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

Printable Version  
Author: Subject: diethylsulfide
chemx01
Hazard to Self
**




Posts: 54
Registered: 13-6-2010
Member Is Offline

Mood: No Mood

[*] posted on 5-4-2015 at 11:41
diethylsulfide


I need some diethylsulfide for my synthesis of precious metal complexes but sigma's price is too high. I'm looking for a synthesis, i've searched reaxys and found a couple of them, but probably the easiest one would be reacting ethyl bromide with sodium sulphide.

And so my question is, has anyone done this, what were the conditions? My idea would be make a solution of the sulfide, add some PTC (Bu4NBr) add the bromoethane and stirr, maybe gently reflux, than separate the upper layer, extract...., sounds easy enough, but i'd be happy to read from anyone who's done this.

The other thing is reagrding the smell, is is really that bad, is it like thiols, can it be used in a fumehood without gassing the whole block? With using bleach as a decontaminating agent, is it managable?

The only reference i could fing regarding this route would be this one, though it doesn't list any conditions and i deals with a deuterated version but that's not a problem:

Berkel, Werefridus W. van; Koning, Leo J. de; Nibbering, Nico M. M.
Journal of the American Chemical Society, 1987 , vol. 109, # 25 p. 7602 - 7608
View user's profile View All Posts By User
blogfast25
Thought-provoking Teacher
*****




Posts: 10334
Registered: 3-2-2008
Location: Old Blighty
Member Is Offline

Mood: No Mood

[*] posted on 5-4-2015 at 13:04


I really don't know much about diethyl sulphide but Wikipedia describes quite a simple preparation (w/o much detail):

http://en.wikipedia.org/wiki/Diethyl_sulfide




View user's profile Visit user's homepage View All Posts By User
Hellafunt
Hazard to Self
**




Posts: 65
Registered: 2-12-2014
Member Is Offline

Mood: No Mood

[*] posted on 5-4-2015 at 14:37


It says in the wikipedia article that diethyl sulphide is the chemical responsible for the smell of a durian, so I would be scared of "gassing the whole block!"
View user's profile View All Posts By User
kavu
Hazard to Others
***




Posts: 207
Registered: 11-9-2011
Location: Scandinavia
Member Is Offline

Mood: To understand is to synthesize

[*] posted on 6-4-2015 at 00:53


I have had the displeasure of working with this particular thioether. The foul smell is very pungent in ever so tiny amounts escaped from the apparatus. My advice: Do not work with/synthesize this compound unless absolutely necessary.
View user's profile View All Posts By User
chemx01
Hazard to Self
**




Posts: 54
Registered: 13-6-2010
Member Is Offline

Mood: No Mood

[*] posted on 6-4-2015 at 04:16


Thanks everyone for their opinons, i have found an excellent alternative which should work.

My new question is is anyone familiar with the smell of Methionine, does it smell at all?
View user's profile View All Posts By User
DraconicAcid
International Hazard
*****




Posts: 3079
Registered: 1-2-2013
Location: The tiniest college campus ever....
Member Is Offline

Mood: Semi-victorious.

[*] posted on 6-4-2015 at 07:30


I generally assume that if it has C-S or H-S bonds, and a boiling point of under 150oC, it's probably going to reek. Carbon disulphide is said to be odourless when absolutely pure, but it's rarely that pure.



Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
View user's profile View All Posts By User
Metacelsus
International Hazard
*****




Posts: 2287
Registered: 26-12-2012
Location: Cambridge, MA
Member Is Offline

Mood: Double, double, toil and trouble

[*] posted on 6-4-2015 at 09:19


I've used carbon disulfide before, and it doesn't smell that bad. Carbonyl sulfide, on the other hand, absolutely reeks.



As below, so above.
View user's profile View All Posts By User
Dr.Bob
International Hazard
*****




Posts: 1962
Registered: 26-1-2011
Location: USA - NC
Member Is Offline

Mood: No Mood

[*] posted on 6-4-2015 at 10:41


Methionine is polar enough to not smell too bad. It is also easier to get hold of and non-toxic, so it is ideal. It is even used as a dog food additive in small amounts.
View user's profile View All Posts By User

  Go To Top