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
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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
What product results from the SN2 reaction between R-2-chloropentane and hydroxide?()
A. R-2-pentanol
B. S-2-pentanol
C. racemic pentanol
D. 1-pentanol
E. 3-pentanol
The specific rotation of optically pure R-sec-butyl alcohol is -13.52°. An optically pure sample of R-sec-butyl bromide was converted into the corresponding sec-butyl alcohol via an SN2 reaction. What is the specific rotation of the product, assuming 100% yield?()
A. -13.52°
B. between 0° and -13.52°
C. between 0° and +13.52°
D. +13.52°
E. zero