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91Ó°ÊÓ

Chapter 8: Reactions and Synthesis

Q47E.

Page 262

Question:The cis and trans isomers of 2-butene give different cyclopropane productsin the Simmons–Smith reaction. Show the structures of both, and

explain the difference.

Q48E

Page 262

Question:Predict the products of the following reactions. Don’t worry about thesize of the molecule; concentrate on the functional groups.

Q49E

Page 262

Question:The addition of HCl to 1-methoxycyclohexene yields 1-chloro-1-methoxycyclohexane as a sole product. Use resonance structures of the carbocation intermediate to explain why none of the alternate regioisomers isformed.

Q50Ea

Page 262

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

reagents you would use in each case.

(a)

Q50Eb

Page 262

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

reagents you would use in each case.

(b)

Q50Ec

Page 262

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

reagents you would use in each case.

Q. 52a E

Page 262

Show the structures of alkenes that give the following products on oxidative cleavage with in acidic solution:


a.CH3CH2CO2H+CO2

Q. 52b E

Page 262

Question:Show the structures of alkenes that give the following products on oxidative cleavage with in acidic solution

b.(CH3)2C=O+CH3CH2CH2CO2H

Q.52cE

Page 262

Question:Show the structures of alkenes that give the following products on oxidative cleavage with KMnO4 in acidic solution:

c.

Q52cE.

Page 262

Show the structures of alkenes that give the following products on oxidative cleavage with in acidic solution.

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