Using the reagents below, list in order (by letter, no period) those necessary to transform 1-chlorobutane into 1-butyne. Note: Not all entry-fields provided may be needed. Choose "na" in any space where you have no reagent.

a. H2, Pt:

b. H2, Lindlar's Catalyst

c. H2, Ni2B{P-2)

d. Br2, CCI4

e. NaNH2, Mineral oil, heat

f. NH4CI G.

g. t - BuOK, t - BuOH, heat

h. CH3 I

i. CH3CH2 I

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Chemistry

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5 March, 17:44

Using the reagents below, list in order (by letter, no period) those necessary to transform 1-chlorobutane into 1-butyne. Note: Not all entry-fields provided may be needed. Choose "na" in any space where you have no reagent.

a. H2, Pt:

b. H2, Lindlar's Catalyst

c. H2, Ni2B{P-2)

d. Br2, CCI4

e. NaNH2, Mineral oil, heat

f. NH4CI G.

g. t - BuOK, t - BuOH, heat

h. CH3 I

i. CH3CH2 I

+5

Answers (1)

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Camden Foley · Answer 1

gde

Explanation:

We are attempting to synthesize 1-butyne from 1-chlorobutane. Since 1-chlorobutane is a primary alkyl halide, 1-butene is formed when 1-chlorobutane is reacted with a bulky base such as t - BuOK or t - BuOH in presence of strong heat. This is an E2 reaction.

Secondly, the 1-butene is reacted with bromine in carbon tetrachloride. The vicinal dihalide (1,2-dibromobutane) is formed. This can now undergo further elimination reactions in the presence of sodamide and strong heat to yield 1-butyne which is the desired product. These reactions involve the elimination of the first HBr molecule to give an alkenyl bromide. A second elimination now gives the terminal alkyne.