Question

Beginning with 3-methyl-1-butyne, show how you would prepare the following compounds: $$\text { (a) } \mathrm{CH}_{2}=\mathrm{C}-\mathrm{CH}-\mathrm{CH}_{3}$$ $$\text { (b) } \mathrm{CH}_{2} \mathrm{Br}-\mathrm{CBr}_{2}-\mathrm{CH}-\mathrm{CH}_{3}$$ $$\text { (c) } \mathrm{CH}_{3}-\mathrm{CH}-\mathrm{CH}-\mathrm{CH}_{3}$$

          Beginning with 3-methyl-1-butyne, show how you would prepare the following compounds:
$$\text { (a) } \mathrm{CH}_{2}=\mathrm{C}-\mathrm{CH}-\mathrm{CH}_{3}$$
$$\text { (b) } \mathrm{CH}_{2} \mathrm{Br}-\mathrm{CBr}_{2}-\mathrm{CH}-\mathrm{CH}_{3}$$
$$\text { (c) } \mathrm{CH}_{3}-\mathrm{CH}-\mathrm{CH}-\mathrm{CH}_{3}$$

Added by Michael H.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Sri K

03/05/2023

Step 1

This can be done using Lindlar's catalyst (Pd/CaCO3) and hydrogen gas (H2). $$\mathrm{CH}_{3}-\mathrm{C}\equiv\mathrm{C}-\mathrm{CH}_{2}-\mathrm{CH}_{3} \xrightarrow{\text{Pd/CaCO}_3, \text{H}_2} \mathrm{CH}_{2}=\mathrm{C}-\mathrm{CH}-\mathrm{CH}_{3}$$ Show more…

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Beginning with 3-methyl-1-butyne, show how you would prepare the following compounds: $$\text { (a) } \mathrm{CH}_{2}=\mathrm{C}-\mathrm{CH}-\mathrm{CH}_{3}$$ $$\text { (b) } \mathrm{CH}_{2} \mathrm{Br}-\mathrm{CBr}_{2}-\mathrm{CH}-\mathrm{CH}_{3}$$ $$\text { (c) } \mathrm{CH}_{3}-\mathrm{CH}-\mathrm{CH}-\mathrm{CH}_{3}$$