Question

In each reaction box, place the best reagent and conditions from the list below. 3-Hexanone should be the exclusive fin...

In each reaction box, place the best reagent and conditions from the list below. 3-Hexanone should be the exclusive final product. (A reagent may be used more than once.)

In each reaction box, place the best reagent and c

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Answer #1
Concepts and reason

Synthesize ketones form alkynes by using the list of reagents provided. Hydration of alkynes form ketones.

Fundamentals

Given alkyne can be converted to ketone by using the following steps.

1.Deprotonation and reaction with alkyl halide

2.Hydration of alkyne

The reaction is,

1) NaNH2
HCSC
2) CH3CH2I
HC= CH
ethyne
HC50—62-CHg
ethyn-1-ide
but-1-yne

The reaction is,

3) NaNH2
HC=C—
—CHE
c=c_2–CH
but-1-yn-1-ide
but-1-yne
4) CH3CHI
H3C—62-c=c—
—CHg
hex-3-yne

The reaction is,

Hac—62-c3c
-CH, 5) H20, H2SO4, HgSO4
→
H3C—C—C—C—C-CH3
hexan-3-one
hex-3-yne

Ans:

Thus, the correct choice of reagents is,

1) NaNH2
2) CH3CH2I
3) NaNH,
4) CH3CHI
5) H20, H2SO4, HgSO4

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