Why is this sequence,CH2=CHCH2OH + HBr,then CrO3/H2SO4/H2O,finally excess NH3,not a good method for the preparation of l-alanine?
A) NH3 is not sufficiently nucleophilic to perform the final step.
B) HBr does not add to substituted alkenes.
C) 1° alcohols are not oxidized by CrO3 in acidic solution.
D) Initial HBr addition produces a racemic intermediate which leads to racemic product.
E) Steric hindrance precludes nucleophilic substitution at a 2° carbon atom.
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