Sciencemadness Discussion Board

Trichlorobenzene

=SkyNET= - 8-5-2006 at 09:09

Would it be better to order TCB from a supplier or to just chlorinate benzene myself?

Basically im looking for the more cost-effective method.

gsd - 8-5-2006 at 09:21

which isomer?

=SkyNET= - 8-5-2006 at 09:41

Right, 1,3,5.

Sorry bout that.

[Edited on 8-5-2006 by =SkyNET=]

gsd - 8-5-2006 at 10:19

Chlorination of Benzene will result in cocktail of all sorts of CB compounds/isomers.

To the best of my knowledge 1,3,5 TCB is made by chlorinating Aniline - which gets symmetrically substituted to 2,4,6 Trichloroaniline and then knocking off the -NH2 by diazo, yielding symmetrical 1,3,5 TCB.

[Edited on 8-5-2006 by gsd]

=SkyNET= - 8-5-2006 at 17:34

Thanks.

Now just need to get some nitrobenzene.

I'd really rather not order anything from china right now :P

[Edited on 9-5-2006 by =SkyNET=]

leu - 8-5-2006 at 18:00

Quote:
To the best of my knowledge 1,3,5 TCB is made by chlorinating Aniline - which gets symmetrically substituted to 2,4,6 Trichloroaniline and then knocking off the -NH2 by diazo, yielding symmetrical 1,3,5 TCB.


That's correct, see JACS 18 667 (1896) and Rec Trav Chim 56 1177 (1937) for more details :)

Edit: Instead of JACS it should be Am Chem J 18 667 (1896)

[Edited on 2-21-2007 by Polverone]