(a) How will you bring about the following conversions : (i) Ethanol to 3- hydroxybutanal (ii) Benzaldehyde to Benzophenone (b) An organic compound A has the molecular formula `C_(8)H_(16)O_(2)`. It gets hydrolysed with dilute sulphuric acid and gives a carboxylic acid B and an alcohol C. Oxidation of C with chromic acid also produced B . C on dehydration reaction gives but - l - ene . write equations for the reactions involved.

(a) How will you bring about the following conversions : (i) Ethanol t

1.	(a) How will you bring about the following conversions : (i) Ethanol to 3- hydroxybutanal (ii) Benzaldehyde to Benzophenone (b) An organic compound A has the molecular formula `C_(8)H_(16)O_(2)`. It gets hydrolysed with dilute sulphuric acid and gives a carboxylic acid B and an alcohol C. Oxidation of C with chromic acid also produced B . C on dehydration reaction gives but - l - ene . write equations for the reactions involved.
Answer» (a) (i) Ethanol to 3- hydroxybutanal `underset("Ethanal 2molecules")(CH_(3)CHO+H-CH_(2)-CHO)overset("Dil NaOH")underset(("Aldol condensation"))tounderset("3- hydroxybutanal")(CH_(3)-overset(OH)overset(\|)CH-CH_(2)-CHO)` (ii) `underset("Benzaldehyde")(C_(6)H_(5)CHO)overset(K_(2)Cr_(2)O_(7))underset(H_(2)SO_(4))toC_(6)H_(5)COOHoverset(CaCO_(3))tounderset(("Calcium Benzoate"))((C_(6)H_(5)COO)_(2)Ca)overset("Dry")underset("distill")toC_(6)H_(5)CO-C_(6)H_(6)` (b) `underset(A(C_(8)H_(16)O_(2)))underset(("Butyl butanoate"))(CH_(3)CH_(2)CH_(2)overset(O)overset(\|\|)COCH_(2)CH_(2)CH_(2)CH_(3))overset("dil" H_(2)SO_(4))tounderset((B))underset(("Butanoic acid"))(CH_(3)CH_(2)CH_(2)COOH)+underset((C ))underset("Butan -1-al")(CH_(3)CH_(2)CH_(2)OH)`

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(i) Arrange the following compounds in an increasing order of basic strength : `C_(6)H_(5)NH_(2), C_(6)H_(5)N(CN_(3))_(2), (C_(2)H_(5))_(2)NH and CH_(3)NH_(2)` (ii) Arrange the following compounds in a decreasing order of `pK_(b)` values: `C_(2)H_(5)NH_(2), C_(6)H_(5)NHCH_(3), (C_(2)H_(5))_(2) NH and C_(6)H_(5)NH_(2)`
Rerrange the following in an increasing order of their basic strengths: `C_(6)H_(5)NH_(2),C_(6)H_(5)N(CH_(3))_(2),(C_(6)H_(5))_(2)` NH and `CH_(3)NH_(2)`.
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