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Merck
CN

13929

Benzyl thiocyanate

≥95.0% (GC)

Synonym(s):

Benzyl rhodanide

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About This Item

Linear Formula:
C6H5CH2SCN
CAS Number:
3012-37-1
Molecular Weight:
149.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57647122
EC Number:
221-144-2
Beilstein/REAXYS Number:
1859726
MDL number:
MFCD00001832
Assay:
≥95.0% (GC)
Form:
solid

Key Documents

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InChI key

ABNDFSOIUFLJAH-UHFFFAOYSA-N

InChI

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

SMILES string

N#CSCc1ccccc1

assay

≥95.0% (GC)

form

solid

bp

230-235 °C (lit.)

Quality Level

100

solubility

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

functional group

phenyl, thiocyanate, thioether

storage temp.

2-8°C

Related Categories

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

signalword

Warning

Hazard Classifications

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

supp_hazards

EUH032

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

230.0 °F

flash_point_c

110 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
451877/1
412735/1
1241684
1241682
1103112

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V Erban et al.
Folia microbiologica, 32(5), 411-416 (1987-01-01)
The localization of anhydrotetracycline oxygenase and glucose-6-phosphate dehydrogenase (EC 1.1.1.49) was studied by determining the enzyme activities in subcellular fractions obtained by differential centrifugation of the mycelia of Streptomyces aureofaciens after lysozyme treatment. Glucose-6-phosphate dehydrogenase was a typical cytoplasmic enzyme
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
X M Li et al.
Applied microbiology and biotechnology, 57(5-6), 717-724 (2002-01-10)
Changes in synthesis and abundance of proteins associated with chlortetracycline (CTC) production in Streptomyces aureofaciens were investigated by two-dimensional polyacrylamide gel electrophoresis of proteins pulse-labelled in vivo with L-[35S]methionine. Eleven individual protein spots were selected as being related to formation
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
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