JEE Main 12 Jan 2019 Morning Question 22

Question: The correct order for acid strength of compounds $ CH\equiv CH,CH _3-C\equiv CH $ and $ CH _2=CH _2 $ is as follows [JEE Main Online Paper Held On 12-Jan-2019 Morning]

Options:

A) $ CH _3-C\equiv CH>CH\equiv CH>CH _2=CH _2 $

B) $ CH _3-C\equiv CH>CH _2=CH _2>HC\equiv CH $

C) $ HC\equiv CH>CH _3-C\equiv CH>CH _2=CH _2 $

D) $ CH\equiv CH>CH _2=CH _2>CH _3-C\equiv CH $

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Answer:

Correct Answer: C

Solution:

As the s-character of $ CHbond $ increases, acidity increases.

Thus, acidity order $ \underset{\begin{smallmatrix} sP \\ (50) \end{smallmatrix}}{\mathop{CH\equiv CH>}},\underset{\begin{smallmatrix} sP^{2} \\ (33.3) \end{smallmatrix}}{\mathop{CH _2=CH _2}}, $ +1 effect ( $ -CH _3 $ group) reduces acidity Thus,

acidity order will be $ CH\equiv CH>CH _3-C\equiv CH>CH _2=CH _2 $