Synthesis of n-dodecylthiocyanate

Preparation of n-dodecylthiocyanate

Preparation of n-dodecylthiocyanate

Preparation of n-dodecylthiocyanate

A mixture of 340 ml. of ethanol and 1.52 moles of potassium thiocyanate is heated to reflux, and 1.04 moles of n-dodecyl 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 10 mm. pressure gives an 93% yield of n-dodecylthiocyanate, b.p. 170-172°/10 mm.

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

IUPAC Name

dodecyl thiocyanate

InChI

InChI=1S/C13H25NS/c1-2-3-4-5-6-7-8-9-10-11-12-15-13-14/h2-12H2,1H3

InChI Key

RYZZMYXTNUJGMU-UHFFFAOYSA-N

Canonical SMILES

CCCCCCCCCCCCSC#N

Depositor-Supplied Synonyms

Lauryl thiocyanate, n-Dodecyl thiocyanate, Dodecyl thiocyanate, Lauryl rhodanate, Lorol thiocyanate, Thiocyanic acid, dodecyl ester, Laurylrhodanide, LORO, Dodecane, 1-thiocyanato-, 1-Dodecyl thiocyanate, Laurylthiokyanat, ENT 114, 765-15-1, Caswell No. 523, Laurylthiokyanat [Czech], NSC 1481, EPA Pesticide Chemical Code 068101, BRN 1770396, AI3-00114, 1-thiocyanatododecane, 1-thiocyanato-dodecane, AC1Q4SQK, AC1L2CR5, (dodecylsulfanyl)carbonitrile, DSSTox_CID_22089, DSSTox_RID_79922, WLN: NCS12, DSSTox_GSID_42089, Thiocyanic acid,dodecyl ester, UNII-202K2UN34E, AC1Q2W79, SCHEMBL1873873, CHEMBL3183269, CTK5E3051, NSC1481, MolPort-003-912-221, RYZZMYXTNUJGMU-UHFFFAOYSA-N, 202K2UN34E, NSC-1481, ZINC1576857, Tox21_301924, AR-1I6997, MCULE-1758849726, NCGC00255975-01, CAS-765-15-1, LP000174, LS-152681, ST50410098, 3B3-015284

Removed Synonyms

CID69827, 4-03-00-00332 (Beilstein Handbook Reference), 8068-65-3

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