Synthesis of 1-bromododecane

Preparation of 1-bromododecane

Preparation of 1-bromododecane

Preparation of 1-bromododecane

With cooling, 1 mole of the 1-dodecanol 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-dodecanol is separated off in the separating funnel. The obtained crude 1-bromododecane 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-bromododecane 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-bromododecane is 90%, n20/D 1.458; m.p. −11-−9 °C; b.p. 134-135 °C/6 mm; b.p. 148 °C/16 mm; d=1.038 g/mL at 25 °C.

Organicum. Practical Handbook of Organic Chemistry, by Heinz Becker, Werner Berger and Günter Domschke, Addison-Wesley Pub. Co, 195-196, (1973)

IUPAC Name

1-bromododecane

InChI

InChI=1S/C12H25Br/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-12H2,1H3

InChI Key

PBLNBZIONSLZBU-UHFFFAOYSA-N

Canonical SMILES

CCCCCCCCCCCCBr

MeSH Synonyms

1-bromododecane, dodecane, 1-bromo-

Depositor-Supplied Synonyms

1-Bromododecane, 143-15-7, Dodecyl bromide, Lauryl bromide, n-Dodecyl bromide, Dodecane, 1-bromo-, bromododecane, 1-bromo-dodecane, 1-BROMO-N-DODECANE, PBLNBZIONSLZBU-UHFFFAOYSA-N, LABOTEST-BB LTBB001166, SBB059941, dodecylbromide, laurylbromide, n-dodecylbromide, 1-bromo dodecane, 1-dodecyl-bromide, PubChem3768, ACMC-209cpp, AC1L1RYD, AC1Q27VK, AC1Q2W0E, DSSTox_CID_24395, DSSTox_RID_80196, DSSTox_GSID_44395, SCHEMBL33679, B65551_ALDRICH, KSC179C4P, UNII-90T93TX09D, CHEMBL3184907, 16970_FLUKA, 17743_FLUKA, BIO-FARMA BF024505, CTK0H9147, NSC6786, MolPort-001-779-706, 90T93TX09D, NSC 6786, NSC-6786, ZINC1866989, EINECS 205-587-9, Tox21_302046, ANW-20747, AR-1C2033, BR1063, STL268855, AKOS009031585, AS03239, MCULE-2442495006, NE10015, RP28849, RTR-005509, TRA0008845, NCGC00255853-01, AK162994, AN-43936, BC002573, BC676910, CAS-143-15-7, KB-11798, LP003938, SC-01076, AI3-02166, DB-050400, TR-005509, B0587, FT-0607527, ST24037904, ST51046208, EN300-19409, 3B4-0621, S14-1423

Removed Synonyms

C12H25Br, CID8919, 144834-14-0

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