Which of the following iodides undergoes SN1 solvolysis in water the fastest?()
A. 1-iodo-3-methylpentane
B. 2-iodopentane
C. 2-iodo-2-methylpentane
D. 3-iodopentane
E. 1-iodo-2,2-dimethylpentane
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Which of the following alkyl bromides undergoes solvolysis in methanol without rearrangement?()
A. R-2-bromo-3-ethylpentane
B. S-2-bromo-3-ethylpentane
C. R-3-bromo-2-methylpentane
D. S-3-bromo-2-methylpentane
E. 3-bromo-3-ethylpentane
Which of the following alkyl bromides is likely to undergo rearrangement by a 1,2-methyl shift?()
A. benzyl bromide
B. 2-bromo-3-ethylpentane
C. 3-bromo-3-methylpentane
D. 2-bromo-3,3-dimethylpentane
E. 3-bromo-2,3-dimethylpentane
When 2-bromo-3-methyl-1-phenylbutane is treated with sodium methoxide, why is the major product 3-methyl-1-phenyl-1-butene?()
A. SN2 predominates over E2.
B. E1 predominates over E2.
C. The bulkiness of the methoxide results in the less substituted alkene.
D. The newly formed double bond in this compound is conjugated with the phenyl ring.
E. The less substituted alkene is always more stable than the more substituted alkene.
Which of the following is least likely to be found in the product mixture which results when 2-iodopentane reacts with sodium ethoxide in ethanol?()
A. 1-ethoxypentane
B. 2-ethoxypentane
C. Z-2-pentene
D. E-2-pentene
E. 1-pentene
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