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Troubles in chem p1

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An organic compound J reacts with sodium to produce an organic ion with a charge of –3.
J reacts with NaOH(aq) to produce an organic ion with a charge of –1.
What could be the structural formula of J?
A HO2CCH(OH)CH2CO2H
B HO2CCH(OH)CH2CHO
C HOCH2CH(OH)CH2CO2H
D HOCH2COCH2CHO
 
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s11 qp 11 question is a chalenging question pls post the working if u r able workout and get D as the answer
 
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This is a disproportion reaction
oxidation number of I in HIO is +1, in I2 is 0 and in HIO3 is +5
so HIO to I2 is (+1 -> 0)x2 which is -2 because there is 2 Is in I2.
and HIO to HIO3 is (+1->+5) which is +4
ratio is -2:4 is 1:2 so mol ratio must be 2:1

How 1:2 became 2:1 ??
 
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How 1:2 became 2:1 ??

the 1:2 was oxidation number ratio
2:1 is molar ratio

the overall net oxidation number change must be zero.
so (-2) + 4 does not equal to 0
so you have to 2 x (-2) + 1 x (4) = 0
exam is coming soon.. just remember that mol ratio is inversely proportional to oxidation number ratio
 
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