Synthesis of n-butyl iodide

Preparation of n-butyl iodide

Alternative Names: 1-iodobutane; 1-butyl iodide; butane, 1-iodo-

Preparation of n-butyl iodide from 1-butanol, orthophosphoric and potassium iodide

Preparation of n-butyl iodide from 1-butanol, orthophosphoric and potassium iodide

Preparation of n-butyl iodide from 1-butanol, orthophosphoric and potassium iodide

The orthophosphoric acid must be adjusted to a concentration of 95%. Alternatively, the commercial 100% orthophosphoric acid may be diluted with water to this concentration. Anhydrous orthophosphoric acid has limited solubility of hydrogen iodide and gives poorer yield.

In a 500 ml. three-necked flask, equipped with a thermometer, an air tight stirrer and a reflux condenser, 32.5 grams of phosphorus pentoxide and or 67.5 ml (or 115.5 grams) of 85% orthophosphoric acid. When the stirred mixture has cooled to room temperature, a mixture of 166 grams of potassium iodide and 46 ml of redistilled 1-butanol are introduced. The mixture is heated with stirring at 100-120° C for 2-3 hours then cooled the to room temperature and treated with the mixture of 75 ml of water and 125 ml of ether. The ethereal layer is separated, decolorized with 25 ml of 10% sodium thiosulfate solution, washed with 100 ml of cold, saturated sodium chloride solution, and dried with anhydrous magnesium sulfate. The ether is removed by evaporation and the crude n-butyl iodide is purified by distillation. The fraction boiling at 129-131° C is collected yielding 64 grams of pure n-butyl iodide.

A text book of practical organic chemistry, by A. I. Vogel, 284, 1974

IUPAC Name

1-iodobutane

InChI

InChI=1S/C4H9I/c1-2-3-4-5/h2-4H2,1H3

InChI Key

KMGBZBJJOKUPIA-UHFFFAOYSA-N

Canonical SMILES

CCCCI

MeSH Synonyms

1-iodobutane

Depositor-Supplied Synonyms

1-Iodobutane, Butyl iodide, 542-69-8, N-BUTYL IODIDE, Butane, 1-iodo-, IODOBUTANE, Butane, iodo-, 1-iodo-butane, 1-Jodbutan, 1-Jodbutan [Czech], KMGBZBJJOKUPIA-UHFFFAOYSA-N, NSC 8420, EINECS 208-824-4, AI3-52403, 25267-27-0, butyliodide, n-butyliodide, butyl iodine, l-iodobutane, 1-iodanylbutane, Iodo-butane, 4-iodobutane, 1-butyl iodide, 1-iodo-n-butane, sJPHAVIJuP@, PubChem3939, 1-BUTYLIODIDE, AC1L1WBQ, AC1Q2WPF, IODOBUTANE(1-), n-C4H9I, SCHEMBL68454, WLN: I4, KSC206A1N, UNII-607A6CC46R, ACMC-209t83, 167304_ALDRICH, 20030_FLUKA, CTK1A6016, NSC8420, MolPort-001-768-334, 607A6CC46R, BB_SC-6943, LABOTEST-BB LTBB001565, NSC-8420, STR06741, ANW-42145, BBL027320, STL146551, ZINC01586731, AKOS000118761, AS02224, MCULE-1160974720, RP24438, RTR-019197, TRA0024648, AN-21348, CJ-05535, CJ-25288, KB-66280, LS-45922, DB-030743, TR-019197, FT-0607955, I0055, Y1922, 25830-EP2308838A1, 25830-EP2315303A1, 25830-EP2371831A1, 75291-EP2286811A1, 75291-EP2308838A1, A830073, 3B4-0118, I14-6351, InChI=1/C4H9I/c1-2-3-4-5/h2-4H2,1H

Removed Synonyms

CID10962

Share This

Leave a Reply

Your email address will not be published. Required fields are marked *