Accession Number : ADD012182

Title :   Method of Preparing 1,3-Dioxa-5,5,6,6,7,7-Hexafluorocyclooctane.

Descriptive Note : Patent Application,

Corporate Author : DEPARTMENT OF THE NAVY WASHINGTON DC

Personal Author(s) : Goldwasser,Judah M ; Adolph,Horst G

Report Date : 08 Jul 1985

Pagination or Media Count : 7

Abstract : This invention relates generally to organic synthesis and more particularly to the formation of cyclic formals from negatively substituted diols and formaldehyde. Successful formation of acetals and formals has been accomplished by means of reaction of the alkoxide with a geminal dihalide. However, product yields obtained using this procedure were generally lower than those attainable using the acid catalysis method. An object of this invention is to provide a new method of preparing 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane. Another object of this invention is to provide a simpler, more easily controlled method of preparing 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane. A further object of this invention is to provide a new process which produces 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane in a much higher yield. These and other objectives of this invention are achieved by reacting 2,2,3,3,4,4-hexafluoropentane-1,5-diol with formaldehyde in the presence of an excess of trifluoromethanesulfonic acid, F3CSO2OH to produce 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane.

Descriptors :   *PATENT APPLICATIONS, *SYNTHESIS(CHEMISTRY), *CYCLOOCTANES, *FLUORINE COMPOUNDS, ACETALS, ACIDS, CATALYSIS, CONTROL, FORMALDEHYDE, INVENTIONS, ORGANIC MATERIALS, SYNTHESIS, YIELD, OXYGEN, GLYCOLS, ALKOXY RADICALS

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE