Chapter 2, Problem 46P

(a)

Interpretation Introduction

Interpretation:

The following alcohols have to be ranked from strongest to weakest acid.

$C{H}_2=CHC{H}_{2}OH,{\text{ CH}}_{3}C{H}_{2}OH,\text{ HC}\equiv {\text{CCH}}_{2}OH$

Concept introduction:

If a base receives one proton, then the formed species is a conjugate acid whereas an acid lose one proton, then the formed species is a conjugated base.

If an acid lose one proton, then the formed species is a conjugated base. Weak base forms stronger conjugated acid.

Acidity of species depends on the electronegativity of atom attached to the acidic proton. Order of electronegativity of hybridization is $sp>s{p}^2>s{p}^3$ so $s{p}^3$ hybridized molecule is weak acid.

(b)

Interpretation Introduction

Interpretation:

The relative acidities of the alcohols has to be explained briefly.

Concept introduction:

If a base receives one proton, then the formed species is a conjugate acid whereas an acid lose one proton, then the formed species is a conjugated base.

If an acid lose one proton, then the formed species is a conjugated base. Weak base forms stronger conjugated acid.

Acidity of species depends on the electronegativity of atom attached to the acidic proton. Order of electronegativity of hybridization is $sp>s{p}^2>s{p}^3$ so $s{p}^3$ hybridized molecule is weak acid.