Answer:
Pyridinium chlorochromate (PCC)
converts \[1{}^\circ \] alcohols to aldehydes without any danger of being oxidized
further to carboxylic acids.
\[\underset{1{}^\circ
\text{Alcohol}}{\mathop{R-C{{H}_{2}}-C{{H}_{2}}-C{{H}_{2}}OH}}\,\]\[\xrightarrow[C{{H}_{2}}C{{l}_{2}}]{{{C}_{6}}{{H}_{5}}N{{H}^{+}}Cr{{O}_{3}}C{{l}^{-}}}\,\,\underset{\text{Aldehyde}}{\mathop{R-C{{H}_{2}}-C{{H}_{2}}-CHO}}\,\]
(ii) Butan-2-one can be reduced to
butan-2-ol by a variety of reagents such as \[Ni/{{H}_{2}},\]Na, alcohol, \[NaB{{H}_{4}}\]
or \[LiAl{{H}_{4}}\].
\[\underset{\text{Butan-2-one}}{\mathop{C{{H}_{3}}-\overset{\begin{smallmatrix}
O \\
\parallel
\end{smallmatrix}}{\mathop{C-C{{H}_{2}}C{{H}_{3}}}}\,}}\,\xrightarrow[(ii)\,{{H}^{+}}/{{H}_{2}}O]{(i)\,NaB{{H}_{4}}}\,\,\,\underset{\text{Butan-2-ol}}{\mathop{C{{H}_{3}}-\overset{\begin{smallmatrix}
OH \\
|
\end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{2}}C{{H}_{3}}}}\,\]
(iii) Phenol reacts with \[B{{r}_{2}}-{{H}_{2}}O\]
to give 2, 4, 6-tribromophenol. For structure, refer to page 11/37.
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