The Vespiary

The Hive => Chemistry Discourse => Topic started by: ChemicalSolution on April 03, 2002, 08:07:00 AM

Title: OTC allylbenzene from moth balls
Post by: ChemicalSolution on April 03, 2002, 08:07:00 AM
Julia will not sleep until some clandestine chemist takes advantage of the wide availability of relatively pure p-dichloro benzene.

How about a Grignard in THF (THF since, when X-Cl, it takes a bit more activation energy).  Now, quench this Grignard reagent and the chemist has chlorobenzene.

The chemist now makes another Grignard reagent with chlorobenzene and adds allylchloride...  Poof... Allylbenzene..

Don't ask Julia for any references on this.. It was purely a hypothetical, uneducated mental masturbation.

xoxo
Julia
Title: yes but........
Post by: foxy2 on April 03, 2002, 01:57:00 PM
Even if t works, 4-chloroamphetamines are Neurotoxic
Those who give up essential liberties for temporary safety deserve neither liberty nor safety
Title: Reread Her Idea
Post by: PrimoPyro on April 03, 2002, 02:27:00 PM
If it worked, it wouldn't produce 4-chloro derivatives.

She first takes the dichlorobenzene, PhCl2, and forms a monogrignard, ClPhMgCl, then reduces the grignard reagent with acid to form ClPhH, a.k.a. PhCl, chlorobenzene.

Then a second grignard is formed, PhMgCl, and this is reacted with allyl chloride, forming allyl-benzene + MgCl2.

I personally don't think it will work, but this is the idea as I understand it.

                                                   PrimoPyro
Vivent Longtemps La Ruche!
Title: Off-topic.
Post by: Tricky on April 03, 2002, 03:17:00 PM
Julia, use Arecoline instead allyl chloride and you'll get more interesting stuff than allyl-benzene.  ;)
Matrix... may tricks?
Title: Primo
Post by: ChemicalSolution on April 05, 2002, 08:23:00 AM
That was EXACTLY what SWIM was talking about.. Taking one of the Cl atoms off by forming/quenching the grignard reagent... Now the chemist has chlorobenzene..

This should work in forming the Grignard reagent although more activation energy is required since this is a Cl atom and not a Br atom.

Julia
Title: Bromide=better
Post by: Hansje on April 05, 2002, 08:22:00 PM
I don't think chlorobenzene will form a grignard at all.
It may be possible to turn it into bromobenzene by means of a saturated solution of NaBr in acetone.
Hansje high in proteine and fibre!
Title: p-dichlorobenzene to chlorobenzene then to benzene
Post by: foxy2 on April 05, 2002, 09:19:00 PM
Photoreductive dechlorination of chlorinated benzene derivatives catalyzed by ZnS nanocrystallites.   
Chem. Commun. (Cambridge)  (1998),   (24),  2683-2684. 
Abstract
ZnS nanocrystallites effectively enhanced photoredn. of chlorinated benzene derivs. in the presence of triethylamine as a sacrificial electron donor under UV irradn. (l > 300 nm), leading to selective and stepwise dechlorination to give benzene at the final stage. 

Those who give up essential liberties for temporary safety deserve neither liberty nor safety
Title: Chlorobenzene grignard
Post by: Rhodium on April 05, 2002, 09:37:00 PM
See the ultrasonic grignard document at my page.
Title: Finkelstein
Post by: Aurelius on April 06, 2002, 04:09:00 AM
Hey Hansje,  the Finkelstein swap can't be done for aromatic substituted halogens only aliphatic.
Title: sorry
Post by: Hansje on April 06, 2002, 09:22:00 AM
Should have looked that up before posting. Sorry!
Hansje high in proteine and fibre!