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(a) Arrange the following in an increas...

(a) Arrange the following in an increasing order of their indicated property.
(i) Benzoic acid ,4- Nitrobenzoc acid ,3,4 - Dinitrobenzoic acid, 4- Methoxybenzoic acid (acid strength)
(ii) `CH_(3)CH_(2)CH(Br)COOH,CH_(3)CH(Br)CH_(2)COOH`,
`(CH_(3))_(2)CHCOOH,CH_(3)CH_(2)CH_(2)COOH` (acid strength)
(b) How would you bring about the following conversions :
(i) Propanone to propene
(ii) Benzoic acid to Benzaldehyde
(iii) Bromobenzene to 1- phenylethanol

Text Solution

Verified by Experts

(a) (i) The overall acid strength increases in the order 4- methoxy benzoic acid `lt` benzoic acid `lt` 4- nitrobenzoic acid `lt` 3,4 - dinitro benzoic acid
(ii) The overall acid strength increases in the order.
`(CH_(3))_(2)CHOOHltCH_(3)CH_(2)CH_(2)COOHltCH_(3)CH(Br)CH_(2)COOHltCH_(3)CH_(2)CH(Br)COOH`
(b) (i) Propanone to propene
`underset("Propanaone")(CH_(3)-overset(O)overset(||)C-CH_(3))overset(NaBH_(4),CH_(3)OH)underset(("Reduction"))tounderset(2- "propanal")(CH_(3)-overset(OH)overset(|)CH-CH_(3))underset(("Dehydration"))overset("conc".H_(2)SO_(4),443K)tounderset(2-"propanal")(CH_(3)-CH=CH_(2))`
(ii)
(iii) Bromobenzene to 1- phenylethanol
`underset("Bromobenzene")(C_(6)H_(5)Br)overset("Mg//bry ether")toC_(6)H_(5)MgBrunderset(H_(3)O^(+))overset(CH_(3)CHO)tounderset(1-" Phenylethanol")(C_(6)H_(5)-overset(OH)overset(|)CH-CH_(3))`
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