benzyl thiocyanate
alpha-thiocyanatotoluene
Identification
| Name | benzyl thiocyanate |
| CAS Number | 3012-37-1 |
| EINECS | 221-144-2 |
| FDA UNII | YX8TAO9O90 |
| Molecular Formula | C8 H7 N S |
| Molecular Weight | 149.21579000 |
| MDL Number | MFCD00001832 |
| Nikkaji Number | J7.663E |
| Beilstein | 1859726 |
| XlogP3 | 2.00 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Flash Point | > 230.00 °F. TCC ( > 110.00 °C. ) |
| Soluble in | water, 1528 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 17 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 100 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for benzyl thiocyanate usage levels up to | not for fragrance use. |
| Recommendation for benzyl thiocyanate flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
solvat 14
alpha-
thiocyanatotoluene
thiocyanic acid, benzyl ester
toluene, alpha-thiocyanato-
tropeolin
PubMed:
Diversified glucosinolate metabolism: biosynthesis of hydrogen cyanide and of the hydroxynitrile glucoside alliarinoside in relation to sinigrin metabolism in Alliaria petiolata.
PubMed:
Kinetic and mechanistic aspects of atom transfer radical addition (ATRA) catalyzed by copper complexes with tris(2-pyridylmethyl)amine.
PubMed:
Palladium-catalyzed, copper(I)-mediated coupling of boronic acids and benzylthiocyanate. A cyanide-free cyanation of boronic acids.
PubMed:
Phenethyl isothiocyanate triggers apoptosis in Jurkat cells made resistant by the overexpression of Bcl-2.
PubMed:
Regioselective bond cleavage in the dissociative electron transfer to benzyl thiocyanates: the role of radical/ion pair formation.
PubMed:
Cancer chemoprevention by garlic and garlic-containing sulfur and selenium compounds.
PubMed:
Regioselective bond cleavage in the dissociative electron transfer to benzyl thiocyanates.
PubMed:
Involvement of toxicity as an early event in urinary bladder carcinogenesis induced by phenethyl isothiocyanate, benzyl isothiocyanate, and analogues in F344 rats.
PubMed:
Major proteins related to chlortetracycline biosynthesis in a Streptomyces aureofaciens production strain studied by quantitative proteomics.
PubMed:
Benzyl isothiocyanate is the chief or sole anthelmintic in papaya seed extracts.
PubMed:
Inhibition of DNA cytosine methyltransferase by chemopreventive selenium compounds, determined by an improved assay for DNA cytosine methyltransferase and DNA cytosine methylation.
PubMed:
Inhibition of 2-nitropropane-induced rat liver DNA and RNA damage by benzyl selenocyanate.
PubMed:
Protein profiles of Streptomyces aureofaciens producing tetracyclines: reappraisal of the effect of benzyl thiocyanate.
PubMed:
Selective toxicity of compounds naturally present in food toward the transformed phenotype of human colorectal cell line HT29.
PubMed:
Biotransformation of benzyl thiocyanate by Streptomyces aureofaciens.
PubMed:
Inhibitory effects of benzyl thiocyanate and benzyl isothiocyanate on methylazoxymethanol acetate-induced intestinal carcinogenesis in rats.
PubMed:
Inhibitory effects of benzyl isothiocyanate and benzyl thiocyanate on diethylnitrosamine-induced hepatocarcinogenesis in rats.
PubMed:
Modifying effects of benzyl isothiocyanate and benzyl thiocyanate on DNA synthesis in primary cultures of rat hepatocytes.
PubMed:
[Obstructive cholangiopathy and isothiocyanate].
PubMed:
Effect of dietary benzylselenocyanate on azoxymethane-induced colon carcinogenesis in male F344 rats.
PubMed:
Chemoprevention of experimental mammary carcinogenesis by the synthetic organoselenium compound, benzylselenocyanate, in rats.
PubMed:
Chemoprevention of colon carcinogenesis by dietary organoselenium, benzylselenocyanate, in F344 rats.
PubMed:
Effect of some benzyl thiocyanate analogs on tetracycline production.
PubMed:
Subcellular localization of enzymes in Streptomyces aureofaciens and its alteration by benzyl thiocyanate. II. Anhydrotetracycline oxygenase and glucose-6-phosphate dehydrogenase.
PubMed:
Subcellular localization of enzymes in Streptomyces aureofaciens and its alteration by benzyl thiocyanate. I. Phosphatases and ATP-glucokinase.
PubMed:
2,4-Dichlorobenzyl thiocyanate, an antimitotic agent that alters microtubule morphology.
PubMed:
Effects of dietary compounds on alpha-hydroxylation of N-nitrosopyrrolidine and N'-nitrosonornicotine in rat target tissues.
PubMed:
Effect of inorganic phosphate and benzyl thiocyanate on the activity of anhydrotetracyline oxygenase in Streptomyces aureofaciens.
PubMed:
Benzyl thiocyanate taint in the milk of dairy cattle ingesting Coronopus didymus Sm.
PubMed:
RELATIONSHIP BETWEEN THE CARBOHYDRATE METABOLISM OF STREPTOMYCES AUREOFACIENS AND THE BIOSYNTHESIS OF CHYLORTETRACYCLINE.. III. THE EFFECT OF BENZYL THIOCYANATE ON CARBOHYDRATE METABOLISM OF STREPTOMYCES AUREOFACIENS.
PubMed:
RELATIONSHIP BETWEEN THE CARBOHYDRATE METABOLISM OF STREPTOMYCES AUREOFACIENS AND THE BIOSYNTHESIS OF CHLORTETRACYCLINE. II. THE EFFECT OF BENZYL THIOCYANATE ON THE RESPIRATION OF WASHED MYCELIUM OF STREPTOMYCES AUREOFACIENS.
PubMed:
RELATIONSHIP BETWEEN THE CARBOHYDRATE METABOLISM OF STREPTOMYCES AUREOFACIENS AND THE BIOSYNTHESIS OF CHLORTETRACYCLINE. I. THE EFFECT OF INTERRUPTED AERATION, INORGANIC PHOSPHATE AND BENZYL THIOCYANATE ON CHLORTETRACYCLINE BIOSYNTHESIS.
PubMed:
[Studies on ovocides against Ascaris eggs. 1. Maturation of eggs in different portions of Ascaris matrix and their resistance against benzylthiocyanate].
PubMed:
[The influence of benzyl thiocyanate on the synthesis of chlortetracycline after direct enrichment by ground barley].
PubMed:
Stimulation of chlortetracycline production by benzyl thiocyanate.
PubMed:
[Effect of various compounds related to naphthyl isothiocyanate on the guinea pig liver. IV. Benzyl thiocyanate].