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Styrene > Hydratropic Aldehyde

Started by Elementary, June 12, 2002, 01:43:00 PM

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Elementary

This looks interesting  :)

Patent US3379768



Abstract :

Hydratropic aldehyde is prepared by ozonizing the linear dimer of styrene and decomposing with a palladium catalyst in an aqueous medium containing suitable organic solvents. The hydratropic aldehyde is separated from benzaldehyde, which is also produced by the present process, in a pure state suitable for use in perfumes.

https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000320196-file_vbny.jpg" title="View this image">

And what can hydratropic aldehyde be easily converted to ???? yes P2P  ;)

John Lennon - Working Class Hero

Elementary

Most organic ozonides are explosive, as for the ozonide formed here I just can't say either way.

I can only assume that the palladium used decomposes the ozonide in a controlled tame fashion.

Ozone can be easy generated by exposing oxygen to ultra violet light, see here for more info :

http://www.ozonegeneratorairpurifierwastewatertreatmentpurification.com/ozone.htm



If this ozonide stage could be replaced by another method, we would have ourselves a great bulk method for the production of P2P using easily available chemicals.

Can anybody describe how a "Flash Distillation" is performed ?

John Lennon - Working Class Hero

Elementary


Osmium

> www.ozonegeneratorairpurifierwastewatertreatmentpurification.com/

Who comes up with such domain names?!?

I'm not fat just horizontally disproportionate.

Rhodium

The shorter ones were already taken  ;)


Elementary

Ozone is bubbled though a solution of the alkene in carbon tetrachloride.

https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000320196-file_hrp6.gif" title="View this image">

Oxidation of alkenes through ozonides.

https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000320196-file_8hfi.gif" title="View this image">

Ozonolysis of an olefin :

http://www.ch.ic.ac.uk/local/organic/18.html



Comment :

So it seems that palladium can be replaced with sulphuric acid (according to patent), or the reduction/degradation can be performed with Zinc powder.

John Lennon - Working Class Hero