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13929

Sigma-Aldrich

Benzylthiocyanat

≥95.0% (GC)

Synonym(e):

Benzylrhodanid

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About This Item

Lineare Formel:
C6H5CH2SCN
CAS-Nummer:
3012-37-1
Molekulargewicht:
149.21
Beilstein:
1859726
EG-Nummer:
221-144-2
MDL-Nummer:
MFCD00001832
UNSPSC-Code:
12352100
PubChem Substanz-ID:
57647122
NACRES:
NA.22

Qualitätsniveau

100

Assay

≥95.0% (GC)

Form

solid

bp

230-235 °C (lit.)

mp (Schmelzpunkt)

39-41 °C (lit.)
39-41 °C

Löslichkeit

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

Funktionelle Gruppe

phenyl
thiocyanate
thioether

Lagertemp.

2-8°C

SMILES String

N#CSCc1ccccc1

InChI

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

InChIKey

ABNDFSOIUFLJAH-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zusätzliche Gefahrenhinweise

EUH032

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flammpunkt (°F)

230.0 °F

Flammpunkt (°C)

110 °C

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

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Analysenzertifikate (COA)

Lot/Batch Number
1328371V
1328371
1328372
440881/1
330993/1

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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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