Chapter 2, Problem 6P

(a)

Interpretation Introduction

Interpretation:

The stronger acid among $C{H}_{3}C{H}_3$ and $HC\equiv CH$ has to be identified.

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.

Order of electronegativity of carbon atoms:

$\text{sp}\text{>}{\text{sp}}^{\text{2}}\text{>}{\text{sp}}^{\text{3}}$

Most electronegative is the $\text{sp}$ hybridized carbon atom.

The most acidic hydrogen will be the one which is attached to the most electronegative atom.

(b)

Interpretation Introduction

Interpretation:

The stronger acid among $H_{2}C=C{H}_2$ and $HC\equiv CH$ has to be identified.

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.

Order of electronegativity of carbon atoms:

$\text{sp}\text{>}{\text{sp}}^{\text{2}}\text{>}{\text{sp}}^{\text{3}}$

Most electronegative is the $\text{sp}$ hybridized carbon atom.

The most acidic hydrogen will be the one which is attached to the most electronegative atom.

(c)

Interpretation Introduction

Interpretation:

The stronger acid among $H_{2}C=C{H}_2$ and $C{H}_{3}C{H}_3$ has to be identified.

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.

Order of electronegativity of carbon atoms:

$\text{sp}\text{>}{\text{sp}}^{\text{2}}\text{>}{\text{sp}}^{\text{3}}$

Most electronegative is the $\text{sp}$ hybridized carbon atom.

The most acidic hydrogen will be the one which is attached to the most electronegative atom.