3012-37-1 Usage
Description
Benzyl thiocyanate is an organic compound that undergoes regioselective bond dissociation during its electrochemical reduction in acetonitrile at an inert electrode. It is characterized by its almost white to yellow crystals or crystalline powder appearance.
Uses
Used in Pharmaceutical Industry:
Benzyl thiocyanate is used as a stimulant for chlortetracycline biosynthesis during industrial fermentations, enhancing the production of this important antibiotic.
Used in Research:
Benzyl thiocyanate is used in research studies to investigate the effects of various dietary compounds on the α-hydroxylation of N-nitrosopyrrolidine in male F344 rats in vitro, contributing to the understanding of the compound's potential impact on health.
Used in Cancer Prevention:
Benzyl thiocyanate has been found to inhibit methylazoxymethanol acetate-induced intestinal carcinogenesis in rats, suggesting its potential use as a cancer-preventive agent.
Used in Genotoxicity Studies:
Benzyl thiocyanate is utilized to study its effects on unscheduled DNA synthesis for some genotoxic carcinogens in rats, providing insights into its role in mitigating the harmful effects of certain carcinogens.
Used in Biotransformation:
Benzyl thiocyanate undergoes biotransformation into dibenzyl disulfide by Streptomyces aureofaciens, a process that may have applications in the production of valuable chemical compounds or in bioremediation efforts.
Synthesis Reference(s)
Synthesis, p. 184, 1977Tetrahedron Letters, 18, p. 4417, 1977 DOI: 10.1016/S0040-4039(01)83524-3
Hazard
Strong irritant to skin, tissue. Moderate fire hazard.
Safety Profile
Poison by subcutaneous andintraperitoneal routes. Whenheated to decomposition it emits very toxic fumes ofNOx, SOx, and CN??.
Purification Methods
Crystallise the thiocyanate from EtOH or aqueous EtOH. [Beilstein 6 H 460, 6 IV 2680.]
Check Digit Verification of cas no
The CAS Registry Mumber 3012-37-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,1 and 2 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 3012-37:
(6*3)+(5*0)+(4*1)+(3*2)+(2*3)+(1*7)=41
41 % 10 = 1
So 3012-37-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H7NS/c9-7-10-6-8-4-2-1-3-5-8/h1-5H,6H2
3012-37-1Relevant articles and documents
Inorganic-Solid-Supported Potassium Thiocyanate: Study of Reagent Preparation and a Convenient Synthesis of tert-Alkyl Thiocyanates
Ando, Takashi,Clark, James H.,Cork, David G.,Fujita, Mitsue,Kimura, Takahide
, p. 681 - 685 (1987)
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AIBN-initiated direct thiocyanation of benzylic sp3C-H with: N -thiocyanatosaccharin
Wu, Di,Duan, Yongjie,Liang, Kun,Yin, Hongquan,Chen, Fu-Xue
supporting information, p. 9938 - 9941 (2021/10/12)
Direct thiocyanations of benzylic compounds have been implemented. Here, a new strategy, involving a free radical reaction pathway initiated by AIBN, was used to construct the benzylic sp3 C-SCN bond. In this way, the disadvantage of other strategies involving introducing leaving groups in advance to synthesize benzyl thiocyanate compounds was overcome. The currently developed protocol also involved the use of readily available raw materials and resulted in high product yields (up to 100%), both being great advantages for synthesizing benzyl thiocyanates.
Thiocyanation and 2-Amino-1,3-thiazole Formation in Water Using Recoverable and Reusable Glycosylated Resorcin[4]arene Cavitands
Husain, Ali A.,Bisht, Kirpal S.
, p. 9928 - 9935 (2020/09/03)
A family of three spatially directional resorcin[4]arene cavitand glycoconjugates (RCGs) have been applied as efficient recoverable and reusable inverse phase transfer catalysts for eco- A nd environmentally friendly thiocyanation and 2-amino-1,3-thiazole formation reactions in water. The results show that RCGs (1 mol %) were capable of hosting and catalyzing various water-insoluble bromo/thiocyanato substrates in water without the use of any co-organic solvents. The recoverability and reusability of RCG catalytic systems, that is, RCG1 and RCG3, were also examined upon a simple extraction of the desired products using DCM or ethyl acetate, followed by subjecting the recovered aqueous solution containing the RCG catalysts to the next reaction cycles.