MCAT Organic Chemistry Question 67: Answer and Explanation

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Question: 67

7. Which of the following will convert CH₃CH₂CH₂OH to CH₃CH₂CHO?

I. CrO₃

II. PCC

III. K₂Cr₂O₇

A. I only
B. II only
C. I and III only
D. I, II, and III

Correct Answer: B

Explanation:

CH₃CH₂CH₂OH is 1-propanol, a primary alcohol. The desired end product, CH₃CH₂CHO, is propanal, an aldehyde. The only reactant capable of oxidizing primary alcohols to aldehydes is pyridinium chlorochromate (PCC). Chromic trioxide and dichromate salts will both oxidize primary alcohols to carboxylic acids.

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