Pentane aqueous solution data

The quantum yield for this process at 3130 A. has been determined to be of the same order of magnitude in the vapor phase, in the pure liquid and in methyl pentane solution (29). The significance of this surprising result is difficult to assess at present since the data are sparse. In photolysis in aqueous solution a reaction has been observed (17) which bears resemblance to both eq. 18 and 52. It leads to the formation of caproic acid, the net reaction being the addition of a molecule of water and cleavage of the ring in the ketone molecule. 

Recently St. Angelo et al. (38 ) presented data reaffirming their previous observation that hexanal is an enzymically produced volatile product of the peanut lipoxygenase-linoleic acid reaction. They also confirmed the observations of Pattee and co-workers (33) that pentane is present in the headspace volatiles from the reaction. St. Angelo et al. (38) further showed that care must be excerised to prevent pentane artifacts from arising from the known thermal degradation of hydroperoxide products (39) present in the aqueous solution. 

Physical Data thermally stable white solid, mp 111 C. Hydrolyzed rapidly in basic aqueous solutions but much slower in acidic solutions. Deactivated under photolysis conditions. Solubility highly soluble in virtuaUy any solvent from pentane to water. 

To a mixture of l,2-bis(trimethylsilyloxy)cyclohex-l-ene (67.6g) and potassium tert-butoxide (52.1 g) dissolved in 600ml of pentane, 25.1ml chloroform was added over 30 minutes at ambient temperature. After an additional 30 minutes, 10 ml 10% HCl and 30 ml water were added and the mixture reacted one hour. The mixture was poured into 200 ml saturated NaHC03 solution, the aqueous layer washed twice with EtOAc, and the pH adjusted to 3 using 5% HCl. The product was extracted with chloroform, the solution washed, dried, and 22 g of product isolated. H-NMR and MS data supplied. 

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