13929

Sigma-Aldrich

Benzyl thiocyanate

≥95.0% (GC)

Synonym(s):
Benzyl rhodanide
Linear Formula:
C6H5CH2SCN
CAS Number:
Molecular Weight:
149.21
Beilstein/REAXYS Number:
1859726
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0% (GC)

bp

230-235 °C (lit.)

mp

39-41 °C (lit.)
39-41 °C

solubility

diethyl ether: soluble 0.5 g/10 mL, clear to very faintly turbid, colorless to almost colorless

storage temp.

2-8°C

SMILES string

N#CSCc1ccccc1

InChI

1S/C8H7NS/c9-7-10-6-8-4-2-1-3-5-8/h1-5H,6H2

InChI key

ABNDFSOIUFLJAH-UHFFFAOYSA-N

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General description

Benzyl thiocyanate undergoes regioselective bond dissociation during its electrochemical reduction in acetonitrile at an inert electrode. It is added to stimulate the chlortetracycline biosynthesis during industrial fermentations. It undergoes biotransformation into dibenzyl disulphide by Streptomyces aureofaciens.

Application

Benzyl thiocyanate was used to study the effects of various dietary compounds on the α-hydroxylation of N-nitrosopyrrolidine in male F344 rats in vitro.

Packaging

100 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Supp Hazards

EUH032

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1759 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

110 °C

[Obstructive cholangiopathy and isothiocyanate].
D W Bleyl et al.
Die Nahrung, 35(7), 783-785 (1991-01-01)
S Sugie et al.
Japanese journal of cancer research : Gann, 84(8), 865-870 (1993-08-01)
The effects of two aromatic thiocyanates, benzyl isothiocyanate (BITC) and benzyl thiocyanate (BTC), on diethylnitrosamine (DEN)-induced hepatocarcinogenesis were examined in rats. A total of 108 male ACI/N rats, 5 weeks old, were divided into 6 groups (18 rats in each)....
J Novotná et al.
Current microbiology, 31(2), 84-91 (1995-08-01)
Cell protein profiles of submerged cultures of Streptomyces aureofaciens cultivated in the absence or presence of 12 microM benzyl thiocyanate (BT) were analyzed by one-dimensional SDS polyacrylamide gel electrophoresis. Substantial increase in the intensity of the 13, 35, 37, 60...
V Bĕhal et al.
Folia microbiologica, 27(2), 102-106 (1982-01-01)
The level of anhydrotetracyline oxygenase (an enzyme catalyzing the penultimate reaction in the biosynthesis of tetracyline) in Streptomyces aureofaciens was substantially influenced by the amount of inorganic phosphate and by the presence of benzyl thiocyanate in the cultivation medium. Phosphate...
S Sugie et al.
Carcinogenesis, 14(2), 281-283 (1993-02-01)
The effects of benzyl isothiocyanate (BITC) and benzyl thiocyanate (BTC) on two types of DNA synthesis were examined in hepatocyte primary cultures (HPC). Male F344 rats were fed BITC- or BTC-containing diets at a concentration of 400 p.p.m. Using hepatocytes...

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