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

Printable Version  
Author: Subject: Would H2S reduce nitro groups to amines?
Tacho
National Hazard
****




Posts: 582
Registered: 5-12-2003
Member Is Offline

Mood: No Mood

[*] posted on 10-5-2005 at 04:35
Would H2S reduce nitro groups to amines?


For instance, would nitrobenzene become aniline by passing a stream of (very poisonous) H2S? Or would nitroethane become ethylamine if kept in a plastic bag with H2S?

Thanks in advance for any info.
View user's profile View All Posts By User
Pyridinium
Hazard to Others
***




Posts: 258
Registered: 18-5-2005
Location: USA
Member Is Offline

Mood: cupric

[*] posted on 11-6-2005 at 18:38


I know it's an old post, but nobody answered it, so...

I have a source that says you can reduce aromatic R-NO2 to R-NH2 with ammonium sulfide, amm. polysulfide, or sodium sulfhydride (NaHS). NaHS can be made by passing H2S into NaOH solution.

I don't know about direct reduction with H2S but it would probably work (under a ventilation hood).
View user's profile View All Posts By User
Lambda
National Hazard
****




Posts: 566
Registered: 15-4-2005
Location: Netherlands
Member Is Offline

Mood: Euforic Online

[*] posted on 11-6-2005 at 20:08
Picramic acid


Picramic acid, made via a solution of NaOH and saturating it with H2S and reacting this with picric acid (2-4-6 trinitrophenol), is a wel known route of -NO2 to -NH2 reduction. The same route may allso be performed with Na2S, instead of the above mentioned saturated solution. The enviroment of this reduction process is however basic in these cases.

Aniline on the other hand can be made by reducing nitrobenzene with Hydrogen "in situ". The Hydrogen is obtained by dissolving a metal like Fe or Zn in hydrochloric acid. The enviroment of -NO2 to -NH2 reduction is in this case acidic, and the resulting acid salt of aniline is thus formed.

In a basic enviroment, you most probably can use H2S for your -NO2 to -NH2 ruduction process.

A catalytic process may be optional.
Quote:
The never ending competition of mister basic and mister acid is fought out, who will win this time ?


[Edited on 12-6-2005 by Lambda]
View user's profile View All Posts By User

  Go To Top