Sciencemadness Discussion Board
Not logged in [Login ]
Go To Bottom

Printable Version  
Author: Subject: Possible route to Toluene from Xylene
DFliyerz
Hazard to Others
***




Posts: 241
Registered: 22-12-2014
Member Is Offline

Mood: No Mood

[*] posted on 13-5-2016 at 07:05
Possible route to Toluene from Xylene


In many places, people can get mixed xylenes easily but can't get toluene. While looking around, I found some information that may lead to a route from xylenes to toluene. In this prep, nitric acid is used under fairly mild conditions to oxidize o-xylene to o-toluic (methylbenzoic) acid. Assuming that a similar procedure could be used on the other xylene isomers, and that toluic acid could be decarboxylated as a salt or with some other base, this could provide a fairly inexpensive route to toluene from xylene.
View user's profile View All Posts By User
macckone
International Hazard
*****




Posts: 2160
Registered: 1-3-2013
Location: Over a mile high
Member Is Offline

Mood: Electrical

[*] posted on 13-5-2016 at 18:21


You can definitely oxidize xylene to mixed carboxylic acids and then decarboxylate. You can also get toluene from gasoline via distillation. You can also use disproportionation with aluminum chloride to yield benzene, toluene and mesitylene. Many fuel injector cleaners and octane boosters are very high in toluene. If you can't distill gasoline, chances are you will have a problem with the more complex reactions.
View user's profile View All Posts By User
Deathunter88
National Hazard
****




Posts: 508
Registered: 20-2-2015
Location: Beijing, China
Member Is Offline

Mood: No Mood

[*] posted on 13-5-2016 at 21:26


Quote: Originally posted by macckone  
You can definitely oxidize xylene to mixed carboxylic acids and then decarboxylate. You can also get toluene from gasoline via distillation. You can also use disproportionation with aluminum chloride to yield benzene, toluene and mesitylene. Many fuel injector cleaners and octane boosters are very high in toluene. If you can't distill gasoline, chances are you will have a problem with the more complex reactions.


I don't know about you, but distilling 10 liters of gasoline just to get 500ml of toluene doesn't sound very fun. (concentration of toluene in gasoline is about 5%) It's also probably very hard to get clean separation due to the other junk in gasoline.
View user's profile View All Posts By User

  Go To Top