Tertiary Alcohols from Hydrocarbons by Ozonation on Silica Gel 1-Adamantanol

TERTIARY ALCOHOLS FROM HYDROCARBONS BY OZONATION ON SILICA GEL 1-ADAMANTANOL 

Submitted by Zvi Cohen, Haim Varkony, Ehud Keinan, and Yehuda Mazur  

Caution Ozone is toxic and potentially explosive. This procedure should be carried out in an efficient hood and behind a suitable protective shield. 

Adamantane is available from Aldrich Chemical Company, Inc., and Fluka AG, Buchs, Switzerland. 

Silica gel 60 having particle sizes ranging from 0.063 to 0.200 mm. (70-230 mesh) is suitable. It may be purchased from Brinkmann Instruments, Inc., or E. Merck, Darmstadt, Germany. The submitters report that silica gel of this type normally contains ca. 5% water, which may be removed by drying at 300° for several hours. Somewhat better yields are obtained when the silica gel is dried in this manner before use. 

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