A student proposes to synthesize an alkyne A₁ from a smaller alkyne A₂ and an alkyl bromide B in two steps, like so: A2 1. NaNH2 2. B A₁ Oyes Is the student's proposal reasonable? Can A₁ be made in good yield from a smaller alkyne A₂, without losing too much starting material to competing reactions that produce unwanted byproducts? Ono If you said the student's proposal was reasonable, draw both A2 and B in the drawing area below. If there's more than one reasonable pair of starting reactants, draw any one pair. Question #15

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
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.44P
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A student proposes to synthesize an alkyne A₁ from a smaller alkyne A₂ and an alkyl bromide B in two steps, like so:
A2
1. NaNH2
2. B
A₁
Oyes
Is the student's proposal reasonable? Can A₁ be made in good yield from a smaller alkyne A₂, without losing too
much starting material to competing reactions that produce unwanted byproducts?
Ono
If you said the student's proposal was reasonable, draw both A2 and B in the drawing area below.
If there's more than one reasonable pair of starting reactants, draw any one pair.
Question #15
Transcribed Image Text:A student proposes to synthesize an alkyne A₁ from a smaller alkyne A₂ and an alkyl bromide B in two steps, like so: A2 1. NaNH2 2. B A₁ Oyes Is the student's proposal reasonable? Can A₁ be made in good yield from a smaller alkyne A₂, without losing too much starting material to competing reactions that produce unwanted byproducts? Ono If you said the student's proposal was reasonable, draw both A2 and B in the drawing area below. If there's more than one reasonable pair of starting reactants, draw any one pair. Question #15
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