It is often helpful to have more than one way to make a given molecule, as you may not know ahead of time which strategy will be more successful.... 4-Hexyne-2-ol can be made from propene in two different ways – one by way of a bromohydrin, using a protecting group strategy, and another by using an epoxide (which does not need a protecting group strategy). (a) First, give the synthesis which goes through the bromohydrin and uses a protecting group. ОН (b) Now, modify the synthesis (you may start with propene, or any other molecule you already made in part (a)) to accomplish the synthesis of 4-hexyne-2-ol using an epoxide.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
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It is often helpful to have more than one way to make a given molecule, as you may not know
ahead of time which strategy will be more successful.... 4-Hexyne-2-ol can be made from
propene in two different ways – one by way of a bromohydrin, using a protecting group strategy,
and another by using an epoxide (which does not need a protecting group strategy).
(a) First, give the synthesis which goes through the bromohydrin and uses a protecting group.
OH
(b) Now, modify the synthesis (you may start with propene, or any other molecule you already
made in part (a)) to accomplish the synthesis of 4-hexyne-2-ol using an epoxide.
Transcribed Image Text:It is often helpful to have more than one way to make a given molecule, as you may not know ahead of time which strategy will be more successful.... 4-Hexyne-2-ol can be made from propene in two different ways – one by way of a bromohydrin, using a protecting group strategy, and another by using an epoxide (which does not need a protecting group strategy). (a) First, give the synthesis which goes through the bromohydrin and uses a protecting group. OH (b) Now, modify the synthesis (you may start with propene, or any other molecule you already made in part (a)) to accomplish the synthesis of 4-hexyne-2-ol using an epoxide.
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