(a) Write the chemical reaction involved in Etard reaction.

(b) Arrange the following in the increasing order of their reactivity towards nucleophilic addition reaction:

$C H_{3} - C H O, C_{6} H_{5} C O C H_{3}, H C H O$

(c) Why is $p K_{a}$ of $C l - C H_{2} - C O O H$ lower than the that of $C H_{3} C O O H$ ?

(d) Write the product in the following reaction:
$C H_{3} C H_{2} C H = C H - C H_{2} C N 1. (i - B u)_{2} A I H - -------- \to 2. H_{2} O$

(e) A and B are two functional isomers of compound $C_{3} H_{6} O$ . On heating with NaOH and $I_{2}$ , isomer A forms yellow precipitate of iodoform whereas isomer B does not form any precipitate. Write the formulae of A and B.

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Solution

(a) Etard reaction:

(b) $C_{6} H_{5} C O C H_{3} < C H_{3} C H O < H C H O$

(c) (i) Due to -I-effect of Cl atom, electron density in the -OH bond in chloroacetic acid is much lower than due to +I effect of $C H_{3}$ group in acetic acid is much weaker than in acetic acid and, hence, loses a proton more easily than acetic acid.

(ii) Due to -I-effect of Cl, dispersal of the -ve charge occurs in chloroacetic ion but +I-effect of $C H_{3}$ group, interpretation of -ve charge occur in acetic ion.

(d) $C H_{3} C H_{2} C H = C H C H_{2} C H O$

(e) $A = C H_{3} C O C H_{3}$ $B = C H_{3} C H_{2} C H O$
A gives iodoform test
$C H_{3} C O C H_{3} + 3 I_{2} + N a O H \to C H I_{3} + C H_{3} C O O N a$

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Similar questions

Q. (a) Write the chemical reaction involved in Etard reaction.

(b) Arrange the following in the increasing order of their reactivity towards nucleophilic addition reaction:

C H_{3} - C H O, C_{6} H_{5} C O C H_{3}, H C H O

p K_{a}

C l - C H_{2} - C O O H

lower than the that of

C H_{3} C O O H

?

(d) Write the product in the following reaction:

C H_{3} C H_{2} C H = C H - C H_{2} C N 1. (i - B u)_{2} A I H - -------- \to 2. H_{2} O

(e) A and B are two functional isomers of compound

C_{3} H_{6} O

. On heating with NaOH and

I_{2}

, isomer A forms yellow precipitate of iodoform whereas isomer B does not form any precipitate. Write the formulae of A and B.

Q. (a) Write the chemical reaction involved in Wolff-Kishner reduction.
(b) Arrange the following in the increasing order of their reactivity towards nucleophilic addition reaction:

C_{6} H_{5} C O C H_{3}, C H_{3} - C H O, C H_{3} C O C H_{3}

C H_{3} C H_{2} C H = C H - C H_{2} C N 1. (i - B u)_{2} A l H - ------- \to 2. H_{2} O

(e) A and B are two functional isomers of compound

C_{3} H_{6} O

.On heating with NaOH and

I_{2}

, isomer B forms yellow precipitate of iodoform whereas isomer A does not form any precipitate. Write the formulae of A and B.

Q. (A),(B) and (C) are three non-cyclic functional isomers of a carbonyl compound with molecular formula

C_{4} H_{8} O .

Isomers (A) and (C) give positive Tollens' test whereas isomer (B) does not give Tollens' test but gives positive Iodoform test. Isomers (A) and (B) on reduction with Zn(Hg)/conc. HCI give the same product (D).

(a) Write the structures of (A),(B),(C) and (B).

(b) Out of (A), (B) and (C) isomers, which one is least reactive towards addition of HCN?

Q. Arrange the following compounds in increasing order of their property as indicated.
(i)

C H_{3} C O C H_{3}, C_{6} H_{5} C O C H_{3}, C H_{3} C H O

(reactivity towards nucleophilic addition reaction)
(ii)

C I - C H_{2} - C O O H, F - C H_{2} - C O O H, C H_{3} - C O O H

(acidic character).

$C o S O_{4} C l .5 N H_{3}$ exists in two isomeric forms 'A and 'B'. Isomer 'A' reacts with $A g N O_{3}$ to give white precipitate, but does not react with $B a C l_{2} .$ Isomer 'B' gives white precipitate with $B a C l_{2}$ but does not react with $A g N O_{3} .$ Answer the following questions.
(a) Identify \A' and 'B' and white their structural formulae
(b) Name the type of isomerism involved.
(c) Give the IUPAC name of 'A' and 'B'.

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