Question 3. (10 Marks) Starting with 2,3,3-trimethylheptan-4-ol, plus any reagents seen this semester in CHEM3570, suggest a multi-step synthetic scheme that would generate a racemic mixture of 2,4-dimethylheptan-3-ol, in the final product box, in high yield (i.e. as the MAJOR product). OH 2,3,3-trimethylheptan-4-ol 2,4-dimethylheptan-3-ol (2 pairs of enantiomers) 3

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 30CTQ
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Question 3. (10 Marks) Starting with 2,3,3-trimethylheptan-4-ol, plus any reagents seen
this semester in CHEM3570, suggest a multi-step synthetic scheme that would generate a
racemic mixture of 2,4-dimethylheptan-3-ol, in the final product box, in high yield (i.e. as the
MAJOR product).
OH
2,3,3-trimethylheptan-4-ol
2,4-dimethylheptan-3-ol
(2 pairs of
enantiomers)
3
Transcribed Image Text:Question 3. (10 Marks) Starting with 2,3,3-trimethylheptan-4-ol, plus any reagents seen this semester in CHEM3570, suggest a multi-step synthetic scheme that would generate a racemic mixture of 2,4-dimethylheptan-3-ol, in the final product box, in high yield (i.e. as the MAJOR product). OH 2,3,3-trimethylheptan-4-ol 2,4-dimethylheptan-3-ol (2 pairs of enantiomers) 3
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