A white precipitate was formed slowly when silver nitrate was added to compound A with molecular formula C6H13Cl. Compared A on treatment with hot alcoholic potassium hydroxide gave a mixture of two isomeric alkenes B and C, having formula C6H12. The mixture of
Text Solution
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Sol. (i)A on reaction with alcoholic KOH gives a
mixture of two isomeric alkenes B and C.
C6H13Cl
C6H12 + C6H12
Isomers
(ii) Mixture of B and C on ozonolysis gives four
products i.e.,
(1) CH 3 CHO (2) C 2 H 5 CHO
(3) CH 3 COCH 3 (4) 
(iii) Since B and C are of six carbon atoms each
and thus, product formed on ozonolysis for
each alkene must contain in all six carbon atoms. That
is why one alkene gives CH 3 CHO + 
and other alkene gives C 2 H 5 CHO and CH 3 COCH 3
Thus alkenes are :

(iv) Since B and C are formed from halide A, thus halide should be :

Reactions involved are as :

3-chloro-2-methyl pentane
+ 
2-methyl pentene-2 4-methyl pentene-2
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