Author Topic: Styrene Epoxidation  (Read 3054 times)

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Elementary

  • Guest
Styrene Epoxidation
« on: June 18, 2002, 01:43:00 PM »
As many of you bees might of gathered swim is kinda obsessed with phenylacetic and P2P routes.
Well my new couse of study is the conversion of styrene (easy to get) to phenylacetaldehyde via the intermediate styrene oxide.

On investigating the conversion of styrene to styrene oxide I have come up against epoxidation for the first time.

So diving into my text books I found, that peroxybenzoic acid is used for the conversion of styrene to styrene oxide. After seeing the word "Epoxide" I went straight over to Rhodiums site and I was bombarded with epoxations being used with safrol.

As a newbee to expoxation can anybees tell me what other reagents could possibly be used for making styrene oxide, as I am finding all this information a bit overwhelming ?



John Lennon - Working Class Hero

Rhodium

  • Guest
Most useful kinds of laboratory-scaleĀ ...
« Reply #1 on: June 18, 2002, 01:48:00 PM »
Most useful kinds of laboratory-scale epoxidations can be found on my page in one form or another.

Search

http://www.scirus.com

for "styrene oxide synthesis" - you'll find every possible method there.

Elementary

  • Guest
:-
« Reply #2 on: June 18, 2002, 01:51:00 PM »
So if they work with safrol, can I safely say that they will work with styrene ?

John Lennon - Working Class Hero

Rhodium

  • Guest
Yes.
« Reply #3 on: June 18, 2002, 01:55:00 PM »
Yes.

Elementary

  • Guest
Thanks
« Reply #4 on: June 18, 2002, 02:01:00 PM »
Thank-you

And thanks for that link as well  :)

John Lennon - Working Class Hero

PolytheneSam

  • Guest
Don't forget Post 290189 Post 299539
« Reply #5 on: June 18, 2002, 04:53:00 PM »
Don't forget 

Post 290189 (missing)

(PolytheneSam: "polystyrene", Chemistry Discourse)

Post 299539 (missing)

(PolytheneSam: "phenylacetaldehyde oxidation", Chemistry Discourse)


http://www.geocities.com/dritte123/PSPF.html
The hardest thing to explain is the obvious

ballzofsteel

  • Guest
Hi,I dont know if this helps at all.
« Reply #6 on: June 18, 2002, 05:44:00 PM »
Hi,I dont know if this helps at all.
I came across it yesterday.Biodegredation pathways.
Styrene oxide -->phenylacetaldehyde via enzyme

http://umbbd.ahc.umn.edu:8015/umbbd/servlet/pageservlet?ptype=p&pathway_abbr=sty



oops,sorry, cant get the link to work.Interestng site though

http://umbbd.ahc.umn.edu/

front page

hellman

  • Guest
dimethylstyrene & ozone
« Reply #7 on: June 18, 2002, 05:51:00 PM »
Read some stuff on "ozoneing" Methyl styrenes,.

Upon ozoning say dimethylstyrene, your two products are funny enough Acetone, and benzaldehyde,

Sounds interesting, Doesn't it :o

Osmium

  • Guest
Alcohol Wacker with Pd(NO3)2 if I rememberĀ ...
« Reply #8 on: June 19, 2002, 01:59:00 AM »
Alcohol Wacker with Pd(NO3)2 if I remember correctly will produce the phenylacetaldehyde.

I'm not fat just horizontally disproportionate.

Cyrax

  • Guest
Epoxide synthesis
« Reply #9 on: July 14, 2002, 05:01:00 PM »
Check out Org. Synth. for the synthesis of styrene oxide:

http://www.orgsyn.org/orgsyn/prep.asp?prep=cv1p0494



There is described a more ingenious way to make this phenyloxirane in Vogel's Textbook of practical organic chemistry 5th ed., p 1132: they react benzaldehyde with trimethylsulphonium iodide under PTC