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प्रश्न
How is phenol converted into the following?
benzoquinone
Write the chemical reaction to convert phenol to benzoquinone.
उत्तर
Conversion of phenol into benzoquinone:
Phenol on oxidation with Na2Cr2O7 (chromic acid) in H2SO4, gives conjugated diketone known as benzoquinone, which is dark coloured
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\[\begin{array}{cc}
\phantom{............}\ce{CH2OH}\\
\phantom{......}|\\
\ce{CH3 - CH2 - CH - CH - CH - CH3}\\
\phantom{......}|\phantom{............}|\phantom{.}\\
\phantom{........}\ce{CH2Cl}\phantom{......}\ce{CH3}\phantom{}
\end{array}\]
Name the following compound according to IUPAC system.
\[\begin{array}{cc}
\phantom{........................}\ce{CH2OH}\\
\phantom{..................}|\\
\ce{CH3 - CH - CH2 - CH - CH - CH3}\\
\phantom{}|\phantom{.............}|\phantom{........}\\
\phantom{..}\ce{CH3}\phantom{..........}\ce{OH}\phantom{........}
\end{array}\]
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\[\begin{array}{cc}
\ce{H2C = CH - CH - CH2 - CH2 - CH3}\\
|\phantom{..........}\\
\ce{OH}\phantom{........}
\end{array}\]
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\phantom{................}\ce{CH3}\\
\phantom{.............}|\\
\ce{CH3 - CH - CH - C - CH3}\\
|\phantom{......}|\phantom{......}|\\
\phantom{...}\ce{CH3\phantom{.}}\phantom{..}\ce{OH}\phantom{...}\ce{CH3}
\end{array}\]
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\[\begin{array}{cc}
\ce{H3C - CH - CH2 - CH - CH - CH2 - CH3}\\
\phantom{}|\phantom{.............}|\phantom{......}|\phantom{.........}\\
\phantom{}\ce{OH}\phantom{..........}\ce{OH}\phantom{...}\ce{C2H5}\phantom{......}
\end{array}\]
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\[\begin{array}{cc}
\ce{CH3 - CH - CH - CH3}\\
|\phantom{......}|\phantom{..}\\
\ce{OH}\phantom{...}\ce{OH}\phantom{}
\end{array}\]
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\[\begin{array}{cc}
\ce{HO - CH2 - CH - CH2 - OH}\\
|\phantom{..}\\
\ce{OH}
\end{array}\]
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\[\begin{array}{cc}
\ce{CH3 - O - CH2 - CH - CH3}\\
\phantom{..........}|\\
\phantom{............}\ce{CH3}
\end{array}\]
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\[\begin{array}{cc}
\ce{CH3 - CH2 - O - CH - CH2 - CH3}\\
\phantom{...}|\\
\phantom{.....}\ce{CH3}
\end{array}\]
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\[\begin{array}{cc}
\ce{C2H5OCH2 - CH - CH3}\\
\phantom{.....}|\\
\phantom{.......}\ce{CH3}
\end{array}\]
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\[\begin{array}{cc}
\phantom{..}\ce{H}\phantom{...}\ce{CH3}\phantom{.}\ce{H}\phantom{..}\\
\phantom{}|\phantom{....}|\phantom{....}|\phantom{}\\
\ce{H - C - C - C - H}\\
\phantom{}|\phantom{....}|\phantom{....}|\phantom{}\\
\phantom{.}\ce{H}\phantom{...}\ce{OH}\phantom{.}\ce{H}\phantom{.}\\
\end{array}\]
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IUPAC name of m-cresol is ____________.
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\[\begin{array}{cc}
\ce{CH3-CH-OCH3}\\
|\phantom{....}\\
\ce{CH3}\phantom{..}
\end{array}\]
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\[\begin{array}{cc}
\phantom{}\ce{CH3 - CH - CH2 - CH2 - CH - CH3}\phantom{.}\\
\phantom{.........}|\phantom{...................}|\phantom{...........}\\
\phantom{..}\ce{Cl}\phantom{.................}\ce{OH}\phantom{..}
\end{array}\]
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\[\begin{array}{cc}
\phantom{}\ce{CH3 - CH2 - C = C - OH}\\
\phantom{........}|\phantom{....}|\phantom{}\\
\phantom{..............}\ce{CH3 CH2OH}
\end{array}\]
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\[\ce{H2O, ROH, HC ≡ CH}\]
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Column I | Column II | |
(i) | ![]() |
(a) Hydroquinone |
(ii) | ![]() |
(b) Phenetole |
(iii) | ![]() |
(c) Catechol |
(iv) | ![]() |
(d) o-Cresol |
(v) | ![]() |
(e) guinone |
(vi) | ![]() |
(f) Resorcinol |
(g) Anisole |
Match the starting materials given in Column I with the products formed by these (Column II) in the reaction with HI.
Column I | Column II | ||
(i) | CH3—O—CH3 | (a) | ![]() |
(ii) | \[\begin{array}{cc} \ce{CH3}\phantom{..................}\\ \backslash\phantom{.............}\\ \ce{CH-O-CH3}\\ /\phantom{..............}\\ \ce{CH3}\phantom{..................} \end{array}\] |
(b) | \[\begin{array}{cc} \ce{CH3}\phantom{....}\\ |\phantom{.......}\\ \ce{CH3-C-I + CH3OH}\\ |\phantom{.......}\\ \ce{CH3}\phantom{....} \end{array}\] |
(iii) | \[\begin{array}{cc} \ce{CH3}\phantom{.}\\ |\phantom{....}\\ \ce{H3C-C-O-CH3}\\ |\phantom{....}\\ \ce{CH3}\phantom{..} \end{array}\] |
(c) | ![]() |
(iv) | ![]() |
(d) | CH3—OH + CH3—I |
(e) | \[\begin{array}{cc} \ce{CH3}\phantom{.....................}\\ \backslash\phantom{.................}\\ \ce{CH-OH + CH3I}\\ /\phantom{.................}\\ \ce{CH3}\phantom{.....................} \end{array}\] |
||
(f) | \[\begin{array}{cc} \ce{CH3}\phantom{.....................}\\ \backslash\phantom{.................}\\ \ce{CH-I + CH3OH}\\ /\phantom{.................}\\ \ce{CH3}\phantom{.....................} \end{array}\] |
||
(g) | \[\begin{array}{cc} \ce{CH3}\phantom{....}\\ |\phantom{.......}\\ \ce{CH3-C-OH + CH3I}\\ |\phantom{.......}\\ \ce{CH3}\phantom{....} \end{array}\] |
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\[\begin{array}{cc}
\phantom{................}\ce{CH3}\\
\phantom{.............}|\\
\ce{CH3 - CH - CH - C - CH3}\\
|\phantom{......}|\phantom{......}|\\
\phantom{...}\ce{CH3}\phantom{..}\ce{OH}\phantom{...}\ce{CH3}
\end{array}\]
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Prop-2-en-1-ol
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The IUPAC name of is ______.
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\[\begin{array}{cc}
\phantom{...............}\ce{CH3}\\
\phantom{............}|\\
\ce{CH3 - CH - CH - C - CH3}\\
|\phantom{......}|\phantom{......}|\\
\phantom{...}\ce{CH3}\phantom{...}\ce{OH}\phantom{...}\ce{CH3}
\end{array}\]
Write IUPAC names of the following compounds:
\[\begin{array}{cc}
\phantom{...............}\ce{CH3}\\
\phantom{.............}|\\
\ce{CH3 - CH - CH - C - CH3}\\
|\phantom{......}|\phantom{......}|\\
\phantom{...}\ce{CH3\phantom{...}OH\phantom{...}CH3}\\
\end{array}\]
Write IUPAC name of the following compound:
\[\begin{array}{cc}
\phantom{................}\ce{CH3}\\
\phantom{.............}|\\
\ce{CH3 - CH - CH - C - CH3}\\
|\phantom{......}|\phantom{......}|\\
\phantom{...}\ce{CH3}\phantom{...}\ce{OH}\phantom{...}\ce{CH3}
\end{array}\]