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

Printable Version  
Author: Subject: OTC aniline?
Yugen
Harmless
*




Posts: 23
Registered: 20-12-2014
Member Is Offline

Mood: No Mood

[*] posted on 25-1-2015 at 00:23
OTC aniline?


Aniline is simple compound but seems way overpriced to buy (commonly see a pound of the stuff going for over $160). There's got to be an easier/cheaper way to get this compound without being ripped off...

So aniline can be prepared from nitrobenzene via reduction or from phenol via substitution (e.g. patent US3860650A). The nitrobenzene route suffers from the obvious problem of obtaining carcinogenic benzene while the phenol route is a pain because it requires high temperatures and pressures (over an alumina catalyst that is not very easy to prepare).

So if a guy wanted aniline via an easier route, how would he go about it? What would you do? Do you know of a simple synthesis for aniline? Better yet, do you know of a nice "over the counter product" that contains aniline? Most products I've seen are "aniline dyes" for leather (which are more complicated derivatives of aniline).

Edit: Minor typo fixed

[Edited on 25-1-2015 by Yugen]
View user's profile View All Posts By User
radiance88
Hazard to Self
**




Posts: 64
Registered: 18-12-2014
Location: underground volcano fortress
Member Is Offline

Mood: a little less evil than usual

[*] posted on 25-1-2015 at 00:56


Is the benzene really that big of a deal (assuming that you operate in a controlled environment)? Your trying to synth aniline which is itself toxic in it's own right, so I assume that you know what you're going to be doing it and how you intend to handle it?

Reminds me of a talk given by this british fellow discussing the general fear and paranoia people have in regards to chemicals, versus the actuality of the dangers of them. He seems to have done some interesting work on solar cells as well.
View user's profile View All Posts By User
Yugen
Harmless
*




Posts: 23
Registered: 20-12-2014
Member Is Offline

Mood: No Mood

[*] posted on 25-1-2015 at 01:32


I suppose I am being too paranoid about toxicology (especially considering aniline is potentially poisonous itself).

Still, disregarding toxicology, there's still the nitration of benzene with nitric acid to deal with. I am lazy... I was hoping other people were also lazy too... It would be great if there was a cheap commercial product which could be used to obtain aniline from (by simple distillation hopefully).
View user's profile View All Posts By User
gdflp
Super Moderator
*******




Posts: 1320
Registered: 14-2-2014
Location: NY, USA
Member Is Offline

Mood: Staring at code

[*] posted on 25-1-2015 at 06:48


http://www.sciencemadness.org/talk/viewthread.php?tid=4201&a... This process uses benzoic acid and urea as starting materials. Some Notes:You'll need a good hotplate to keep the melt at an even temp of 180°C, and in my experience undershooting by 5-10° is better than overshooting by that same amount. Use a digital thermocouple and monitor the reaction temp every 10-15mins.
View user's profile View All Posts By User
CuReUS
National Hazard
****




Posts: 928
Registered: 9-9-2014
Member Is Offline

Mood: No Mood

[*] posted on 25-1-2015 at 07:28


halobenzenes can be converted to aniline using lithium in liquid NH3
but I dont know any OTC source for halobenzene
chlorobenzene is a common solvent

these might be interesting
http://chemistry.mdma.ch/hiveboard/serious/000122752.html

at the bottom,he mentions about OTC synthesis of halobenzenes but I couldn't find the work

this idea to get chlorobenzene might work
http://chemistry.mdma.ch/hiveboard/chemistrydiscourse/000291...

Mg can be obtained from computer parts-from the first link
" Cheaper. Old computer hardware, as well as automotive parts, are made of pure Mg -- this scrap material could readily be condorated, or used as is, for a fraction of what it costs to purchase."

but maybe the Mg might not be fine enough for a grignard reaction :(

[Edited on 25-1-2015 by CuReUS]
View user's profile View All Posts By User
Lambda-Eyde
National Hazard
****




Posts: 857
Registered: 20-11-2008
Location: Norway
Member Is Offline

Mood: Cleaved

[*] posted on 25-1-2015 at 07:40


Quote: Originally posted by Yugen  
It would be great if there was a cheap commercial product which could be used to obtain aniline from (by simple distillation hopefully).

There is, sort of. Acetanilide. UnintentionalChaos has written about it earlier; UTFSE.




This just in: 95,5 % of the world population lives outside the USA
You should really listen to ABBA
Please drop by our IRC channel: #sciencemadness @ irc.efnet.org
View user's profile View All Posts By User
Scr0t
Hazard to Others
***




Posts: 118
Registered: 14-1-2012
Location: Europe
Member Is Offline

Mood: Desiccated

[*] posted on 25-1-2015 at 14:49


reagent_shop on ebay carry acetanilide for $58 /500g ($15.7/mol) however if you go to their home website they do sell straight aniline for $104 /500g ($19.4/mol) where price includes postage.

Acetanilide is the better deal plus it's safer to ship. It's easily hydrolyzed to aniline in high yield.


chemdreamland-eu on ebay used to carry much cheaper aniline (unlisted) but it seems he's no longer operating now unfortunately.
View user's profile View All Posts By User
S.C. Wack
bibliomaster
*****




Posts: 2419
Registered: 7-5-2004
Location: Cornworld, Central USA
Member Is Offline

Mood: Enhanced

[*] posted on 25-1-2015 at 16:40


Benzoic acid and benzamide may be the cheapest non-benzene option short of import these days...another thing that can be mixed with hydroxide to give aniline would be its salts, a convenient shipping and storage form, especially when your use calls for dissolving aniline in acid. A certain reseller used to sell kilos of Indian sulfate dirt, dirt cheap; they were then mentioned often as a cheap source of chemicals...so they went with selling at the same price as the big boys that don't sell to residential addresses for some reason, and nothing there has ever been cheap again and never will...

[Edited on 26-1-2015 by S.C. Wack]




"You're going to be all right, kid...Everything's under control." Yossarian, to Snowden
View user's profile Visit user's homepage View All Posts By User
fractional
Hazard to Self
**




Posts: 74
Registered: 29-8-2006
Member Is Offline

Mood: No Mood

[*] posted on 30-1-2015 at 05:11


Quote: Originally posted by Lambda-Eyde  
Quote: Originally posted by Yugen  
It would be great if there was a cheap commercial product which could be used to obtain aniline from (by simple distillation hopefully).

There is, sort of. Acetanilide. UnintentionalChaos has written about it earlier; UTFSE.


Aniline from acetanilide is straightforward and high-yielding. In Europe acetanilide can be obtained fairly easily and comparatively cheaply (unlike aniline).
A step by step instruction is available (in German) on:

http://www.versuchschemie.de/topic,15459,-Anilin.html

by author "fractional" ;)

[Edited on 31-1-2015 by fractional]
View user's profile View All Posts By User

  Go To Top