Preparation of 1-bromodecane
With cooling, 1 mole of the 1-decanol is treated first with 0.5 mole of concentrated sulfuric acid and then with 1.25 mole of hydrogen bromide (in the form of the 48%, constant-boiling, acid), and the obtained mixture is boiled for 6 hours under reflux. Then it is steam-distilled and the 1-bromodecane is separated off in the separating funnel. The crude 1-bromodecane is twice shaken carefully with about one-fifth of its volume of cold concentrated sulfuric acid or the same volume of concentrated hydrochloric acid in the separating funnel to dissolve the ether produced as a by-product. Then crude 1-bromodecane is washed with water then it is freed from acid with sodium bicarbonate solution, washed again with water, dried over calcium chloride, and distilled through a 20-cm Vigreux column. The yield of 1-bromodecane is 90%, n20/D 1.456; b.p. 238 °C; 1.066 g/mL at 25 °.
Organicum. Practical Handbook of Organic Chemistry, by Heinz Becker, Werner Berger and Günter Domschke, Addison-Wesley Pub. Co, 195-196, (1973)
1-BROMODECANE, Decyl bromide, n-Decyl bromide, 112-29-8, Decane, 1-bromo-, 1-Decyl bromide, bromodecane, Decylbromide, 1-Bromo decane, MYMSJFSOOQERIO-UHFFFAOYSA-N, LABOTEST-BB LTBB001164, NSC 8780, EINECS 203-955-3, AI3-28586, decylmonobromide, n-decylbromide, Decyl monobromide, Decane, bromo-, 1-bromo-n-decane, PubChem2457, AC1L1QFG, AC1Q2VYW, DSSTox_CID_30133, C10H21Br, DSSTox_GSID_51581, SCHEMBL33325, KSC220K9N, ACMC-2099e6, 145785_ALDRICH, Jsp000948, CTK1C0596, TIMTEC-BB SBB008838, NSC8780, MolPort-001-770-269, BB_SC-6685, NSC-8780, ZINC1648226, Tox21_303974, ANW-16444, AR-1I3588, BBL011376, SBB008838, STL146474, AKOS005720976, AS03179, MCULE-1805531766, RP27315, RTR-030719, TRA0159636, NCGC00357198-01, AN-43121, BC002293, CAS-112-29-8, I867, KB-11797, LP003943, LS-59281, SC-00388, TR-030719, B0583, FT-0607551, ST51046206, 3B4-0642, I14-6456, Q-200114, 30141-69-6