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95-16-9

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95-16-9 Usage

Chemical Description

Different sources of media describe the Chemical Description of 95-16-9 differently. You can refer to the following data:
1. Benzothiazole is a heterocyclic compound containing a sulfur atom and a nitrogen atom in its ring structure.
2. Benzothiazole is a heterocyclic compound containing a benzene ring fused to a thiophene ring and a nitrogen atom.

Description

Benzothiazole and its derivative are recognized as the most important heterocyclic compounds. This series of compounds is of particular interests. It has various kinds of pharmacological properties and has been included in many kinds of natural products and pharmaceutical agents. The broad spectrum of pharmacological activity in individual benzothiazole derivative enables it to serve as unique and valuable scaffolds for experimental drug design. It is already known that benzothiazole and its derivative has various biological applications including anticancer, antimicrobial, anticonvulsant, antiviral, antidiabetic, antipsychotic, antiinflammatory, analgesic, fungicidal and diuretic. Its derivatives also have many applications in polymer chemistry, dyes, drugs, and silver photography as well as rubber industry.

Chemical Properties

Different sources of media describe the Chemical Properties of 95-16-9 differently. You can refer to the following data:
1. yellow liquid with an unpleasant odour
2. Benzothiazole has a delicate, persistent, rose-like odor similar to that of quinoline.

Occurrence

Reported found in apricot, cooked asparagus, mozzarella cheese, skim milk powder, roasted beef, beer, malt whiskey, coconut meat, fresh mango, cooked broccoli and kelp.

Uses

Different sources of media describe the Uses of 95-16-9 differently. You can refer to the following data:
1. It is an interesting carbonyl equivalent and reacts with aldehydes or ketones to generate α-hydroxy carbonyl compounds. Benzothiazole is used as a chemical intermediate in organic synthesis. It is a precursor of rubber accelerators and a component of cyanine dyes. It is also used as a flavoring substance. It is also used as a flavor, antimicrobial agent, and component of cyanine dyes. Its derivatives are used as rubber accelerators.
2. Various benzothiazole-benzamides synthesized were evaluated for their analgesic and antidepressant activities.

Definition

ChEBI: An organic heterobicyclic compound that is a fusion product between benzene and thiazole. The parent of the class of benzothiazoles.

Preparation

By refluxing a mixture of zinc o-aminophenylsulfide and formic acid, followed by steam distillation of the alkalized reaction mixture; by heating formanilid or dimethylaniline with sulfur; by oxidation of 2-mercaptobenzothiazole or of the corresponding disulfide.

Aroma threshold values

Detection: 80 to 450 ppb

Taste threshold values

Taste characteristics at 3 ppm: meaty, vegetative, brown, cooked, beefy and coffee-like.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 6559, 1955 DOI: 10.1021/ja01629a041

General Description

Benzothiazole, a volatile sulfur-containing heterocyclic compound, is one of the key odorants of heated milk. It is also reported to occur as a flavor component of miso, coconut meat and cooked-beef.

Safety Profile

Poison by ingestion,intraperitoneal, intravenous, and possibly other routes.When heated to decomposition it emits very toxic fumesof SOx, CN??, and NOx.

References

Gupta, Akhilesh, and S. Rawat. "Synthesis and cyclization of benzothiazole." J. of Current Pharmaceutical Research 3.1 (2010): 13-25. Keri, Rangappa S., et al. "A comprehensive review in current developments of benzothiazole-based molecules in medicinal chemistry." European journal of medicinal chemistry 89 (2015): 207-251. Khokra, Sukhbir L., et al. "Common methods to synthesize benzothiazole derivatives and their medicinal significance: a review." International Journal of Pharmaceutical Sciences and Research 2.6 (2011): 1356.

Check Digit Verification of cas no

The CAS Registry Mumber 95-16-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 5 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 95-16:
(4*9)+(3*5)+(2*1)+(1*6)=59
59 % 10 = 9
So 95-16-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H5NS/c1-2-4-7-6(3-1)8-5-9-7/h1-5H

95-16-9 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (A10380)  Benzothiazole, 97%   

  • 95-16-9

  • 50g

  • 194.0CNY

  • Detail
  • Alfa Aesar

  • (A10380)  Benzothiazole, 97%   

  • 95-16-9

  • 250g

  • 408.0CNY

  • Detail
  • Alfa Aesar

  • (A10380)  Benzothiazole, 97%   

  • 95-16-9

  • 1000g

  • 1482.0CNY

  • Detail
  • Aldrich

  • (101338)  Benzothiazole  96%

  • 95-16-9

  • 101338-5G

  • 345.15CNY

  • Detail
  • Aldrich

  • (101338)  Benzothiazole  96%

  • 95-16-9

  • 101338-100G

  • 478.53CNY

  • Detail
  • Aldrich

  • (101338)  Benzothiazole  96%

  • 95-16-9

  • 101338-500G

  • 1,090.44CNY

  • Detail
  • Vetec

  • (V900782)  Benzothiazole  Vetec reagent grade, 96%

  • 95-16-9

  • V900782-100G

  • 179.01CNY

  • Detail
  • Vetec

  • (V900782)  Benzothiazole  Vetec reagent grade, 96%

  • 95-16-9

  • V900782-500G

  • 802.62CNY

  • Detail

95-16-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name benzothiazole

1.2 Other means of identification

Product number -
Other names BENZOTHIAZOLE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:95-16-9 SDS

95-16-9Relevant articles and documents

-

Davis et al.

, p. 1919 (1962)

-

A Mild, General, Metal-Free Method for Desulfurization of Thiols and Disulfides Induced by Visible-Light

Qiu, Wenting,Shi, Shuai,Li, Ruining,Lin, Xianfeng,Rao, Liangming,Sun, Zhankui

supporting information, p. 1255 - 1258 (2021/05/05)

A visible-light-induced metal-free desulfurization method for thiols and disulfides has been explored. This radical desulfurization features mild conditions, robustness, and excellent functionality compatibility. It was successfully applied not only to the desulfurization of small molecules, but also to peptides.

Method for reducing aromatic C-N/Cl C/I bond to aromatic-H / D

-

Paragraph 0029, (2021/09/08)

A method of reducing C an aromatic-N C/Cl/I bond to an aromatic-H / D, the process being a stable aromatic quaternary ammonium salt. After addition of the base and the solvent, the aromatic compound or the deuterated aromatic compound can be efficiently prepared by irradiation with visible light or ultraviolet light. The method can efficiently convert stable aromatic-N/I chemical bonds into aromatic-H / D bonds by visible light or ultraviolet light in a cheap and easily available solvent or deuterated solvent without using a catalyst or a transition metal compound C C. The whole production process is green, environment-friendly, low in cost, wide in substrate applicability, high in yield, high in deuterated rate, simple and convenient to operate, free of explosion risk and remarkable in advantage compared with the conventional production process.

A substituent- And temperature-controllable NHC-derived zwitterionic catalyst enables CO2upgrading for high-efficiency construction of formamides and benzimidazoles

Li, Hu,Li, Zhengyi,Wu, Hongguo,Yang, Song,Yu, Zhaozhuo,Zhang, Lilong,Zhu, Kaixun

supporting information, p. 5759 - 5765 (2021/08/23)

Chemocatalytic upgrading of the greenhouse gas CO2 to valuable chemicals and biofuels has attracted broad attention in recent years. Among the reported approaches, N-formylation of CO2 with an amine is of great significance due to its versatility in the construction of N-containing linear and cyclic skeletons. Herein, a stable N-heterocyclic carbene-carboxyl adduct (NHC-CO2) was facilely prepared and could be used as a recyclable zwitterionic catalyst for efficient CO2 reductive upgrading via either N-formylation or further coupling with cyclization under mild conditions (25 °C, 1 atm CO2) using hydrosilane as a hydrogen source. More than 30 different alkyl and aromatic amines could be transformed into the corresponding formamides or benzimidazoles with remarkable yields (74%-98%). The electronic effect of the introduced substituent on NHC-CO2 was found to evidently affect the thermostability and nucleophilicity of the zwitterionic catalyst, which is directly correlated with its catalytic activity. Moreover, NHC-CO2 could supply CO2 by in situ decarboxylation at a specific temperature that is dependent on the introduced substituent type. Experimental and computational studies showed that the carboxyl species on NHC-CO2 was not only a nucleophilic center, but also a C1 source which rapidly captures or substitutes ambient CO2 during hydrosilylation. In addition, a simple and green conceptual process was designed for the product purification and catalyst recycling, with a good feasibility for small-scale production.

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