Synthesis of 1-bromoheptane

Preparation of 1-bromoheptane (n-heptyl bromide)

Preparation of 1-bromoheptane (n-heptyl bromide)

Preparation of 1-bromoheptane (n-heptyl bromide)

With cooling, 1 mole of the 1-heptyl alcohol 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-bromoheptane is separated off in the separating funnel. The crude 1-bromoheptane 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-bromoheptane 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-bromoheptane is 80%, n20/D 1.4499; m.p. −58 °C; b.p. 180 °C; d=1.14 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-bromoheptane

InChI

InChI=1S/C7H15Br/c1-2-3-4-5-6-7-8/h2-7H2,1H3

InChI Key

LSXKDWGTSHCFPP-UHFFFAOYSA-N

Canonical SMILES

CCCCCCCBr

Depositor-Supplied Synonyms

1-BROMOHEPTANE, Heptyl bromide, 629-04-9, n-Heptyl bromide, Heptane, 1-bromo-, bromoheptane, 1-bromo-heptane, 1-Bromo heptane, LSXKDWGTSHCFPP-UHFFFAOYSA-N, LABOTEST-BB LTBB001160, NSC 7315, EINECS 211-068-8, SBB059936, heptylbromide, 1bromoheptane, bromo-heptane, n-heptylbromide, 1-heptylbromide, bromomethylhexane, 1 -bromoheptane, 1-bromanylheptane, 1-n-heptylbromide, 1-bromo-n-heptane, PubChem3775, ACMC-1AYLH, AC1L1ZG3, AC1Q2VV4, B67570_ALDRICH, KSC352Q3N, SCHEMBL116609, 17220_FLUKA, CTK2F2836, LSXKDWGTSHCFPP-UHFFFAOYSA-, NSC7315, MolPort-001-779-901, NSC-7315, ANW-34440, BR1073, STL282743, ZINC59177036, AKOS000120032, AS03337, MCULE-8042829299, RP24025, RTR-037340, TRA0088050, AK117297, AN-22053, BC002580, KB-11799, LP003941, LS-74296, SC-05921, ST2415264, TL8004311, TR-037340, B0598, FT-0607530, ST51046203, A834079, 3B4-0636, I14-6448, InChI=1/C7H15Br/c1-2-3-4-5-6-7-8/h2-7H2,1H3

Removed Synonyms

CID12369

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