Section III, 1919 [255] Trans. R.S.C. 



The Synthesis of h-palmitodistearin and h-stearodipalmitin 

 By George Stafford Whitby 

 Presented by Dr. R. F. Ruttan, F.R.S.C. 

 Abstract 



(Read May Meeting, 1919.) 



The above-named substances have been synthesised by the 

 following steps. First: the preparation of the acyl-dichlorhydrins by 

 the interaction of a-dichlorhydrin and the acyl chloride. Second: 

 treatment of the acyl-dichlorhydrins with two molecules of the silver 

 salt of the appropriate acid. 



(1) CH2C1-CH(0H)-CH2C1 + C15H31COCI = CHsCl-CH 

 (OCi5H3iCO)-CH2Cl -f- HCl. 



CH2CI CH2-OCi7H35CO 



CH(OCi5H3iCO) + 2Ci7H35COOAg=CHOCi5H3iCO + 2 AgCl 



I 1 



CH2CI CH2-OCi7H35CO 



(2) CH2C1CH(0H)-CH2C1 -|- C17H35COCI = CHaCl-CH 

 (OCi7H35CO)CH2Cl -\- HCl. 



CH2CI CH2OC15H31CO 



I I 



CH (OC17H36CO) +2Ci5H3iCOOAg = CH-OCi7H35CO-|-2AgCl 



I I 



CH2CI CH2-OCi5H3iCO 



Both steps took place without complications. The first was 

 brought about by short heating on the water-bath; and the loss of 

 HCl was theoretical. The second was brought about by heating at 

 155° for three hours; and the yield was practically theoretical. The 

 physical constants of these glycerides are being studied ; and the work 

 is being extended to the synthesis of other mixed glycerides. 



