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CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322923 Monochlorination of toluene in sunlight followed by hydrolysis with $a q . NaOH$ yields.

1 o-Cresol

2 m-Cresol

3 2, 4-Dihydroxytoluene

4 Benzyl alcohol

Explanation:

$C_{6} H_{5} C H_{3} \overset{C l_{2}}{\to} C_{6} H_{5} C H_{2} Cl \overset{Aq .NaOH}{\to} C_{6} H_{5} C H_{2} OH$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322924 Identify compound ' $B$ ' in following series of reactions?
Acetonitrile $\overset{Na/ alcohol}{\to} A \overset{NaN O_{2} /dil .HCl}{\to} B$

1 Ethyl amine

2 Nitroethane

3 Ethyl alcohol

4 Ethyl chloride

Explanation:

In the given reaction, acetonitrile $({CH}_{3} CN)$ on reaction with $Na$ /alcohol forms ethyl amine [A] $({CH}_{3} {CH}_{2} {NH}_{2})$ . Which on further reaction with ${NaNO}_{2} /$ dil . $HCl$ followed by hydrolysis gives ethyl alcohol [B]
supporting img

MHTCET

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322925 Benzylamine reacts with nitrous acid to form

1 Azobenzene

2 Benzene

3 Benzyl alcohol

4 Phenol

Explanation:

$C_{6} H_{5} C H_{2} N H_{2} + HN O_{2} \to \underset{Benzyl alcohol}{C_{6} H_{5} C H_{2} OH} + N_{2} + H_{2} O$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322926 $C_{6} H_{5} - CH = CHCHO \overset{x}{⟶} C_{6} H_{5} CH = {CHCH}_{2} OH$ .
In the above sequence $X$ can be

1

H_{2} / Ni

2

{NaBH}_{4}

3

K_{2} {Cr}_{2} O_{7} / H^{+}

4 Both (1) and (2)

Explanation:

${NaBH}_{4}$ attacks only carbonyl group and reduce it into alcoholic groups. It has no effect on $> C = C <$ group.
$C_{6} H_{5} - \underset{cimnanic aldehyde}{CH} = CHCHO \overset{NaB H_{4}}{\to}$
$C_{6} H_{5} - \underset{Cinamic alcohol}{CH = CH .C H_{2} OH}$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322927 Primary alcohol can easily be prepared from primary alkyl halide via ${S_{N}}^{2}$ reaction with aqueous $NaOH$ . However, similar method does not work for the preparation of tertiary alcohol (tertiary butanol) from tertiary butyl bromide except

1

{(C H_{3})}_{3} CBr \overset{KOH/Ethanol}{\to} \to_{(ii) H_{2} O_{2} /NaOH}^{(i) B_{2} H_{6}}

2

{(C H_{3})}_{3} CBr \to_{{(C_{2} H_{5})}_{2} O}^{Mg} \to_{(ii) H_{3} O^{+}}^{(i) O_{2}}

3

{(C H_{3})}_{3} CBr   +   KOH \overset{C_{2} H_{5} OH}{\to} \to_{Heat}^{H_{2} S O_{4}}

4

{(C H_{3})}_{3} CBr  +  C H_{3} COOAg(aq) \to \overset{H_{3} O^{+}}{\to}

Explanation:

$3^{\circ} RX$ (alkyl halide) undergoes elimination with base.
${({CH}_{3})}_{3} CBr + {CH}_{3} COOAg (aq) ⟶$
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CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322923 Monochlorination of toluene in sunlight followed by hydrolysis with $a q . NaOH$ yields.

1 o-Cresol

2 m-Cresol

3 2, 4-Dihydroxytoluene

4 Benzyl alcohol

Explanation:

$C_{6} H_{5} C H_{3} \overset{C l_{2}}{\to} C_{6} H_{5} C H_{2} Cl \overset{Aq .NaOH}{\to} C_{6} H_{5} C H_{2} OH$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322924 Identify compound ' $B$ ' in following series of reactions?
Acetonitrile $\overset{Na/ alcohol}{\to} A \overset{NaN O_{2} /dil .HCl}{\to} B$

1 Ethyl amine

2 Nitroethane

3 Ethyl alcohol

4 Ethyl chloride

Explanation:

In the given reaction, acetonitrile $({CH}_{3} CN)$ on reaction with $Na$ /alcohol forms ethyl amine [A] $({CH}_{3} {CH}_{2} {NH}_{2})$ . Which on further reaction with ${NaNO}_{2} /$ dil . $HCl$ followed by hydrolysis gives ethyl alcohol [B]
supporting img

MHTCET

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322925 Benzylamine reacts with nitrous acid to form

1 Azobenzene

2 Benzene

3 Benzyl alcohol

4 Phenol

Explanation:

$C_{6} H_{5} C H_{2} N H_{2} + HN O_{2} \to \underset{Benzyl alcohol}{C_{6} H_{5} C H_{2} OH} + N_{2} + H_{2} O$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322926 $C_{6} H_{5} - CH = CHCHO \overset{x}{⟶} C_{6} H_{5} CH = {CHCH}_{2} OH$ .
In the above sequence $X$ can be

1

H_{2} / Ni

2

{NaBH}_{4}

3

K_{2} {Cr}_{2} O_{7} / H^{+}

4 Both (1) and (2)

Explanation:

${NaBH}_{4}$ attacks only carbonyl group and reduce it into alcoholic groups. It has no effect on $> C = C <$ group.
$C_{6} H_{5} - \underset{cimnanic aldehyde}{CH} = CHCHO \overset{NaB H_{4}}{\to}$
$C_{6} H_{5} - \underset{Cinamic alcohol}{CH = CH .C H_{2} OH}$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322927 Primary alcohol can easily be prepared from primary alkyl halide via ${S_{N}}^{2}$ reaction with aqueous $NaOH$ . However, similar method does not work for the preparation of tertiary alcohol (tertiary butanol) from tertiary butyl bromide except

1

{(C H_{3})}_{3} CBr \overset{KOH/Ethanol}{\to} \to_{(ii) H_{2} O_{2} /NaOH}^{(i) B_{2} H_{6}}

2

{(C H_{3})}_{3} CBr \to_{{(C_{2} H_{5})}_{2} O}^{Mg} \to_{(ii) H_{3} O^{+}}^{(i) O_{2}}

3

{(C H_{3})}_{3} CBr   +   KOH \overset{C_{2} H_{5} OH}{\to} \to_{Heat}^{H_{2} S O_{4}}

4

{(C H_{3})}_{3} CBr  +  C H_{3} COOAg(aq) \to \overset{H_{3} O^{+}}{\to}

Explanation:

$3^{\circ} RX$ (alkyl halide) undergoes elimination with base.
${({CH}_{3})}_{3} CBr + {CH}_{3} COOAg (aq) ⟶$
supporting img

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322923 Monochlorination of toluene in sunlight followed by hydrolysis with $a q . NaOH$ yields.

1 o-Cresol

2 m-Cresol

3 2, 4-Dihydroxytoluene

4 Benzyl alcohol

Explanation:

$C_{6} H_{5} C H_{3} \overset{C l_{2}}{\to} C_{6} H_{5} C H_{2} Cl \overset{Aq .NaOH}{\to} C_{6} H_{5} C H_{2} OH$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322924 Identify compound ' $B$ ' in following series of reactions?
Acetonitrile $\overset{Na/ alcohol}{\to} A \overset{NaN O_{2} /dil .HCl}{\to} B$

1 Ethyl amine

2 Nitroethane

3 Ethyl alcohol

4 Ethyl chloride

Explanation:

In the given reaction, acetonitrile $({CH}_{3} CN)$ on reaction with $Na$ /alcohol forms ethyl amine [A] $({CH}_{3} {CH}_{2} {NH}_{2})$ . Which on further reaction with ${NaNO}_{2} /$ dil . $HCl$ followed by hydrolysis gives ethyl alcohol [B]
supporting img

MHTCET

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322925 Benzylamine reacts with nitrous acid to form

1 Azobenzene

2 Benzene

3 Benzyl alcohol

4 Phenol

Explanation:

$C_{6} H_{5} C H_{2} N H_{2} + HN O_{2} \to \underset{Benzyl alcohol}{C_{6} H_{5} C H_{2} OH} + N_{2} + H_{2} O$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322926 $C_{6} H_{5} - CH = CHCHO \overset{x}{⟶} C_{6} H_{5} CH = {CHCH}_{2} OH$ .
In the above sequence $X$ can be

1

H_{2} / Ni

2

{NaBH}_{4}

3

K_{2} {Cr}_{2} O_{7} / H^{+}

4 Both (1) and (2)

Explanation:

${NaBH}_{4}$ attacks only carbonyl group and reduce it into alcoholic groups. It has no effect on $> C = C <$ group.
$C_{6} H_{5} - \underset{cimnanic aldehyde}{CH} = CHCHO \overset{NaB H_{4}}{\to}$
$C_{6} H_{5} - \underset{Cinamic alcohol}{CH = CH .C H_{2} OH}$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322927 Primary alcohol can easily be prepared from primary alkyl halide via ${S_{N}}^{2}$ reaction with aqueous $NaOH$ . However, similar method does not work for the preparation of tertiary alcohol (tertiary butanol) from tertiary butyl bromide except

1

{(C H_{3})}_{3} CBr \overset{KOH/Ethanol}{\to} \to_{(ii) H_{2} O_{2} /NaOH}^{(i) B_{2} H_{6}}

2

{(C H_{3})}_{3} CBr \to_{{(C_{2} H_{5})}_{2} O}^{Mg} \to_{(ii) H_{3} O^{+}}^{(i) O_{2}}

3

{(C H_{3})}_{3} CBr   +   KOH \overset{C_{2} H_{5} OH}{\to} \to_{Heat}^{H_{2} S O_{4}}

4

{(C H_{3})}_{3} CBr  +  C H_{3} COOAg(aq) \to \overset{H_{3} O^{+}}{\to}

Explanation:

$3^{\circ} RX$ (alkyl halide) undergoes elimination with base.
${({CH}_{3})}_{3} CBr + {CH}_{3} COOAg (aq) ⟶$
supporting img

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322923 Monochlorination of toluene in sunlight followed by hydrolysis with $a q . NaOH$ yields.

1 o-Cresol

2 m-Cresol

3 2, 4-Dihydroxytoluene

4 Benzyl alcohol

Explanation:

$C_{6} H_{5} C H_{3} \overset{C l_{2}}{\to} C_{6} H_{5} C H_{2} Cl \overset{Aq .NaOH}{\to} C_{6} H_{5} C H_{2} OH$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322924 Identify compound ' $B$ ' in following series of reactions?
Acetonitrile $\overset{Na/ alcohol}{\to} A \overset{NaN O_{2} /dil .HCl}{\to} B$

1 Ethyl amine

2 Nitroethane

3 Ethyl alcohol

4 Ethyl chloride

Explanation:

In the given reaction, acetonitrile $({CH}_{3} CN)$ on reaction with $Na$ /alcohol forms ethyl amine [A] $({CH}_{3} {CH}_{2} {NH}_{2})$ . Which on further reaction with ${NaNO}_{2} /$ dil . $HCl$ followed by hydrolysis gives ethyl alcohol [B]
supporting img

MHTCET

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322925 Benzylamine reacts with nitrous acid to form

1 Azobenzene

2 Benzene

3 Benzyl alcohol

4 Phenol

Explanation:

$C_{6} H_{5} C H_{2} N H_{2} + HN O_{2} \to \underset{Benzyl alcohol}{C_{6} H_{5} C H_{2} OH} + N_{2} + H_{2} O$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322926 $C_{6} H_{5} - CH = CHCHO \overset{x}{⟶} C_{6} H_{5} CH = {CHCH}_{2} OH$ .
In the above sequence $X$ can be

1

H_{2} / Ni

2

{NaBH}_{4}

3

K_{2} {Cr}_{2} O_{7} / H^{+}

4 Both (1) and (2)

Explanation:

${NaBH}_{4}$ attacks only carbonyl group and reduce it into alcoholic groups. It has no effect on $> C = C <$ group.
$C_{6} H_{5} - \underset{cimnanic aldehyde}{CH} = CHCHO \overset{NaB H_{4}}{\to}$
$C_{6} H_{5} - \underset{Cinamic alcohol}{CH = CH .C H_{2} OH}$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322927 Primary alcohol can easily be prepared from primary alkyl halide via ${S_{N}}^{2}$ reaction with aqueous $NaOH$ . However, similar method does not work for the preparation of tertiary alcohol (tertiary butanol) from tertiary butyl bromide except

1

{(C H_{3})}_{3} CBr \overset{KOH/Ethanol}{\to} \to_{(ii) H_{2} O_{2} /NaOH}^{(i) B_{2} H_{6}}

2

{(C H_{3})}_{3} CBr \to_{{(C_{2} H_{5})}_{2} O}^{Mg} \to_{(ii) H_{3} O^{+}}^{(i) O_{2}}

3

{(C H_{3})}_{3} CBr   +   KOH \overset{C_{2} H_{5} OH}{\to} \to_{Heat}^{H_{2} S O_{4}}

4

{(C H_{3})}_{3} CBr  +  C H_{3} COOAg(aq) \to \overset{H_{3} O^{+}}{\to}

Explanation:

$3^{\circ} RX$ (alkyl halide) undergoes elimination with base.
${({CH}_{3})}_{3} CBr + {CH}_{3} COOAg (aq) ⟶$
supporting img

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322923 Monochlorination of toluene in sunlight followed by hydrolysis with $a q . NaOH$ yields.

1 o-Cresol

2 m-Cresol

3 2, 4-Dihydroxytoluene

4 Benzyl alcohol

Explanation:

$C_{6} H_{5} C H_{3} \overset{C l_{2}}{\to} C_{6} H_{5} C H_{2} Cl \overset{Aq .NaOH}{\to} C_{6} H_{5} C H_{2} OH$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322924 Identify compound ' $B$ ' in following series of reactions?
Acetonitrile $\overset{Na/ alcohol}{\to} A \overset{NaN O_{2} /dil .HCl}{\to} B$

1 Ethyl amine

2 Nitroethane

3 Ethyl alcohol

4 Ethyl chloride

Explanation:

In the given reaction, acetonitrile $({CH}_{3} CN)$ on reaction with $Na$ /alcohol forms ethyl amine [A] $({CH}_{3} {CH}_{2} {NH}_{2})$ . Which on further reaction with ${NaNO}_{2} /$ dil . $HCl$ followed by hydrolysis gives ethyl alcohol [B]
supporting img

MHTCET

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322925 Benzylamine reacts with nitrous acid to form

1 Azobenzene

2 Benzene

3 Benzyl alcohol

4 Phenol

Explanation:

$C_{6} H_{5} C H_{2} N H_{2} + HN O_{2} \to \underset{Benzyl alcohol}{C_{6} H_{5} C H_{2} OH} + N_{2} + H_{2} O$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322926 $C_{6} H_{5} - CH = CHCHO \overset{x}{⟶} C_{6} H_{5} CH = {CHCH}_{2} OH$ .
In the above sequence $X$ can be

1

H_{2} / Ni

2

{NaBH}_{4}

3

K_{2} {Cr}_{2} O_{7} / H^{+}

4 Both (1) and (2)

Explanation:

${NaBH}_{4}$ attacks only carbonyl group and reduce it into alcoholic groups. It has no effect on $> C = C <$ group.
$C_{6} H_{5} - \underset{cimnanic aldehyde}{CH} = CHCHO \overset{NaB H_{4}}{\to}$
$C_{6} H_{5} - \underset{Cinamic alcohol}{CH = CH .C H_{2} OH}$

CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322927 Primary alcohol can easily be prepared from primary alkyl halide via ${S_{N}}^{2}$ reaction with aqueous $NaOH$ . However, similar method does not work for the preparation of tertiary alcohol (tertiary butanol) from tertiary butyl bromide except

1

{(C H_{3})}_{3} CBr \overset{KOH/Ethanol}{\to} \to_{(ii) H_{2} O_{2} /NaOH}^{(i) B_{2} H_{6}}

2

{(C H_{3})}_{3} CBr \to_{{(C_{2} H_{5})}_{2} O}^{Mg} \to_{(ii) H_{3} O^{+}}^{(i) O_{2}}

3

{(C H_{3})}_{3} CBr   +   KOH \overset{C_{2} H_{5} OH}{\to} \to_{Heat}^{H_{2} S O_{4}}

4

{(C H_{3})}_{3} CBr  +  C H_{3} COOAg(aq) \to \overset{H_{3} O^{+}}{\to}

Explanation:

$3^{\circ} RX$ (alkyl halide) undergoes elimination with base.
${({CH}_{3})}_{3} CBr + {CH}_{3} COOAg (aq) ⟶$
supporting img