2658. PETROV, A. D., AND VITTIKH, M. V. [Synthesis and Properties of Isoparaffinic Hydrocarbons of the Composition C13-C24.] Bull. acad. sci. U.R.S.S., Classe sci. chim. 1944, English summary, pp. 238-242; Chem. Abs., vol. 39, 1945, p. 1618. Pr hexyl ketone was treated with CH2:CHCH2MgCl to yield hexylpropylallylcarbinol, b7 116°-118°, d2020 0.8482, n15D 1.4535; dehydration over Al2O3 gave a mixture of 4-propyl-1,3-decadiene and 4-propyl-1.4-decadiene, b6 85°-88°; hydrogenation over Pt black gave 4-propyldecane, b. 214.5°-215.5°, d2020 0.7716, n20D 1.4354. Dihexyl ketone treated with BuMgBr gave 7-butyl-7-tridecanol, b10 163°-165°, d2020 0.8350, n20D 1.4355. Crude methyldioctylcarbinol (admixed with some olefin) was prepared from EtOAc and C8H17 MgBr; this was dehydrated by boiling with I to yield 9-methylheptadecene, boiling at 169°-174° (no pressure given), d204 0.7916, n20D1.4472, freezing point 26.5°; hydrogenation of the latter over Ni gave 9-methylheptadecane, b10 172°-174°, d204 0.7810, n20D 1.4388. C8H17 MgBr and dihexyl ketone gave 7-hexyl-7-pentadecanol, b7 196°-197°, d2020 0.8420, n20D 1.4519; dehydration with I gave an isomer mixture b7 181.5°-183°; hydrogenation of the mixture over Ni oxide at 220°-250° gave 7-hexylpentadecane, b9.5 182°-183°, d2020 0.7923, n20D 1.4419. Et caprylate and C8H17 MgBr gave a mixture of 9-heptyl-9-heptadecanol and its dehydration product (pure alcohol b9 230°-231°, d2020 0.8470, n20D 1.4538); after the usual dehydration the olefin mixture b9 206°-212° was hydrogenated over Ni at 250° to yield 9-heptylheptadecane, b8 210°, d2020 0.8009, n20D 1.4465. The C17, C21, and C24 compounds have cetane numbers near 100 and have satisfactorily low melting points in the continued study of compounds having good antidetonating properties. PETROVA, L. V. See abs. 804. PETROVA, N. Y. See abs. 279, 281, 282. |