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Chapter 8: Q70cE. (page 262)

We’ll see in the next chapter that alkynes undergo many of the same reactions that alkenes do. What product might you expect from each of the following reactions?

Short Answer

Expert verified

The reaction is an example of electrophilic addition. A brominium ion is formed when alkyne undergoes elecrophilic addition reaction.

Step by step solution

01

Introduction

The reaction is an example of electrophilic addition. A brominium ion is formed when alkyne undergoes elecrophilic addition reaction.

02

Chemical reaction involved

03

Reaction of alkyne with alkyl halide

When alkyne reacts with alkyl halide, they undergo an additional reaction to form halogen substituted alkene.Alkyne followa Markovnikov regiochemistry in which one halogen atom and one hydrogen atom are always added in a trans relationship with each other.

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Most popular questions from this chapter

An unknown hydrocarbon A with the formula C6H12 reacts with 1 molar equivalent ofH2 over a palladium catalyst. Hydrocarbon A also reacts withOsO4 to give diol B. When oxidized withKMnO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2CO2H, and the other fragment is ketone C. What are the structures of A, B, and C? Write all reactions, and show your reasoning.

Question:Predict the products of the following reactions, showing both regiochemistry and stereochemistry where appropriate:

(d)

10-Bromo-a-chamigrene, a compound isolated from marine algae, isthought to be biosynthesized from g-bisabolene by the following route:

Draw the structures of the intermediate bromonium and cyclic carbocation,and propose mechanisms for all three steps.

Question:How would you carry out the following transformations? Tell what

reagents you would use in each case.

(b)

Question:Which reaction would you expect to be faster, the addition of HBr to cyclohexene or 1-methylcyclohexene? Explain.
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