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Question

Choose the correct order of acidity.

A
HCCH>H3CCCH>H2C=CH2>H3CCH3
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B
HCCH>H2C=CH2>H3CCCH>H3CCH3
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C
H3CCH3>H2C=CH2>H3CCCH>HCCH
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D
H3CCH3>H2C=CH2>HCCH>H3CCCH
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Solution

The correct option is A HCCH>H3CCCH>H2C=CH2>H3CCH3
Higher is the s character stronger the acid.

HCCH has 50% s-character, hence it has the most stable conjugate base meaning weak conjugate base. As we know weaker the conjugate base will be, stronger the acid. So HCCH is the most acidic.

H3CCCH also has sp carbons, but there is a CH3 group attached to an sp carbon atom which will destabilise the conjugate base. Hence it is less acidic than HCCH.

H2C=CH2 and H3CCH3 have sp2 and sp3 carbons respectively. Hence the acidic order of H2C=CH2 is greater than that of H3CCH3.

So, the correct order of acidity will be:
HCCH>H3CCCH>H2C=CH2>H3CCH3

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