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All 10 posts   Subject: Benzyl chloride from Toluene/trichloroisocyanuric   Please login to post   Down

10-26-04 21:06
No 537966
      Benzyl chloride from Toluene/trichloroisocyanuric     


Preparation of Benzyl Chloride (44% yield?) by refluxing Toluene and trichloroisocyanuric acid, with Benzoyl Peroxide as catalyst looks interesting...

other catalyst known ?
(Wonderful Personality)
10-27-04 10:28
No 538090

other catalyst known ?

Yes! There are other catalysts!


so near, so far......
(Hive Addict)
10-27-04 14:59
No 538109
      It's not a catalyst, it's a radical initiator.     

It's not a catalyst, it's a radical initiator.

fear fear hate hate
(Hive Bee)
10-27-04 15:04
No 538110
User Picture 
      "Benzoyl peroxide" is not a catalyst     

There are many radical initiators that can substitute it, practicaly any compound with the -CO-OO-CO- group will do, probably AIBN or other aza compounds would work as well. And quite probably a mercury lamp would suffice too. But as far as I know, peroxybenzoic acid anhydride (aka "benzoyl peroxide") is the only one that you can easily get OTC, so I can see no point in your question. Or are you perhaps interested in other radical initiators that might increase the yields?

�The real drug-problem is that we need more and better drugs.� � J. Ott
10-28-04 18:24
No 538346
User Picture 
      ok ty very much Does peroxyacetic acid ...     

ok ty very much
Does peroxyacetic acid anhydride work ?
can it be formed from H2S2O8 NaOH and acetic acid ?
(Hive Addict)
10-28-04 23:45
No 538379
User Picture 
      preparation of diacetyl peroxide     

Patent US2439399
Patent US2458207

...dangerous stuff !

(Hive Bee)
11-05-04 10:55
No 539833
User Picture 
      what about using 2-acetoxybenzoic acid to...     

what about using 2-acetoxybenzoic acid to obtain di(2-hydroxybenzoyl)peroxide ?

Aspirin + NaOH  --> Na-acetate + 2-hydroxybenzoic acid
(advices for separation?)
(Hive Bee)
11-05-04 12:17
No 539846
User Picture 

Besides of being impossible to prevent the self oxydation of such a peroxyde, WHY?

What the hell is wrong with peroxybenzoic anhydride? It is OTC all over the world and it gives acceptable yields, so why do you insist on these ideas? Could you share your secret reasons with us!

“The real drug-problem is that we need more and better drugs.” – J. Ott
(Hive Bee)
11-05-04 14:49
No 539859
User Picture 
      no secret reasons, the reason is that the...     

no secret reasons, the reason is that the route throw aspirin to Ph-CH2Cl is funny !

sory i didn't understand your 1st match, you say di(2-hydroxybenzoyl)peroxide won't be obtained ? what will be obtained that way ?
11-06-04 04:10
No 539974

sunlight works nicely, apparently.

In a similar benzylic chlorination (with t-butyl peroxide), it was greatly superior to chemical radiacal initiators.

It's good to bee back! Don't trust your computer!!

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