Select the compound in each of the following pairs that will be converted to the corresponding alkyl bromide more rapidly on being treated with hydrogen bromide. Explain the reason for your choice. (a) 1-Butanol or 2-Butanol  (b) 2-Methyl-1-butanol or 2-butanol (c) 2-Methyl-2-butanol or 2-butanol (d) 2-Methylbutane or 2-butanol (e) 1-Methylcyclopentanol or cyclohexanol Draw the energy diagrams of an SN1 reaction and an SN2 reaction. Include in your drawing an example reaction. Identify the rate limiting step and label it as unimolecular or bimolecular.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
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4.33  Select the compound in each of the following pairs that will be converted to the corresponding alkyl bromide more rapidly on being treated with hydrogen bromide. Explain the reason for your choice.

(a) 1-Butanol or 2-Butanol 

(b) 2-Methyl-1-butanol or 2-butanol

(c) 2-Methyl-2-butanol or 2-butanol

(d) 2-Methylbutane or 2-butanol

(e) 1-Methylcyclopentanol or cyclohexanol

Draw the energy diagrams of an SN1 reaction and an SN2 reaction. Include in your drawing an
example reaction. Identify the rate limiting step and label it as unimolecular or bimolecular.

 
 
 
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