Synthesis of N-amyl-thiocyanate

Preparation of N-amyl-thiocyanate

Preparation of N-amyl-thiocyanate

Preparation of N-amyl-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-amyl 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 16 mm. pressure gives an 85% yield of n-amyl thiocyanate, b.p. 90-91°

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

IUPAC Name

pentyl thiocyanate

InChI

InChI=1S/C6H11NS/c1-2-3-4-5-8-6-7/h2-5H2,1H3

InChI Key

HHAHSQJCFOPSFV-UHFFFAOYSA-N

Canonical SMILES

CCCCCSC#N

Depositor-Supplied Synonyms

n-Amyl thiocyanate, Pentylthiocyanate, pentyl thiocyanate, Thiocyanic acid, amyl ester, Thiocyanic acid, pentyl ester, pentylthiocarbonitrile, SBB060089, 32446-40-5, BRN 1743355, 1-thiocyanatopentane, AC1L3VFK, SCHEMBL463143, CTK4G8709, MolPort-001-783-990, THIOCYANIC ACID PENTYL ESTER, ZINC2507892, ZINC02507892, AKOS006273506, MCULE-8334022047, LP085279, LS-152720, ST51046330

Removed Synonyms

CID122882, 4-03-00-00331 (Beilstein Handbook Reference)

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