Question

In each reaction box, place the best reagent and conditions from the list below. Start with...

In each reaction box, place the best reagent and conditions from the list below. Start with an alkyne.
In each reaction box, place the best reagent and c
In each reaction box, place the best reagent and c
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Answer #1
Concepts and reason

The concept is to synthesize 1,2-diols form alkynes by using the list of reagents provided.

Fundamentals

Given alkyne can be converted to 1,2-diol by using the following steps.

1.Deprotonation and reaction with alkyl halide

2.Hydrogenation

3.1,2-diol formation

The reaction is,

1) NaNH2
Ес
Нас — с:
prop-1-yne
Нас — с:
Ес—н
prop-1-yn-1-ide
2) CH;СH-Br
Н2
с—с
-СCН3
Hзс — с
pent-2-yne

The reaction is,

Н
HаС — сНз
Na, NH3 ()
Н2
C
Hзс —
CH3
Нас
Н
pent-2-yne
(E)-pent-2-ene

The reaction is,

Н2
HаС — сНз
н
ОН
НО
(S) (S)
KMnO4, NaOH,
CH3
(R)
Спс
(R)
Н2
Н
Н
С
-CНз
н
н
Н-О cold
Hас
Н
НО
Нас
ОН
Dо о
Ш

Ans:

Thus, the correct choice of reagents is,

1) NaNH2
2) CH2CH2Br
3) Na, NH3 ()
4) KMnO4, NaOH, H20 cold

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