Chapter 9: Q23P (page 418)
What is the major elimination product obtained from an E2 reaction of each of the following alkyl halides with the hydroxide ion?

Short Answer
a)CH3CH=CHCH3
b)

c)

d)CH2=CHCH2CH3
e)

f)

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Chapter 9: Q23P (page 418)
What is the major elimination product obtained from an E2 reaction of each of the following alkyl halides with the hydroxide ion?

a)CH3CH=CHCH3
b)

c)

d)CH2=CHCH2CH3
e)

f)

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Would you expect methoxide ion to be a better nucleophile if it is dissolved in CH3OH or if it is dissolved in DMSO? Why?
Amines are good nucleophiles, even though they are neutral. How would the rate of an SN2 reaction between an amine and an alkyl halide be affected if the polarity of the solvent is increased?
Question:Draw the elimination products for each of the following E2 reactions; if the products can exist as stereoisomers, indicate which stereoisomers are obtained.
a. (2S,3S)-2-chloro-3-methylpentane + high concentration of CH3O-
b.(2S,3R)-2-chloro-3-methylpentane + high concentration of CH3O-
c.(2R,3S)-2-chloro-3-methylpentane + high concentration of CH3O-
d.(2R,3R)-2-chloro-3-methylpentane + high concentration of CH3O-
e.3-chloro-3-ethyl-2,2-dimethylpentane + high concentration of CH3CH2O-
Rank the following species in each set from best nucleophile to poorest nucleophile.

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