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Question

Which one of the following reagents can not cause CO bond fission in alcohols?
  1. HCl/ZnCl2
  2. PCl5
  3. SOCl2
  4. Sodium

A
HCl/ZnCl2
B
Sodium
C
PCl5
D
SOCl2
Solution
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Unlike other reagents which promote a substitution reaction, Na only abstracts the proton. Hence, no CO bond fission takes place.

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