CBSE Class 12 Chemistry 2022 Term 2 Delhi Set 3

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Question : 11
Total: 12
(a) (i) Which acid of the following pair would you except to be stronger?
FCH2COOH or CH3COOH
(ii) Arrange the following compounds in increasing order of their boiling points:
CH3CH2OH,CH3CHO.CH3COOH
(iii) Give simple chemical test to distinguish between Benzaldehyde and Acetophenone.
OR
(b) (i) Which will undergo faster nucleophilic addition reaction?
Acetaldehyde Propanone
(ii) What is the composition of Fehling's reagent?
(iii) Draw structure of the semicarbazone of Ethanal.
Solution:  
(a) (i) Among FCH2COOH and CH3COOH, FCH2COOH is stronger due to the presence of electron withdrawing group (-F). As Fluorine (halogens) is most electronegative element hence, electronegativity makes it stronger than aceticacid.
(ii) The increasing order of boiling point in the following compounds is
CH3CHO<CH3CH2OH<CH3COOH
Ethanoicacid and ethanol hascomparatively higher boiling point than ethanal as they both are held by strong hydrogen bonds in between them whereas in ethanal there is dipole-dipole interaction in between them.
(iii) With ammoniacal silver nitrate solution (Tollen's reagent), benzaldehyde forms silver mirror but acetophenone does not give this test.
C6H5CHO+2[Ag(NH3)2++3OH C6H5COO+2Ag+4NH3+2H2O
Acetophenone gives positive iodoform test whereas benzaldehyde do not give iodoform test.
C6H5COCH3
Acetophenone
+
3NaOl
Sodiumhypoiodite
C6H5COONa
Sodiumbenzoate
+
CHI3
Iodoform
+2NaOH


(yellow ppt)
C6H5CHO
Benzaldehyde
+NaOI
No yellow ppt of CH3
OR
(b) (i) Aldehydes are generally more reactive than ketones in nucleophilic addition reactions due to steric hindrance. As the electron density at carbonyl carbon increases, +I effect increases which decreases the chances of attack by a nucleophile. Thus, acetaldehyde is more reactive than propanone.
(ii) Fehling's solution is a mixture of alkaline solution of copper(II) sulphate (CuSO4) containing sodium potassium tartrate (Rochelle salt- KNaC4H4O64H2O ).
(iii) Structure of semi carbazone from ethanal.
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