Why Is This Sequence,CH₂=CHCH₂OH + HBr,then CrO₃/H₂SO₄/H₂O,finally Xs NH₃,not a Good

question 58

Multiple Choice

Why is this sequence,CH₂=CHCH₂OH + HBr,then CrO₃/H₂SO₄/H₂O,finally xs 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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