shivam - 26-11-2015 at 01:36
Hey guys,
I have seen here a thousand procedures and interesting reactions through which aniline can be synthesized. Well, I already have a liter of lab grade
aniline left from a small diazotization reaction that i wanted to run.
So are there any other uses of it? Please list any synthesis that involves USING UP the aniline, rather than making it...
I'll appreciate any help..
Thanks..
woelen - 26-11-2015 at 01:38
It can be used to make nitrobenzene, which has interesting optic properties:
https://en.wikipedia.org/wiki/Kerr_effect
deltaH - 26-11-2015 at 02:03
Make polyaniline, fascinating conductive polymeric material: https://en.wikipedia.org/wiki/Polyaniline
Make indophenol dyes with it's oxidative coupling to phenol.
Make Nigrosin, a pitch black dye used to make ink: https://en.wikipedia.org/wiki/Nigrosin
You'd need to prepare woelen's suggested nitrobenzene for that, but also use aniline and aniline hydrochloride, looks like a perfect
way to use it up and you can sell the ink afterwards 
[Edited on 26-11-2015 by deltaH]
morsagh - 26-11-2015 at 11:01
Very nice is identification of furfural, if you don´t have any just heat up wood with 12% HCl. Just mix acetic acid, furfural and aniline and you
should get nice violet colour. If you try, take a photo please.
Magpie - 26-11-2015 at 11:58
Make chlorobenzene via a Sandmeyer reaction.
Diazotize and make phenol.
karlos³ - 26-11-2015 at 12:33
Make phenylhydrazine and use it to do a fischer indole synthesis maybe?
Or is that the diazotization reaction you´ve did?
shivam - 26-11-2015 at 23:21
Diazotization was for having a go at making some phenol.
Making phenylhydrazine sounds cool, i guess i can synthesize skattol by Fischer indole synthesis.
On the other hand, how's this for a synthesis :
Aniline -> precipitating tribromo aniline by bromine water -> diazotization and hydrolysis to get tribromo phenol -> reaction with oxalyl
chloride to get Bis(2,4,6 tribromophenol) oxalate
Theoretically, should TBPO work instead of TCPO [ Bis(2,4,56 trichlorophenol) oxalate ] for chemiluminescence??
karlos³ - 27-11-2015 at 03:47
Yes it would work.
That is a very nice experiment and makes a lot of fun.
Here´s a reference for using tribromophenyloxalate: http://www.google.com/patents/US20080185562
morsagh - 28-11-2015 at 05:30
It is easier to produce tribromophenol than tribromoaniline so it is better to do sandmeyer first and than just mix phenol with bromine water, you´ll
get better yelds
shivam - 28-11-2015 at 09:31
Yeah! Sounds good.
If it works with bromine water, then IMO, bubbling chlorine gas in an acidified phenol solution should suffice for making trichlorophenol. Does it
work that way, or not??
I think it shouldn't need any catalyst, although, adding a few crystals of FeCl3would be nice. just in case merely bubbling chlorine isn't
enough.
Any views on that??
[Edited on 28-11-2015 by shivam]
morsagh - 28-11-2015 at 11:31
It should work without FeCl3. And on the other hand I don´t find FeCl3 as effective catalyst in water solution