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Ask iit jee aieee pet cbse icse state board community Community Discussion Question: hydrocarbon
Forum Index -> Organic Chemistry like the article? email it to a friend.  
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[Post New]26 Mar 2008 01:35:41 IST
    Subject: hydrocarbon
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prihu (0)

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a hydrocarbon A [c,90.56%,vd 53] was subjected to vigorous oxidation to give a dibasic B . .10 gm of B require 24.1 ml of .05 N NAOH for complete neutralization .Nitration of B gave a single mononitro derivative . When B was heated strongly with soda lime and it gave benzene .Identify A and B with proper reasoning and also give their structures
    
[Post New]26 Mar 2008 02:12:29 IST
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dev_22oct (1355)

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A= P xylene and B= Terephthalic acid
 
becoz
molecular wt =2 x vapour density =106 g
out of this 90.56% is carbon which is 96 g
therefore no of carbon is 96/12 = 8
therefore 8 carbon and 10 hydrogen.( C8H10)
 
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[Post New]26 Mar 2008 02:26:51 IST
    Subject: Re:hydrocarbon
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dev_22oct (1355)

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A ---OXIDATION---> B diabasic acid R/(COOH)2
 
now Meq of dibasic acid = Meq of NaOH
 
0.1/E X 1000 = 24.1 X.05
 
Equivalent wt of diabasic acid is =83
 
molecular wt of diabasic acid is 166
 
molecular wt of R =166 - 2x45=76
 
this suggest that R is C6H4
 
B on heating with sodalime gives benzene and thus B  is C6H4(COOH)2
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[Post New]26 Mar 2008 02:31:43 IST
    Subject: Re:hydrocarbon
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dev_22oct (1355)

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also B shows mononitro derivative so B is terepthalic acid and A is p-xylene
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