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Karnataka Board PUCPUC Science 2nd PUC Class 12

Arrange the following compounds in increasing order of their property as indicated: Acetaldehyde, Acetone, Di-tert-butyl ketone, Methyl tert-butyl ketone (reactivity towards HCN)

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Question

Arrange the following compounds in increasing order of their property as indicated:

Acetaldehyde, Acetone, Di-tert-butyl ketone, Methyl tert-butyl ketone (reactivity towards HCN)

Chemical Equations/Structures
Short Answer
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Solution

When HCN reacts with a compound, the attacking species is a CNnucleophile. Therefore, as the negative charge on the compound increases, its reactivity with HCN decreases. In the given compounds, the +I effect increases as shown below. It can be observed that steric hindrance also increases.

Hence, the given compounds can be arranged according to their increasing reactivities toward HCN as:

Di-tert-butyl ketone < Methyl tert-butyl ketone < Acetone < Acetaldehyde

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Chapter 8: Aldehydes, Ketones and Carboxylic Acids - Exercises [Page 256]

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NCERT Chemistry Part 1 and 2 [English] Class 12
Chapter 8 Aldehydes, Ketones and Carboxylic Acids
Exercises | Q 8.12 (i) | Page 256

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