Synthesis of N-octyl-thiocyanate

Preparation of N-octyl-thiocyanate

Preparation of N-octyl-thiocyanate

Preparation of N-octyl-thiocyanate

A mixture of 340 ml. of ethanol and 1.52 moles of potassium thiocyanate is heated to reflux, and 1.04 moles of n-octyl bromide is added dropwise. Reflux is continued for 2 hours after completion of the addition of the bromide. Most of the ethanol is removed by distillation, and the residue is diluted with water and extracted with ether. The combined ethereal extracts are dried over calcium chloride, and the ether is removed by distillation. Fractional distillation of the residue at 19 mm. pressure gives an 83.5% yield of n-octyl thiocyanate, b.p. 141-142°/19 mm.

J. Am. Chem. Soc., 57, 198 (1935)


octyl thiocyanate



InChI Key


Canonical SMILES


Depositor-Supplied Synonyms

Octyl thiocyanate, Octyl rhodanate, 1-Thiocyanatooctane, n-Octyl thiocyanate, THIOCYANIC ACID, OCTYL ESTER, Oktylthiokyanat, 19942-78-0, 1-thiocyanato-octane, Oktylthiokyanat [Czech], FGVYCHQRRXDRAR-UHFFFAOYSA-N, EINECS 243-436-9, NSC 100743, BRN 1755531, AI3-01125, octylthiocyanate, n-OCTYLTHIOCYANATE, AC1L1IBQ, (octylsulfanyl)carbonitrile, UNII-F55XC7W6Y5, F55XC7W6Y5, SCHEMBL4935480, ZINC1662385, NSC100743, AKOS006274564, NSC-100743, I543, LP001971, LS-152718, FT-0637930, 3B3-051655

Removed Synonyms

9-Methylthiononanenitrile, CID29864, 4-03-00-00331 (Beilstein Handbook Reference), 58214-94-1

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