ChemicalSolution (Hive Bee)
04-03-02 08:07
No 291746
      OTC allylbenzene from moth balls  Bookmark   

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.

(Distinctive Doe)
04-03-02 13:57
No 291830
      yes but........  Bookmark   

Even if t works, 4-chloroamphetamines are Neurotoxic

Those who give up essential liberties for temporary safety deserve neither liberty nor safety
(Sector G)
04-03-02 14:27
No 291835
      Reread Her Idea  Bookmark   

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.


Vivent Longtemps La Ruche!
04-03-02 15:17
No 291844
      Off-topic.  Bookmark   

Julia, use Arecoline instead allyl chloride and you'll get more interesting stuff than allyl-benzene. wink

Matrix... may tricks?
(Hive Bee)
04-05-02 08:23
No 292724
      Primo  Bookmark   

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.

(Hive Bee)
04-05-02 20:22
No 292894
      Bromide=better  Bookmark   

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!
(Distinctive Doe)
04-05-02 21:19
No 292926
      p-dichlorobenzene to chlorobenzene then to benzene  Bookmark   

Photoreductive dechlorination of chlorinated benzene derivatives catalyzed by ZnS nanocrystallites.   
Chem. Commun. (Cambridge)  (1998),   (24),  2683-2684. 
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
(Chief Bee)
04-05-02 21:37
No 292931
      Chlorobenzene grignard  Bookmark   

See the ultrasonic grignard document at my page.
(Hive Bee)
04-06-02 04:09
No 293081
      Finkelstein  Bookmark   

Hey Hansje,  the Finkelstein swap can't be done for aromatic substituted halogens only aliphatic.
(Hive Bee)
04-06-02 09:22
No 293183
      sorry  Bookmark   

Should have looked that up before posting. Sorry!

Hansje high in proteine and fibre!