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Question

Chemistry Question on Organic Chemistry- Some Basic Principles and Techniques

Which one of the following orders of acidic strength is correct ?

A

RCOOH > HOH > HC \equiv CH > ROH

B

RCOOH > HC \equiv CH > HOH >ROH

C

RCOOH >ROH > HOH > HC \equiv CH

D

RCOOH > HOH > ROH >HC \equiv CH

Answer

RCOOH > HOH > ROH >HC \equiv CH

Explanation

Solution

Carboxylic acid is stronger than alcohol and water because after removal of proton, carboxylate ion is stabilised by resonance. Hence, correct order of acid strength is
RCOOH>HOH>ROH>HCCHRCOOH > HOH > ROH > HC \equiv CH
Which is based upon the rate of donation of proton or strength of base, thus order of basic strength is
CˉCH>ROˉ>OH>RCOO\bar{C} \equiv CH > R- \bar{O} > OH^- > RCOO^-