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Arrange the following compounds in increasing order of acidity and give a suitable explanation. Phenol, o-nitrophenol, o-cresol

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प्रश्न

Arrange the following compounds in increasing order of acidity and give a suitable explanation.

Phenol, o-nitrophenol, o-cresol

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उत्तर

Increasing order of acidity.

o-cresol < Phenol < o-nitrophenol

In cresol,  , the electron-donating group \[\ce{(-CH3)}\] gives electrons and intensify the charge on phenoxide ion and therefore makes it unstable. Therefore, o-cresol is less acidic than phenol. In o-nitrophenol, the electron-withdrawing \[\ce{(-NO2)}\] group withdraws electrons and disperses the - ve charge and stabilizes the phenoxide ion. Therefore, o-nitrophenol is more acidic than phenol.

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अध्याय 11: Alcohols, Phenols and Ethers - Multiple Choice Questions (Type - I) [पृष्ठ १५९]

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एनसीईआरटी एक्झांप्लर Chemistry Exemplar [English] Class 12
अध्याय 11 Alcohols, Phenols and Ethers
Multiple Choice Questions (Type - I) | Q 34 | पृष्ठ १५९

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  Column I Column II
(i) Antifreeze used in car engine (a) Neutral ferric chloride
(ii) Solvent used in perfumes (b) Glycerol
(iii) Starting material for picric acid (c) Methanol
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(v) Reagent used for detection of phenolic group (e) Ethleneglycol
(vi) By product of soap industry used in cosmetics (f) Ethanol

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  Column I Column II
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(ii) Kolbe’s reaction (b) Ethyl alcohol
(iii) Williamson’s synthesis (c) Conversion of phenol to salicylaldehyde
(iv) Conversion of 2° alcohol to ketone (d) Wood spirit
(v) Reimer-Tiemann reaction (e) Heated copper at 573 K
(vi) Fermentation (f) Reaction of alkyl halide with sodium alkoxide

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 \[\begin{array}{cc}
\ce{CH3 - CH - CH - CH - CH2-OH }\\
|\phantom{......}|\phantom{......}|\phantom{.......}\\
\ce{Cl}\phantom{....}\ce{CH3}\phantom{...}\ce{CH3}\phantom{.....}
\end{array}\]


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