Benzothiazole Chemical Properties

Melting point:

2 °C (lit.)

Boiling point:

231 °C (lit.)

Density 

1.238 g/mL at 25 °C (lit.)

vapor density 

4.66 (vs air)

vapor pressure 

34 mm Hg ( 131 °C)

refractive index 

n20/D 1.642(lit.)

FEMA 

3256 | BENZOTHIAZOLE

Flash point:

>230 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

3g/l

form 

Liquid

pka

0.85±0.10(Predicted)

color 

Clear yellow-brown to brown

Odor

odor of quinoline, sltly water-sol

Odor Type

sulfurous

explosive limit

0.9-8.2%(V)

Water Solubility 

slightly soluble

Merck 

14,1107

JECFA Number

1040

BRN 

109468

Stability:

Stable - regarded as highly persistent in the environment. Incompatible with strong oxidizing agents. Combustion products: nitrogen oxides, carbon monoxide, carbon dioxide, sulphur oxides.

InChIKey

IOJUPLGTWVMSFF-UHFFFAOYSA-N

LogP

2.01

CAS DataBase Reference

95-16-9(CAS DataBase Reference)

NIST Chemistry Reference

Benzothiazole(95-16-9)

EPA Substance Registry System

Benzothiazole (95-16-9)

Safety Information

Hazard Codes 

Xn,T,Xi

Risk Statements 

22-20/21/22-36-25-24-20

Safety Statements 

23-26-36-36/37-45

RIDADR 

2810

WGK Germany 

2

RTECS 

DL0875000

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29342080

Hazardous Substances Data

95-16-9(Hazardous Substances Data)

Toxicity

LD50 i.v. in mice: 95±3 mg/kg (Domino)

MSDS

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Benzothiazole Usage And Synthesis

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

yellow liquid with an unpleasant odour

Chemical Properties

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

Various benzothiazole-benzamides synthesized were evaluated for their analgesic and antidepressant activities.

Uses

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.

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.

Definition

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

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.

Hazard

Highly toxic by ingestion.

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.

Benzothiazole(95-16-9)Related Product Information

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