ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Electrochemical Reduction of Trichloroacetaldehyde-Olefin-Addition-ProductsTrichloroacetaldehyde reacts with different olefins forming addition products. In most cases this reaction results in 1, 1, 1-trichloro-2-hydroxy compounds (2a-d). But also a different route of reaction is possible. Thus 2, 3-dimethylbut-1-ene (1e) forms 4-trichloro-1, 1, 2-tetrahydroxy-furane (2e) and cyclohexene (1f) forms 3-trichloromethyl-2-oxabicyclo-2, 2, 2-octane (2f).All addition products are suitable starting materials for electrochemical conversions. In acidic electrolytes, on lead cathodes the electrochemical reduction results in a simultaneous cleavage of a C—Cl and a C—O bond to form the CH=CCl2-group (3a-f). In neutral electrolytes, on mercury cathodes, however, a reductive conversion of a CCl3 - group to a CHCl2-group takes place (4c, 4f).
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19853270416
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