Answer:
(a)
is [1]
Where R is
Thus, A B is benzoic acid
[1]
Explanation
(i)
It gives orange ppt with 2,4-DNP reagent
Carbonyl group present, ketonic or aldehyde
(ii)
It neither reduces Tollen's reagent or Fehling's
solution
-CHO (aldehyde group absent)
(iii)
It forms yellow precipitate withand
NaOH
group
present
(iv)
It does not decolourise water
or Baeyer's reagent (alkaline )
orin open
chain absent
(v)
Drastic oxidation gives a carboxylic acid (B)
B has ?COOH group
(b) (i) Cyclohexene to atopic acid
Ozonolysis by cleaves
(C = C) bond and ? COOH is formed.
(ii) 3 bromonitrobenzene to 3-nitrobenzoic acid
(a) Functional isomers (Carbonyl compounds) of the formula
are
(i)propanone
(ii)propanal
Both forms cyanohydrins with HCN.
Reaction with HCN is faster with propanal since steric
hindrance increases with (i)
Protonation increases electrophilic nature of carbonyl
compound.
In case of effect of
two methyl groups decrease positive charge on carbonyl carbon, hence its reactivity
for nucleophiric attack of CN- is decreased.
Hence, reacts
completely with HCN. [1]
Final products with HCN
Mechanism
Step I lonisation of weak acid in
presence of base
Step II Nucleophilic addition of on
carbonyl compound
Step III
(b)
No stabilization by resonance
is
stabilized by resonance
Thus, formation of is more
favoured than
Thus, carboxylic acids are more acidic than alcohol lonisation
of is more
than since
electronegativity of F
shows more effect
than Cl. [1]
Thus,
Thus, decreasing acid strength is
[1]
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