
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CHE2613/101/0/2022
The reaction of methylpropene with HBr, under radical conditions, gives two
3.2
intermediates. Propose a mechanism for the formation of the two products.
(8)
Propose a mechanism for the following reaction and use electronic factors to account for
3.3
the formation of a major product:
CH2
CH2Br
N-Bromosuccinímide (NBS)
ho, CCI4
(2)
3.4
Draw the structure of an antioxidant, Vitamin E free radical and use resonance structures
to account for its stability.
(9)
Question 4
[38]
4.1
Use electronic factors to explain why methyl carbanion is more stable than tertiary butyl
carbanion.
(9)
4.2
Rank the following intermediates in order of increasing stability. Account for your choice:
:CH2
:CH2
CH2-CH2
:CH2
NO2
CH3
OCH3
(8)
Transcribed Image Text:CHE2613/101/0/2022 The reaction of methylpropene with HBr, under radical conditions, gives two 3.2 intermediates. Propose a mechanism for the formation of the two products. (8) Propose a mechanism for the following reaction and use electronic factors to account for 3.3 the formation of a major product: CH2 CH2Br N-Bromosuccinímide (NBS) ho, CCI4 (2) 3.4 Draw the structure of an antioxidant, Vitamin E free radical and use resonance structures to account for its stability. (9) Question 4 [38] 4.1 Use electronic factors to explain why methyl carbanion is more stable than tertiary butyl carbanion. (9) 4.2 Rank the following intermediates in order of increasing stability. Account for your choice: :CH2 :CH2 CH2-CH2 :CH2 NO2 CH3 OCH3 (8)
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