Author Topic: 2-Phenylpropanol  (Read 848 times)

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Kyodie999

  • Guest
2-Phenylpropanol
« on: November 18, 2003, 05:43:00 AM »
Was wondering if there was anything interesting that could be done with 2-Phenylpropanol, which I assume is an alcohol and not aldehyde...


Rhodium

  • Guest
hydratropic aldehyde
« Reply #1 on: November 18, 2003, 05:36:00 PM »
Oxidize it to the aldehyde (hydratropic aldehyde) and use that for P2P synthesis.

Kyodie999

  • Guest
oxidizer
« Reply #2 on: November 19, 2003, 02:39:00 AM »
What would be a suitable oxidizer?


roger2003

  • Guest
Reference
« Reply #3 on: November 19, 2003, 06:31:00 AM »
You can find some oxidation methods here:

B. Cornils, R. Payer
Chem. Ztg. 98, 596–606 (1974) (

https://www.thevespiary.org/rhodium/Rhodium/pdf/phenylpropanale.phenylpropanole.pdf

)

See also:

Tetrahedron 23, 3095 (1967)
JOC 32, 4017 (1967)
JACS 86, 298 (1964)


Kyodie999

  • Guest
German translation
« Reply #4 on: November 20, 2003, 03:47:00 AM »
Looks very interesting, exept dont know any german. Is there anyway to translate or english version? Also where would one find access to Tetrahedron ? Any help would bee appreciated


Rhodium

  • Guest
Tetrahedron
« Reply #5 on: November 20, 2003, 09:00:00 AM »
Also where would one find access to Tetrahedron ?

The abstracts are freely available online, but for full access you need to visit your nearest university library.

The reaction of lead tetraacetate with some acyclic alcohols containing phenyl groups
DOI:

S0040-4020(01)83367-6


Tetrahedron 23(7), 3095-3109 (1967)

Abstract
-Substituted benzyl alcohols, 2-phenylethanol, 1,1-dimethyl-2-phenylethanol, 3-phenyl-1-propanol, 4-phenyl-1-butanol and 5-phenyl-1-pentanol have been subjected to the action of lead tetraacetate in nonpolar and polar solvents. The products obtained, i.e. carbonyl compounds corresponding to the starting alcohols, cyclic ethers and fragmentation carbonyl compounds and fragmentation acetates, and their relative distribution are discussed in terms of structural factors influencing the oxidation, cyclization and fragmentation processes.

Kyodie999

  • Guest
mission
« Reply #6 on: November 20, 2003, 10:19:00 AM »
Thanks for the help.

Regarding the Doi link, I couldnt get it to work so I downloaded the plugin, still no luck?? Also unable to find a source or synth for lead tetraacetate, only thing I could find on your page was iodination.lead.tetraacetate. Also found something I thought might be usefull and was wonder what you thought ..

 "Using concentration sulfuric (for acid-insensitive compounds) and Al metal for reduction of C=O an C-OH bonds to the respective C-H compound.   (M. (1917), 38, 11). "

looks feasable to me but I get kinda stupid without mah RX :-), any more help would bee much apperaited ..

Thanks again


Rhodium

  • Guest
Lead Tetraacetate
« Reply #7 on: November 20, 2003, 10:50:00 AM »
The DOI link only leads to the anstract at ScienceDirect - you won't get any full texts unless you pay, or connect from a subscribing university.

The preparation of Lead Tetraacetate is right on

https://www.rhodium.ws

> Chemistry > Precursors > Inorganic >

Lead Tetraacetate

(https://www.thevespiary.org/rhodium/Rhodium/chemistry/lead.tetraacetate.html)

roger2003

  • Guest
References
« Reply #8 on: November 20, 2003, 10:52:00 AM »
The three references Tetrahedron, JOC and JACS are references from the german article. That`s all you you can read in this gereman reference.

If you copy the Tetrahedron, JOC and JACS article, please send me a copy.


Kyodie999

  • Guest
Frustrated dreams
« Reply #9 on: November 20, 2003, 11:29:00 AM »