Synthesis of n-undecylthiocyanate

Preparation of undecylthiocyanate

Preparation of undecylthiocyanate

Preparation of undecylthiocyanate

A mixture of 340 ml. of ethanol and 1.52 moles of potassium thiocyanate is heated to reflux, and 1.04 moles of n-undecylbromide 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-undecylthiocyanate, b.p. 90-91°

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

IUPAC Name

undecyl thiocyanate

InChI

InChI=1S/C12H23NS/c1-2-3-4-5-6-7-8-9-10-11-14-12-13/h2-11H2,1H3

InChI Key

ZSTQFMYJANZQQT-UHFFFAOYSA-N

Canonical SMILES

CCCCCCCCCCCSC#N

Depositor-Supplied Synonyms

Thiocyanic acid, undecyl ester, SCHEMBL6240474, CTK1B9222, UNDECYLSULFANYLCARBONITRILE, LP085280, 32446-42-7

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