JEE Advanced levelSingle correct optionDifficulty 3 of 3g2129
Using pKa values: HC≡CH 25, CX6HX5OH 10.0, CHX3COOH 4.76, CX2HX5OH 15.9, NHX3 38, HX2O 15.7, HX2COX3 6.4, HX2 35, which of the following acid-base reactions has the largest equilibrium constant?
AHC≡CH+NaNHX2HC≡CNa+NHX3
BCX6HX5OH+NaOHCX6HX5ONa+HX2O
CCX2HX5OH+NaHCX2HX5ONa+HX2
DCHX3COOH+NaHCOX3CHX3COONa+HX2COX3
Answer: C
logK = pKa(conjugate acid of base) −pKa(acid): ethanol/NaH =35−15.9=19.1; acetylene/NaNHX2=38−25=13; phenol/NaOH =15.7−10.0=5.7; acetic acid/NaHCOX3=6.4−4.76=1.64. The largest is the ethanol/NaH reaction.