6 PrnceeiUngs of the Royal Irish Academy. 



. . B. — Swondari/ Alcohols. 



p- Tolylpentadecyl Carhinol CHjCcHtCIKJ LIC15H31. Ten grammes of p-tolyl- 

 pentadecyl ketone were dissolved in 150 c.c. of absolute alcohol, and heated to 

 boiling in a round-bottomed flask attached to an upright condenser through 

 the tube of which 10 grammes of sodium, in small pieces, were added as 

 rapidly as possible. When all the sodium had dissolved, the hot solution was 

 saturated with CO,, cooled, and added to a large excess of cold water. The 

 mixture was extracted with ether, the solvent was distilled off, and the 

 coloured oily residue was decolorized by means of animal charcoal. It 

 separated from hot alcohol in prismatic crystals which melted at -44-4.5" C. The 

 yield was 7 grammes. 



0-1964 g. substance gave 0-5991 g. CO^and 0-2174 g. H,0 C = 83-19, H = 12-24. 



CmH^O requires C = 83-1.3, H = I •2-05. 



The carbinol is easily soluble in ether, benzene, warm alcohol, acetone, 

 chloroform, or petroleum ether, and is fairly soluble in cold alcohol. The 

 acetate of the alcohol was got by warming 1 gramme of the latter with an 

 equal weight of anhydrous sodium acetate and 5 c.c. of acetic anhydride 

 for I5 hour in a iiask fitted with an upright condenser. The product was 

 mixed with iced water and extracted with ether. The ethereal solution was 

 washed with a dilute solution of sodium bicarbonate, dried over calcium 

 chloride, and the ether was then distilled oft'. A colourless, viscid, sweet- 

 smelling liqiud was obtained. 



A saponification of the acetate with standard alcoholic potash showed that 

 it was somewhat impiu'e. 



0-8584 gramme of the ester required 3-8 c.c. t;, KOH for complete hyckolysis. 



E.No. = 124. 

 CjsHmOj requires E.No. = 149. 



The alcohol which was recovered from the saponification products melted 

 at 44-^5° C. 



The 2:)hen7/lurethane of p-tolylpentaclecyl carhinol was prepared by dissolving 

 1-8 gramme of the carbinol and 0-6 gramme of phenyl isocyanate in 10 c.c. of 

 petrol placed in a small flask exposed to the au-, but protected from entrance 

 of moisture by a calcium chloride tube. The solution was heated to 60° C. and 

 allowed to stand for a week. The contents of the iiask were filtered from a 

 small quantity of diphenyl-urea and the petrol was evaporated. The yellowish 

 oil which remained was dissolved in benzene, washed with water, then dried' 

 with calcium chloride, and the benzene was distilled. On standing for some 

 time the residue solidified. It was dissolved in boiling alcohol, decolorized 



