310 IV. WAXES, HIGHER ALCOHOLS, ETC. 



name given to another alcohol isolated from Sorghum vulgare (blue-stem),^'' 

 which has the formula C44H89OH. 



Saturated secondary alcohols are occasionally found in waxes. Reeves 

 and Anderson^ ^ have reported such unusual products as d-eicosanol-2 (C20) 

 and c?-octadecanol-2 (Cis) in a wax prepared from the tubercle bacilli. 

 Hydroxy fatty acids were present also, as well as the disaccharide trehalose, 

 but the tests for glycerol were negative. Two other alcohols which are 

 unique not only because they are secondary alcohols but also because they 

 consist of an odd number of carbon atoms are 10-nonacosanol (Cig)"*- and 

 15-nonacosanol, ^' which have been found in apple cuticle wax and brussels 

 sprouts, respectively. Hall and Gisvold-^ have reported the presence of 

 10-nonacosanol in the growing tips of the slash-pine (Pinus carihaea 

 Morelet). 



Several diatomic alcohols have been reported in the saturated series. 

 These include "pemphigus" alcohol, C34H68(OH)2 (m.p., 100-105 °C.), 

 which has been prepared from the wax of the wool louse {Pemphigus xylo- 

 stei), which feeds on the stems of the European honeysuckle {Lonicera 

 xylosteum) .^^ Another dihydric alcohol has been isolated from the nema- 



Table 2 



Names and Properties of Unsaturated Monatomic Alcohols Obtained as 



Hydrolytic Products of Waxes or Obtained Synthetically" 



° Adapted from A. W. Ralston, Fatty Acids and Their Derivatives, Wilev, New York, 

 1948, p. 733. 



^ Subscript figures represent atmospheric pressure in millimeters of mei-cury at which 

 the boiling point was determined. 



"^ Superscript figures indicate the value of t. 



■^ Freezing or solidification point. 



* Data from Y. Toyama andT. Tsuchiya, Bull. Chem. Soc. Japan, 10, 573-579 (1935). 



/ Boiling point of acetate ester. 



" R. E. Reeves and R. J, Anderson, ./. Am. Chem. Soc, 59, 858-861 (1937). 

 32 K. S. Markley, S. B. Hendricks, and C.'. E. Sando, J. Biol. Chem., 98, 103-107 

 (1932). 



" F. N. Schulz and M. Becker, Biochem. Z., 235, 233-239 (1931). 



