Oleic acid (cis-9-octadecenoic acid ) was converted in excellent yield to the estolide, which was then esterified with 2,2-dimethypropan-1-ol (neopentyl alcohol), cis-9-octadecen-1-ol (oleyl alcohol), and 2-propanol to generate the corresponding estolide esters. Higher-formula mass estolide esters were synthesized by reaction of the parent estolide with 1,3-propanediol, 2,2-dimethyl-1,3-propanediol, and 1,5-pentanediol to give the corresponding diesters of oleic estolide, thus doubling the molecular size of the parent estolide. Pour points and viscosities were determined in order to evaluate these products for possible industrial application.Paper no. J9441 in JAOCS 78, 219-222 (March 2001).KEY WORDS: 2,2-Dimethyl-1,3-propanediol, 2,2-dimethylpropan-1-ol, 2,2-dimethyl-1,3-propyl diester, esterification, neopentyl ester, cis-9-octadecenioc acid (oleic acid), cis-9-octadecen-1-ol, oleic estolide, oleyl ester, 1,5-pentanediol, 1,5-pentyl diester, perchloric acid, phosphoric acid, 1,3-propanediol, 2-propanol, 1,3-propyl diester, 2-propyl ester, sulfuric acid.