Question
Wed May 02, 2012 By: Venkatesh Sehgal
 

CH3-C triple bond CH IN THE P RESENCE OF NANH2 AND CH3-CH2-CL =?

Expert Reply
Wed May 02, 2012
Step 1: 
An acid / base reaction. The amide ion acts as a base removing the acidic terminal H to generate the acetylide ion, a carbon nucleophile.
 
CH3C?CH + NH2- ------> CH3C?C- + NH3
 
Step 2: 
A nucleophilic substitution reaction. The carbanion reacts with the electrophilic carbon in the alkyl halide with loss of the leaving group, forming a new C-C bond.
 
CH3C?C-  + CH3-CH2-Cl ------> CH3C?CCH2CH3
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