Question: Triethylamine, (C2H5)3N, like all amines, has a nitrogen atom with an unshared pair of electrons. Dichlorocarbene also has an unshared pair of electrons. Both can

Triethylamine, (C2H5)3N, like all amines, has a nitrogen atom with an unshared pair of electrons. Dichlorocarbene also has an unshared pair of electrons. Both can be represented as shown below. Draw the structures of compounds D, E, and F.
(C2H5)3N: +:CCl2 †’ D (an unstable adduct)
D †’ E + C2H4 (by an intramolecular E2 reaction)

(Water effects a replacement that is the reverse of that used to make gem-dichlorides.)

H2o

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