Arabian Heavy crude oil was fractionated into distillate and vacuum residue fractions. The vacuum residue fraction was treated with supercritical water (SCW) at 450 °C in a batch reactor for 15 to 90 minutes. The main products were gas, coke, and upgraded vacuum residue; the upgraded residue consisted of gasoline, diesel, and vacuum gas oil range components. The molecular composition of gas and upgraded vacuum residue was analyzed using gas chromatography (GC, GC×GC). SCW treatment converted higher carbon number aliphatics (≥ C21) and long chain (≥ C5) alkyl aromatic compounds into C1-C20 aliphatics, C1-C10 alkylaromatics and multi-ringed species. The concentrations of gasoline and diesel range compounds were greater in the upgraded product, compared to the feed. A first-order, five lump reaction network was developed to fit the yields of gas, coke, diesel and gasoline range components obtained from SCW upgrading of vacuum residue. Distillation of crude oil followed by SCW treatment of the heavy fraction approximately doubled the yield of chemicals, gasoline, and diesel, while forming significantly less coke than conventional upgrading methods. ** Many of the results in this manuscript were presented by S. Gudiyella at the 2016 AIChE Annual Meeting, identified as the Best Presentation in the session "Reaction Engineering of Biomass and Hydrocarbons in Supercritical Water" by the Session Chair K. Choi.