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Haloalkanes And Haloarenes

Question
CBSEENCH12007990

How will you distinguish between:
I2CH-CH3 and ICH2-CH2I
 

Solution

1,1 dibromoethane on treatment with KOH (aq) gives acetaldehyde which on heating with tollen’s regents (amm. AgNO3) gives silver mirror test.
straight I subscript 2 CH minus CH subscript 3 rightwards arrow with KOH on top space CH subscript 3 CH left parenthesis OH right parenthesis subscript 2

CH subscript 3 CH left parenthesis OH right parenthesis subscript 2 rightwards arrow with negative straight H subscript 2 straight O space space on top CH subscript 3 CHO rightwards arrow with Amm. space AgNO subscript 3 space space on top Silver space mirror space

1,2 dibromoethane on treatment with KOH(aq) gives ethylene glycol which gives pink colour with ceric ammonium nitrate. 
CH subscript 2 BrCH subscript 2 Br space rightwards arrow with KOH left parenthesis aq right parenthesis on top CH subscript 2 OH minus CH subscript 2 OH space rightwards arrow with Cerric space amm. nitrate on top Pink space colour