Methods of Preparation of Alcohols
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CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322928 Which reagent can convert acetic acid into ethanol?

1 \(\mathrm{Na}+\) Alcohol
2 \(\mathrm{LiAlH}_{4}+\) ether
3 \(\mathrm{H}_{2}+\mathrm{Pt}\)
4 \(\mathrm{Sn}+\mathrm{HCl}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322929 \({\text{RCH  =  C}}{{\text{H}}_{\text{2}}}\xrightarrow[{{\text{(2)}}{{\text{H}}_{\text{2}}}{\text{O/Zn}}}]{{{\text{(1)}}\,{{\text{O}}_{\text{3}}}}}{\text{(A)}}\xrightarrow{{{\text{LiAl}}{{\text{H}}_{\text{4}}}}}{\text{(B)}}\)
Identify the product \({\text{B}}\) ?

1 \(\mathrm{RCOOH}+\mathrm{HCOOH}\)
2 \(\mathrm{RCHO}+\mathrm{HCOOH}\)
3 \(\mathrm{RCH}_{2} \mathrm{OH}+\mathrm{CH}_{3} \mathrm{OH}\)
4 \(\mathrm{RCHO}+\mathrm{HCHO}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322961 Which of the following reacts with aqueous \(\mathrm{HCl}\) to give phenol?

1 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CN}\)
2 \(\mathrm{CH}_{3} \mathrm{COOC}_{6} \mathrm{H}_{5}\)
3 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CHO}\)
4 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NHNH}_{2}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322962 Which of the following is the best preparation of meta cresol, starting from toluene?

1 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\,\,\,\,\,\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{{\text{O}}_{\text{2}}}{\text{(v)}}}}\)
2 \(\xrightarrow[{{\text{FeB}}{{\text{r}}_{\text{3}}}}]{{{\text{B}}{{\text{r}}_{\text{2}}}}}\,\,\,\,\xrightarrow[{{\text{Heat}}}]{{{\text{KOH}}}}\,\,\,\,\,\xrightarrow{{{\text{HCl}}}}\)
3 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\xrightarrow[{{\text{(ii)(C}}{{\text{H}}_{\text{3}}}{\text{CO}}{{\text{)}}_{\text{2}}}{\text{O}}}]{{{\text{(i)Zn/HCl}}}}\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\)
\(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{O}}}]{{{{\text{H}}^{{\text{ + }}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow{{{{\text{H}}_{\text{3}}}{\text{P}}{{\text{O}}_{\text{2}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\)
\(\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{\text{O(v)}}}}\)
4 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{(ii)}}\,{{{\text{(C}}{{\text{H}}_{\text{3}}}{\text{CO)}}}_{\text{2}}}{\text{O}}}]{{{\text{(i)Zn/HCl}}}}\,\,\,\,\,\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\)
\(\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{\text{(O)(v)}}}}\,\,\)
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CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322928 Which reagent can convert acetic acid into ethanol?

1 \(\mathrm{Na}+\) Alcohol
2 \(\mathrm{LiAlH}_{4}+\) ether
3 \(\mathrm{H}_{2}+\mathrm{Pt}\)
4 \(\mathrm{Sn}+\mathrm{HCl}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322929 \({\text{RCH  =  C}}{{\text{H}}_{\text{2}}}\xrightarrow[{{\text{(2)}}{{\text{H}}_{\text{2}}}{\text{O/Zn}}}]{{{\text{(1)}}\,{{\text{O}}_{\text{3}}}}}{\text{(A)}}\xrightarrow{{{\text{LiAl}}{{\text{H}}_{\text{4}}}}}{\text{(B)}}\)
Identify the product \({\text{B}}\) ?

1 \(\mathrm{RCOOH}+\mathrm{HCOOH}\)
2 \(\mathrm{RCHO}+\mathrm{HCOOH}\)
3 \(\mathrm{RCH}_{2} \mathrm{OH}+\mathrm{CH}_{3} \mathrm{OH}\)
4 \(\mathrm{RCHO}+\mathrm{HCHO}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322961 Which of the following reacts with aqueous \(\mathrm{HCl}\) to give phenol?

1 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CN}\)
2 \(\mathrm{CH}_{3} \mathrm{COOC}_{6} \mathrm{H}_{5}\)
3 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CHO}\)
4 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NHNH}_{2}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322962 Which of the following is the best preparation of meta cresol, starting from toluene?

1 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\,\,\,\,\,\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{{\text{O}}_{\text{2}}}{\text{(v)}}}}\)
2 \(\xrightarrow[{{\text{FeB}}{{\text{r}}_{\text{3}}}}]{{{\text{B}}{{\text{r}}_{\text{2}}}}}\,\,\,\,\xrightarrow[{{\text{Heat}}}]{{{\text{KOH}}}}\,\,\,\,\,\xrightarrow{{{\text{HCl}}}}\)
3 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\xrightarrow[{{\text{(ii)(C}}{{\text{H}}_{\text{3}}}{\text{CO}}{{\text{)}}_{\text{2}}}{\text{O}}}]{{{\text{(i)Zn/HCl}}}}\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\)
\(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{O}}}]{{{{\text{H}}^{{\text{ + }}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow{{{{\text{H}}_{\text{3}}}{\text{P}}{{\text{O}}_{\text{2}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\)
\(\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{\text{O(v)}}}}\)
4 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{(ii)}}\,{{{\text{(C}}{{\text{H}}_{\text{3}}}{\text{CO)}}}_{\text{2}}}{\text{O}}}]{{{\text{(i)Zn/HCl}}}}\,\,\,\,\,\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\)
\(\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{\text{(O)(v)}}}}\,\,\)
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CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322928 Which reagent can convert acetic acid into ethanol?

1 \(\mathrm{Na}+\) Alcohol
2 \(\mathrm{LiAlH}_{4}+\) ether
3 \(\mathrm{H}_{2}+\mathrm{Pt}\)
4 \(\mathrm{Sn}+\mathrm{HCl}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322929 \({\text{RCH  =  C}}{{\text{H}}_{\text{2}}}\xrightarrow[{{\text{(2)}}{{\text{H}}_{\text{2}}}{\text{O/Zn}}}]{{{\text{(1)}}\,{{\text{O}}_{\text{3}}}}}{\text{(A)}}\xrightarrow{{{\text{LiAl}}{{\text{H}}_{\text{4}}}}}{\text{(B)}}\)
Identify the product \({\text{B}}\) ?

1 \(\mathrm{RCOOH}+\mathrm{HCOOH}\)
2 \(\mathrm{RCHO}+\mathrm{HCOOH}\)
3 \(\mathrm{RCH}_{2} \mathrm{OH}+\mathrm{CH}_{3} \mathrm{OH}\)
4 \(\mathrm{RCHO}+\mathrm{HCHO}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322961 Which of the following reacts with aqueous \(\mathrm{HCl}\) to give phenol?

1 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CN}\)
2 \(\mathrm{CH}_{3} \mathrm{COOC}_{6} \mathrm{H}_{5}\)
3 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CHO}\)
4 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NHNH}_{2}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322962 Which of the following is the best preparation of meta cresol, starting from toluene?

1 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\,\,\,\,\,\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{{\text{O}}_{\text{2}}}{\text{(v)}}}}\)
2 \(\xrightarrow[{{\text{FeB}}{{\text{r}}_{\text{3}}}}]{{{\text{B}}{{\text{r}}_{\text{2}}}}}\,\,\,\,\xrightarrow[{{\text{Heat}}}]{{{\text{KOH}}}}\,\,\,\,\,\xrightarrow{{{\text{HCl}}}}\)
3 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\xrightarrow[{{\text{(ii)(C}}{{\text{H}}_{\text{3}}}{\text{CO}}{{\text{)}}_{\text{2}}}{\text{O}}}]{{{\text{(i)Zn/HCl}}}}\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\)
\(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{O}}}]{{{{\text{H}}^{{\text{ + }}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow{{{{\text{H}}_{\text{3}}}{\text{P}}{{\text{O}}_{\text{2}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\)
\(\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{\text{O(v)}}}}\)
4 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{(ii)}}\,{{{\text{(C}}{{\text{H}}_{\text{3}}}{\text{CO)}}}_{\text{2}}}{\text{O}}}]{{{\text{(i)Zn/HCl}}}}\,\,\,\,\,\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\)
\(\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{\text{(O)(v)}}}}\,\,\)
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CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322928 Which reagent can convert acetic acid into ethanol?

1 \(\mathrm{Na}+\) Alcohol
2 \(\mathrm{LiAlH}_{4}+\) ether
3 \(\mathrm{H}_{2}+\mathrm{Pt}\)
4 \(\mathrm{Sn}+\mathrm{HCl}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322929 \({\text{RCH  =  C}}{{\text{H}}_{\text{2}}}\xrightarrow[{{\text{(2)}}{{\text{H}}_{\text{2}}}{\text{O/Zn}}}]{{{\text{(1)}}\,{{\text{O}}_{\text{3}}}}}{\text{(A)}}\xrightarrow{{{\text{LiAl}}{{\text{H}}_{\text{4}}}}}{\text{(B)}}\)
Identify the product \({\text{B}}\) ?

1 \(\mathrm{RCOOH}+\mathrm{HCOOH}\)
2 \(\mathrm{RCHO}+\mathrm{HCOOH}\)
3 \(\mathrm{RCH}_{2} \mathrm{OH}+\mathrm{CH}_{3} \mathrm{OH}\)
4 \(\mathrm{RCHO}+\mathrm{HCHO}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322961 Which of the following reacts with aqueous \(\mathrm{HCl}\) to give phenol?

1 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CN}\)
2 \(\mathrm{CH}_{3} \mathrm{COOC}_{6} \mathrm{H}_{5}\)
3 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CHO}\)
4 \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NHNH}_{2}\)
CHXII11:ALCOHOLS, PHENOLS AND ETHERS

322962 Which of the following is the best preparation of meta cresol, starting from toluene?

1 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\,\,\,\,\,\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{{\text{O}}_{\text{2}}}{\text{(v)}}}}\)
2 \(\xrightarrow[{{\text{FeB}}{{\text{r}}_{\text{3}}}}]{{{\text{B}}{{\text{r}}_{\text{2}}}}}\,\,\,\,\xrightarrow[{{\text{Heat}}}]{{{\text{KOH}}}}\,\,\,\,\,\xrightarrow{{{\text{HCl}}}}\)
3 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\xrightarrow[{{\text{(ii)(C}}{{\text{H}}_{\text{3}}}{\text{CO}}{{\text{)}}_{\text{2}}}{\text{O}}}]{{{\text{(i)Zn/HCl}}}}\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\)
\(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{O}}}]{{{{\text{H}}^{{\text{ + }}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow{{{{\text{H}}_{\text{3}}}{\text{P}}{{\text{O}}_{\text{2}}}}}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\)
\(\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{\text{O(v)}}}}\)
4 \(\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{(ii)}}\,{{{\text{(C}}{{\text{H}}_{\text{3}}}{\text{CO)}}}_{\text{2}}}{\text{O}}}]{{{\text{(i)Zn/HCl}}}}\,\,\,\,\,\xrightarrow[{{{\text{H}}_{\text{2}}}{\text{S}}{{\text{O}}_{\text{4}}}}]{{{\text{HN}}{{\text{O}}_{\text{3}}}}}\,\,\,\,\,\xrightarrow[{{\text{HCl}}}]{{{\text{Zn}}}}\)
\(\xrightarrow[{0^\circ {\text{C}}}]{{{\text{HN}}{{\text{O}}_{\text{2}}}}}\,\,\,\,\xrightarrow{{{{\text{H}}_{\text{2}}}{\text{(O)(v)}}}}\,\,\)