N-Octyl alcohol

Methyl-1-but ano1 2-Methyl-l-pentanol n-Octyl alcohol 2-Phenylethanol n-Propyl alcohol Water... 

As would be expected from the Le Chatelier principle, the use of reduced pressure gave improved yields. n-Octyl alcohol at 125 to 135 mm. pressure yielded 73.9% di-n-heptyl ketone compared with 56.0% conversion obtained at atmospheric pressure. 

A tracer technique was employed in an effort to gain further information about the reaction mechanism (10). One alpha hydrogen atom of n-octyl alcohol was replaced with an atom of deuterium. The steps of the two reaction mechanisms under discussion are presented in Fig. 2. If the exchange between hydrogen and deuterium is small, the presence of significant quantities of deuterium in the gaseous product may be explained only by mechanism (1). The exact experimental details of this investigation will now be discussed. 

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