Arrangethe following compounds in increasing order of their property as indicated :
(i) Acetaldehyde, Acetone, Di - tery - butyl ketone, Methyl tert - butyl ketone (reactivity towards HCN)
CH_(3)CH_(2)CH(Br)CH_(2)COOH,(CH_(3))_(2)CHCOOH,CH_(3)CH_(2)CH_(2)COOH(" acid strength").
(iii) Benzoic acid, 4 - Nitrobenzoic acid, 3, 4 - Dinitrobenzoic acid, 4 - Methoxybenzoic acid (acid strength).

Class 12 Chemistry in Class 12 3 years ago

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Solution :(i) The reactivity towards HCN addition decreases as the `+I-` effect of the ALKYL group increases and the steric hindrance to the nucleophilic attack by `CN^(-)` increases. Di - tert - butyl KETONE offers the MAXIMUM steric hindrance and has maximum `+I-` effect. Therefore, it has the least reactivity.

tery - Butylmethyl ketone also offers a lot of steric hindrance and `+I-` effect. But, it is a more reactive than Di - tery - butyl ketone. Acetaldehyde is most reactive.
Order of reactivity is :
`"Di - tery - butyl ketone "lt "tert - Butyl methyl ketone" lt "Acetone" lt "Acetaldehyde"`
2)CHCOOH` is a weaker acid than `CH_(3)CH_(2)CH_(2)COOH`.
Further `-I-` effect decreases with distance, therefore, `CH_(3)CH_(2)CH(Br)COOH` is a STRONGER acid than `CH_(3)CH(Br)CH_(2)COOH`. Thus, the overall acid strength increases in the order :
`CH_(3)-overset(CH_(3))overset("|")"CH"-COOH lt CH_(3)CH_(2)CH_(2)-COOH lt CH_(3)-underset (Br)underset(|)CH-CH_(2)-COOH lt CH_(3)-CH_(2)-underset(Br)underset(|)CH-COOH`
(iii) Since electron - donating groups decrease the acid strength, 4 - methoxybenzoic acid is a weaker acid than benzoic acid.
Since electron - withdrawing group increase the acid strength, 4 - nitrobenzoic acid and 3, 4 - dinitrobenzoic acids are stronger acids than benzoic acid. Further due to the presence of an additional `NO_(2)` group at m - position w.r.t. `COOH` group, 3, 4 - dinitrobenzoic acid is a stronger acid than 4 - nitrobenzoic acid. Thus, the overall acid strength increases in the order :
`"4 - Methoxybenzoic acid" lt " Benzoic acid " lt "4 - Nitrobenzoic acid "lt 3, 4 - "Dinitrobenzoic acid."`

Posted on 04 Dec 2021, this text provides information on Class 12 related to Chemistry in Class 12. Please note that while accuracy is prioritized, the data presented might not be entirely correct or up-to-date. This information is offered for general knowledge and informational purposes only, and should not be considered as a substitute for professional advice.

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