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what is the mechanism of the reimer tieman reaction when CCl4 is used

what is the mechanism of the reimer tieman reaction when CCl4 is used

Grade:12

1 Answers

Rahul Kumar
131 Points
10 years ago

Hi Jack,

The Reimer Tiemann reaction wil not proceed as normal, we use tetrachloromethane; the usual mechanism involves deprotonation of chloroform followed by loss of a chloride ion from the anion to yield dichlorocarbene. With no hydrogens to be removed, tetrachloromethane will not do this. 
however, conceivable that dichlorocarbene could be generated from CCl4 by reaction with zinc, leading to a pseudo-Reimer-Tiemman reaction.

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