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प्रश्न
Give plausible explanation for the following:
Cyclohexanone forms cyanohydrin in good yield but 2, 2, 6 trimethylcyclohexanone does not.
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उत्तर
Due to the presence of three methyl groups at α-places, nucleophilic attack of CN– ions does not occur. This steric hindrance is absent in cyclohexane. Hence, nucleophilic attack of CN– ions occurs quickly. Hence, cyclohexanone cyanohydrin is obtained in good yield.
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संबंधित प्रश्न
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What is meant by the following term? Give an example of the reaction in the following case.
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What is meant by the following term? Give an example of the reaction in the following case.
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| The carbon-oxygen double bond is polarised in aldehydes and ketones due to higher electronegativity of oxygen relative to carbon. Therefore, they undergo nucleophilic addition reactions with a number of nucleophiles such as HCN, NaHSO3, alcohols, ammonia derivatives and Grignard reagents. Aldehydes are easily oxidised by mild oxidising agents as compared to ketones. The carbonyl group of carboxylic acid does not give reactions of aldehydes and ketones. Carboxylic acids are considerably more acidic than alcohols and most of simple phenols. |
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(b) Why carboxylic acid is a stronger acid than phenol? (1)
(c) (i) Arrange the following compounds in increasing order of their reactivity towards CH3MgBr: (1)
CH3CHO, \[\begin{array}{cc}
\ce{(CH3)3C-C-CH3}\\
\phantom{....}||\\
\phantom{....}\ce{O}
\end{array}\], \[\begin{array}{cc}
\ce{CH3-C-CH3}\\
||\\
\ce{O}
\end{array}\]
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OR
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| (i) |  |
| (ii) |  |
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[C] is __________.
