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Subject:
Isomer development during reduction
Category: Science > Chemistry Asked by: sandy7021-ga List Price: $2.00 |
Posted:
14 Jun 2004 01:40 PDT
Expires: 14 Jul 2004 01:40 PDT Question ID: 360719 |
Is it possible that isomer Meta Chloro Aniline devoleps during reduction of 2,5-DCNB for manufacturing 2,5-DCA |
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There is no answer at this time. |
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Subject:
Re: Isomer development during reduction
From: dr_bob-ga on 14 Jun 2004 13:37 PDT |
If you want a precise answer you'll need to explain a little first. 1.) What reagents are you using? 2.) by isomer meta chloro anilline, you mean 3 chloroaniline. as in 1 chlorine, the other two removed? Just as you've described, IMO, it would be pretty hard to happen under normal conditions. |
Subject:
Re: Isomer development during reduction
From: sandy7021-ga on 15 Jun 2004 23:20 PDT |
We are adding Thiourea as a catalyst and yes it is 3-Chloro Aniline which is being developed during reduction. |
Subject:
Re: Isomer development during reduction
From: dr_bob-ga on 16 Jun 2004 11:11 PDT |
ok...now you've piqued my curiosity. i haven't got a clue, but here's where I would start. first, get said spectra on putative 3-chloro aniline: proton, c13, ms(cl's will be a dead giveaway). a.) make sure indeed that starting materials are what you think they are and apply all common sense. b.) the ortho chloro's on 2,5 dcnb are quite reactive to SNar substitution. (As in alcohol + cook=ether) c.) I would think more likely you get thiourea addition-elimination to one of the chloros then reaction with the reduced nitro. (think nitroso, amine, etc, think amino benzathiazole) Now you just gotta blow off half of that heterocycle to get 3 chloroanilline. chugs, |
Subject:
Re: Isomer development during reduction
From: acrh2-ga on 17 Jun 2004 23:38 PDT |
I'm sure 15-N tests would prove you right :) |
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