Pyridinium chlorochromate $$(PCC),$$ a complex of chromium trioxide with pyridine and $$HCl$$ gives good yield of aldehydes and prevents further oxidation to carboxylic acids.
\[C{{H}_{3}}C{{H}_{2}}OH\xrightarrow{PCC}C{{H}_{3}}CHO\]
55.
$$tert$$ - Butyl ethyl ether can’t be prepared by which reaction ?
A
$$tert$$ - Butanol + ethanol \[\xrightarrow{{{H}^{+}}}\]
B
$$tert$$ - Butyl bromide + sodium ethoxide \[\to \]
C
Sodium $$tert$$ - butoxide + ethyl bromide \[\to \]
\[{{\left( C{{H}_{3}} \right)}_{3}}CBr+NaO{{C}_{2}}{{H}_{5}}\] can’t be applied for synthesising the ether because sod. ethoxide, being a strong base, will preferentially cause elimination reaction.
\[{{\left( C{{H}_{3}} \right)}_{3}}CBr\xrightarrow{^{-}O{{C}_{2}}{{H}_{5}}}{{\left( C{{H}_{3}} \right)}_{2}}C=C{{H}_{2}}+HBr\]
In isobutene + ethanol, isobutene will form $$tert$$ - butyl cation which reacts with ethanol, a nucleophile to form ether.
\[{{\left( C{{H}_{3}} \right)}_{2}}C=C{{H}_{2}}\xrightarrow{{{H}^{+}}}{{\left( C{{H}_{3}} \right)}_{2}}\overset{+}{\mathop{C}}\,C{{H}_{3}}\xrightarrow[\left( ii \right)\,-{{H}^{+}}]{\left( i \right)\,C{{H}_{3}}C{{H}_{2}}OH}{{\left( C{{H}_{3}} \right)}_{3}}COC{{H}_{2}}C{{H}_{3}}\]
56.
Among the following ethers which one will produce methyl alcohol on treatment with hot concentrated $$HI?$$
The ether which gives more stable carbocation, forms $$C{H_3}OH$$ as one of the product with hot $$conc.$$ $$HI.$$ The order of stability of carbocation is
$${3^ \circ } > {2^ \circ } > {1^ \circ }$$
Thus, gives $$C{H_3}OH$$ as one of the product. The reaction proceeds as
57.
Which of the following is not a characteristic of alcohol?
A
They are lighter than water.
B
Their boiling points rise fairly uniformly with rising molecular weight.
C
Lower members are insoluble in water and organic solvents but the solubility regularly increases with molecular mass.
D
Lower members have a pleasant smell and burning taste, higher members are colourless and tasteless.
Answer :
Lower members are insoluble in water and organic solvents but the solubility regularly increases with molecular mass.
\[\underset{\left( X \right)}{\mathop{C{{H}_{3}}C{{H}_{2}}CH\left( OH \right)C{{H}_{3}}}}\,\] \[\xrightarrow[{{H}_{2}}S{{O}_{4}}]{\text{Conc}\text{.}}\underset{\left( Y \right)}{\mathop{C{{H}_{3}}CH=CHC{{H}_{3}}}}\,\]
59.
Identify $$A, B$$ and $$C.$$
\[A\xrightarrow{C{{H}_{3}}MgBr}B\xrightarrow{{{H}_{3}}{{O}^{+}}}C\]
\[\underset{\left( A \right)}{\mathop{C{{H}_{3}}COC{{H}_{3}}}}\,\xrightarrow{C{{H}_{3}}MgBr}\] \[\underset{\left( B \right)}{\mathop{C{{H}_{3}}\underset{\begin{smallmatrix}
\,| \\
\,\,\,\,C{{H}_{3}}
\end{smallmatrix}}{\overset{\begin{smallmatrix}
\,\,\,\,\,C{{H}_{3}} \\
\,|
\end{smallmatrix}}{\mathop{-C-}}}\,OMgB}}\,r\xrightarrow{{{H}_{3}}{{O}^{+}}}\] \[\underset{\left( C \right)}{\mathop{C{{H}_{3}}\underset{\begin{smallmatrix}
| \\
\,\,\,\,C{{H}_{3}}
\end{smallmatrix}}{\overset{\begin{smallmatrix}
\,\,\,\,C{{H}_{3}} \\
|
\end{smallmatrix}}{\mathop{-C-}}}\,OH}}\,\]
60.
Which of the following is the proper method to prepare $$n$$ - hexane from $$n$$ - propyl alcohol?
\[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}OH\xrightarrow{\left( X \right)}\] \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}Br\xrightarrow{\left( Y \right)}\] \[C{{H}_{3}}{{\left( C{{H}_{2}} \right)}_{4}}C{{H}_{3}}\]
A
$$\left( X \right)\,{\text{ - }}\,HBr{\text{,}}\left( Y \right)\,{\text{ - }}\,HCN$$
B
$$\left( X \right)\,{\text{ - }}\,HBr,\left( Y \right)\,{\text{ - }}\,Na,{\text{ether}}$$
C
$$\left( X \right)\,{\text{ - }}\,B{r_2},\left( Y \right)\,{\text{ - }}\,C{H_3}CN$$
D
$$\left( X \right)\,{\text{ - }}\,B{r_2},\left( Y \right)\,{\text{ - }}\,KMn{O_4}$$
Answer :
$$\left( X \right)\,{\text{ - }}\,HBr,\left( Y \right)\,{\text{ - }}\,Na,{\text{ether}}$$