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Which of the following reagents will be able to distinguish between 1-butyne and 2-butyne?
A
$Br_2$
B
$NaNH_2$
C
HCl
D
$O_2$
Detailed Solution
1-Butyne is a terminal alkyne with an acidic hydrogen on the sp carbon: 
2-Butyne, $CH_3-C\equiv C-CH_3$, has no acidic hydrogen and does not react with $NaNH_2$.
$Br_2$, HCl and $O_2$ react with both alkynes, so only $NaNH_2$ distinguishes them.

2-Butyne, $CH_3-C\equiv C-CH_3$, has no acidic hydrogen and does not react with $NaNH_2$.
$Br_2$, HCl and $O_2$ react with both alkynes, so only $NaNH_2$ distinguishes them.
