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

Printable Version  
Author: Subject: Benzene via K2Cr2O7
Mirage
Harmless
*




Posts: 49
Registered: 26-1-2012
Location: Canada
Member Is Offline

Mood: Superheated

[*] posted on 9-3-2012 at 14:03
Benzene via K2Cr2O7


Is it possible to oxidize the alkyl substitutant with a dichromate ion to convert it into benzoic acid. I think I would add stoichiometric am mounts with toluene in sex was and then reflux just like the permanganate method. Then combine the benzoic acid with NaOH and distill the benzene.

Has anyone ever used potassium dichromate instead of permanganate?

Mirage
View user's profile View All Posts By User
Nicodem
Super Moderator
Thread Moved
10-3-2012 at 00:37
Mirage
Harmless
*




Posts: 49
Registered: 26-1-2012
Location: Canada
Member Is Offline

Mood: Superheated

[*] posted on 11-3-2012 at 09:04


Quote: Originally posted by Mirage  
Is it possible to oxidize the alkyl substitutant with a dichromate ion to convert it into benzoic acid. I think I would add stoichiometric amounts of potassium dichromate with toluene in excess and then reflux just like the permanganate method. Remove the layer with the potassium benzoate, and add in some HCl to precipitate the Benzoic Acid. Then combine the benzoic acid with NaOH and distill the benzene.

Has anyone ever used potassium dichromate instead of permanganate?

Mirage


Edit: Stupid autocorrect
View user's profile View All Posts By User
vmelkon
National Hazard
****




Posts: 669
Registered: 25-11-2011
Location: Canada
Member Is Offline

Mood: autoerotic asphyxiation

[*] posted on 14-9-2012 at 17:33


No, but according to this, it works
http://pubs.rsc.org/en/content/articlelanding/1951/jr/jr9510...

and it is also produces benzaldehyde, and a few other compounds.
The KMnO4 method probably also produces a bunch of compounds, the majority being potassium benzoate.
View user's profile View All Posts By User
Ozone
International Hazard
*****




Posts: 1269
Registered: 28-7-2005
Location: Good Olde USA
Member Is Offline

Mood: Integrated

[*] posted on 15-9-2012 at 08:08


LOL, I think we would all like stoichiometric amounts of sex!

In any case, it works (albeit with an ugly product distribution). The KMnO4 method is most often cited in the literature.

O3




-Anyone who never made a mistake never tried anything new.
--Albert Einstein
View user's profile View All Posts By User
zed
International Hazard
*****




Posts: 2277
Registered: 6-9-2008
Location: Great State of Jefferson, City of Portland
Member Is Offline

Mood: Semi-repentant Sith Lord

[*] posted on 15-9-2012 at 12:34


In my neighborhood we would just buy some Sodium Benzoate. Some people use it in canning. ( I think.)

Or, you could Chlorinate Toluene, then hydrolyse it.

[Edited on 15-9-2012 by zed]
View user's profile View All Posts By User
triplepoint
Hazard to Others
***




Posts: 127
Registered: 11-4-2012
Location: U.S.
Member Is Offline

Mood: in equilibrium

[*] posted on 15-9-2012 at 18:11


Quote: Originally posted by zed  
In my neighborhood we would just buy some Sodium Benzoate. [Edited on 15-9-2012 by zed]


buying 1 lb of benzoic acid ... $4.00

learning how to do it yourself ... priceless
View user's profile View All Posts By User
vmelkon
National Hazard
****




Posts: 669
Registered: 25-11-2011
Location: Canada
Member Is Offline

Mood: autoerotic asphyxiation

[*] posted on 16-9-2012 at 07:14


Quote: Originally posted by zed  
In my neighborhood we would just buy some Sodium Benzoate. Some people use it in canning. ( I think.)

Or, you could Chlorinate Toluene, then hydrolyse it.

[Edited on 15-9-2012 by zed]


He is probably a home chemist like most of us here. Experiment to us means experience. It also means fun, enjoyment, learning.
View user's profile View All Posts By User

  Go To Top