Each of the given compoundsis to be synthesized from isopropyl alcohol . Concept Introduction: > The alcohol, in an acidic condition, undergoes dehydration by loss of H 2 O molecule and forms the corresponding alkene . > The alkynes , on hydrogenation with the catalyst Lindlar palladium, form a cis alkene. > The conjugate base of alkyne acts as a good nucleophile, and on reaction with a primary alkyl halide , undergoes a substitution reaction. > The alkyne, on hydrogenation by a Group 1 metal (lithium, sodium, or potassium) in liquid ammonia, undergoes trans addition of H 2 and yields a trans alkene. > The alkene, on reaction with hydrogen bromide in the presence of peroxide, undergoes an addition reaction in a way that hydrogen bonds to a more substituted carbon of double bond and bromine bonds to a less substituted carbon of double bond.This is called anti-Markovnikov's rule. > Alkyne, on halogenation, forms vicinal dihalides. > The primary alkyl halide on reaction with potassium cyanide undergoes substitution reaction and forms the corresponding alkyl nitrile.

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Chapter 10, Problem 29P

Interpretation Introduction

Interpretation:

Each of the given compoundsis to be synthesized from isopropyl alcohol.

Concept Introduction:
>
The alcohol, in an acidic condition, undergoes dehydration by loss of H2O molecule and forms the corresponding alkene.
>
The alkynes, on hydrogenation with the catalyst Lindlar palladium, form a cis alkene.
>
The conjugate base of alkyne acts as a good nucleophile, and on reaction with a primary alkyl halide, undergoes a substitution reaction.
>
The alkyne, on hydrogenation by a Group 1 metal (lithium, sodium, or potassium) in liquid ammonia, undergoes trans addition of H2 and yields a trans alkene.
>
The alkene, on reaction with hydrogen bromide in the presence of peroxide, undergoes an addition reaction in a way that hydrogen bonds to a more substituted carbon of double bond and bromine bonds to a less substituted carbon of double bond.This is called anti-Markovnikov's rule.
>
Alkyne, on halogenation, forms vicinal dihalides.
>
The primary alkyl halide on reaction with potassium cyanide undergoes substitution reaction and forms the corresponding alkyl nitrile.

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