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![[Post New]](/templates/default/images/icon_minipost_new.gif) 3 Apr 2008 19:34:19 IST
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Q.1. Give reasons for the following: a) p-nitrobenzene sulphonic acid is formed fron the reaction of p-nitrobenzene but chlorobenzene will not give benzene sulphonic acid on treatment with NaHSO3. b) Irradiation of an equimolar mixture of cyclohexane, toluene and Br2 in CCl4 gives exclusive benzyl bromide. whereas in a similar reaction with chlorine only cyclohexyl chloride is obtained. Q.2. What is the intermediate formed and product of the reaction: 2-bromo anisole ----- NaNH2/NH3------> ?
Rates assured...
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3 Apr 2008 19:54:43 IST
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Plz reply!!!
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3 Apr 2008 20:34:05 IST
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for 1.b it may be due to reactivity of Cl over its selectivity while for Br its the opposite
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3 Apr 2008 20:35:44 IST
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2. benzyne with OCH3 in the 3rd position If excess is added, then it may well act as an electrophile and form 3methoxy aniline bcos of the -I effect of OCH3
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4 Apr 2008 17:34:43 IST
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not satisfied. more replies awaited.
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4 Apr 2008 18:39:28 IST
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SULPHONATION OF BENZENE IS HIGHLY REVERSIBLE. SO3 IS THE ELEROPHILE. IN CHLOROBENZENE THE RING GETS DEACTIVATED BY STRONG -I OF Cl (REACTIVITY IS JUDGED BY INDUCTIVE EFFECT WHILE ORIENTATION IS BY ITS +M EFFECT(HERE U WANT REACTIVITY)
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4 Apr 2008 18:45:54 IST
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a) The nitro group makes the ring more reactive towards substitution reactions. Chloro benzene is highly stable(No electron withdrawing groups) and hence does not give any reaction under normal conditions.
2 - reaction takes place through benzyne intermediate. Now try to figure the product out.
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Will nip in at times to solve problems :)
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4 Apr 2008 19:19:08 IST
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Q )p-nitrobenzene sulphonic acid is formed fron the reaction of p-nitrobenzene but chlorobenzene will not give benzene sulphonic acid on treatment with NaHSO3 error:I THINK DEAR ITS NOT P NITROBENZENE ITS p-chloronitrobenzene. ans) in p-chloronitrobenzene nucleophile displacement of Cl- by SO3Na. here the reagent SO32- is a nucleophile , with an unshared pair of electrons on sulphur. in ordinary sulphonation of , the reagent,SO3 is an electrophile with electrondeficient sulphur
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4 Apr 2008 19:29:30 IST
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2-bromo anisole ----- NaNH2/NH3------> it w'll give 2,3 dehydroanisole and then m-anisidine
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