Some Basic Principles Of Organic Chemistry Question 156
Question: Among the following the dissociation constant is highest for [AIIMS 2004]
Options:
A) $ C_6H_5OH $
B) $ C_6H_5CH_2OH $
C) $ CH_3C\equiv CH $
D) $ CH_3NH_3^{+}C{l^{-}} $
Show Answer
Answer:
Correct Answer: D
Solution:
Dissociation of proton from $ CH_3-\overset{+}{\mathop{N}},H_3C{l^{-}} $ is very difficult due to -I effect of $ C{l^{-}} $ and $ {N^{+}} $
while in $ C_6H_5OH $ due to resonance stabilization of phenoxide ion proton eliminate easily similarly due to H-bonding in $ C_6H_5CH_2OH $ it can be eliminate and $ CH_3C\equiv CH $ show acidic character by triple bond by which proton can be dissociate.
