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13929

Sigma-Aldrich

Benzyl thiocyanate

≥95.0% (GC)

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Synonym(s):
Benzyl rhodanide
Linear Formula:
C6H5CH2SCN
CAS Number:
3012-37-1
Molecular Weight:
149.21
Beilstein:
1859726
EC Number:
221-144-2
MDL number:
MFCD00001832
UNSPSC Code:
12352100
PubChem Substance ID:
57647122
NACRES:
NA.22

Quality Level

100

Assay

≥95.0% (GC)

form

solid

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H412

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3

Supplementary Hazards

EUH032

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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[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
J Nayini et al.
Carcinogenesis, 10(3), 509-512 (1989-03-01)
The effect of the dietary organoselenium compound, benzylselenocyanate (BSC) along with its sulphur analogue, benzylthiocynanate (BTC) and sodium selenite (Na2SeO3), on 7,12-dimethylbenz[a]anthracene (DMBA)-induced mammary carcinogenesis was examined in female Sprague-Dawley rats during the initiation phase of carcinogenesis. Semipurified diets containing
L V Trilisenko et al.
Folia microbiologica, 32(5), 402-410 (1987-01-01)
Mycelia of a low- and a high-production strain of Streptomyces aureofaciens were converted into protoplasts and divided into five subcellular fractions in order to localize exopolyphosphatases (EC 3.6.1.11), triphosphatase (EC 3.6.1.25), inorganic diphosphatase (EC 3.6.1.1), apyrase (EC 3.6.1.5) and glucokinase
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