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Which one of the following reactions will not form acetaldehyde?
(1) CH3CH2OH —Cu, 573 K→
(2) CH3CN —(i) DIBAL-H (ii) H2O→
(3) CH2=CH2 + O2 —Pd(II)/Cu(II)→ H2O
(4) CH3CH2OH —CrO3/H2SO4→
- (1)
- (2)
- (3)
- (4)
Correct answer: (4)
Solution
Reactions (1) Cu/573K dehydrogenation, (2) CH3CN + DIBAL-H then H2O, and (3) Wacker oxidation of ethene all give acetaldehyde. But (4) ethanol with CrO3/H2SO4 (a strong oxidant) oxidizes all the way to acetic acid, so it does NOT form acetaldehyde.
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