i) Reaction of 3-methyl-2-butanol with hydrogen bromide yields 2-bromo-2- methylbutane (major product) and 2-bromo-3-methylbutane (minor product). Draw the mechanism for the above reaction. ii) Name and provide the structure of the major organic product which results when (R)-3, 3-dimethyl-2-butanol is heated in the presence of HBr. iii) When 1-iodo-1-methylcyclohexane is treated with NaOCH2CH3 as the base, the more highly substituted alkene product predominates. When KOC(CH3)3 is used as the base, the less highly substituted alkene predominates. Give the structures of the two products and explain.

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15) i) Reaction of 3-methyl-2-butanol
with hydrogen bromide yields 2-bromo-2-
methylbutane (major product) and 2-bromo-3-methylbutane (minor product). Draw
the mechanism for the above reaction.
ii) Name and provide the structure of the major organic product which results when
(R)-3, 3-dimethyl-2-butanol is heated in the presence of HBr.
iii) When 1-iodo-1-methylcyclohexane is treated with NaOCH2CH3 as the base, the
more highly substituted alkene product predominates. When KOC(CH3)3 is used as the
base, the less highly substituted alkene predominates. Give the structures of the two
products and explain.
Transcribed Image Text:15) i) Reaction of 3-methyl-2-butanol with hydrogen bromide yields 2-bromo-2- methylbutane (major product) and 2-bromo-3-methylbutane (minor product). Draw the mechanism for the above reaction. ii) Name and provide the structure of the major organic product which results when (R)-3, 3-dimethyl-2-butanol is heated in the presence of HBr. iii) When 1-iodo-1-methylcyclohexane is treated with NaOCH2CH3 as the base, the more highly substituted alkene product predominates. When KOC(CH3)3 is used as the base, the less highly substituted alkene predominates. Give the structures of the two products and explain.
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