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13929

Sigma-Aldrich

Benzyl thiocyanate

≥95.0% (GC)

Sinônimo(s):

Benzyl rhodanide

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About This Item

Fórmula linear:
C6H5CH2SCN
Número CAS:
3012-37-1
Peso molecular:
149.21
Beilstein:
1859726
Número CE:
221-144-2
Número MDL:
MFCD00001832
Código UNSPSC:
12352100
ID de substância PubChem:
57647122
NACRES:
NA.22

Ensaio

≥95.0% (GC)

Formulário

solid

p.e.

230-235 °C (lit.)

pf

39-41 °C (lit.)
39-41 °C

solubilidade

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

grupo funcional

phenyl
thiocyanate
thioether

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

N#CSCc1ccccc1

InChI

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

chave InChI

ABNDFSOIUFLJAH-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302 + H312 + H332,H412

Classificações de perigo

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

Perigos de suplementos

EUH032

Código de classe de armazenamento

8A - Combustible corrosive hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

230.0 °F

Ponto de fulgor (°C)

110 °C

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
451877/1
412735/1
1328372
1328371
1241684

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S Sugie et al.
Carcinogenesis, 15(8), 1555-1560 (1994-08-01)
The effects of two aromatic thiocyanates, benzyl thiocyanate (BTC) and benzyl isothiocyanate (BITC), on methylazoxymethanol (MAM) acetate-induced intestinal carcinogenesis were examined using female ACI/N rats. Starting at 5 weeks of age, animals were fed diets containing 100 or 400 p.p.m.
F L Chung et al.
Cancer research, 44(7), 2924-2928 (1984-07-01)
Male F344 rats were pretreated with various dietary compounds, and the effects of pretreatment on the in vitro alpha-hydroxylation of N-nitrosopyrrolidine or N'-nitrosonornicotine were determined in assays with liver microsomes or cultured esophagus, respectively. Dietary compounds included phenols, cinnamic acids
Abdelaziz Houmam et al.
Journal of the American Chemical Society, 125(42), 12676-12677 (2003-10-16)
The electrochemical reduction of benzyl thiocyanate and p-nitrobenzyl thiocyanate was investigated in acetonitrile at an inert electrode. These two compounds reveal a change in the reductive cleavage mechanism, and more interestingly, they show a clear-cut example of a regioselective bond
J Fuska et al.
Letters in applied microbiology, 19(3), 124-125 (1994-09-01)
Benzyl thiocyanate, a specific stimulator of chlortetracycline biosynthesis, was transformed into dibenzyl disulphide by Streptomyces aureofaciens. The disulphide stimulated chlortetracycline production to a lesser extent than did benzyl thiocyanate.
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
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