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A10380 Benzothiazole, 97%

CAS Number
95-16-9
Synonyms

Stock No. Size Price ($) Quantity Availability
A10380-18 50g 17.50
A10380-30 250g 54.30
A10380-0B 1000g 153.00
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Benzothiazole, 97%

MDL
MFCD00005775
EINECS
202-396-2

Chemical Properties

Formula
C7H5NS
Formula Weight
135.19
Melting point
Boiling Point
230°
Flash Point
107°(224°F)
Density
1.241
Refractive Index
1.6420
Storage & Sensitivity
Ambient temperatures.
Solubility
Slightly soluble in water. Soluble in alcohol, carbon disulfide

Applications

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.

Notes

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Literature References

Nawrocki ST, et al. Comparative aquatic toxicity evaluation of 2-(thiocyanomethylthio)benzothiazole and selected degradation products using Ceriodaphnia dubia. Arch. Environ. Contam. Toxicol.,2005,48(3), 344-350.

Asimakopoulos AG, et al. Occurrence and removal efficiencies of benzotriazoles and benzothiazoles in a wastewater treatment plant in Greece. The Science of the total environment.,2013,452-453163-171.

n-BuLi gives the 2-lithio-derivative, stable below -50o, which behaves as a formyl anion equivalent, reacting with aldehydes and ketones. The derived alcohols have been transformed into various useful products, e.g. ɑ-hydroxy ketones: Tetrahedron Lett., 5, 9, 13, (1978); Bull. Chem. Soc. Jpn., 61, 3637 (1988):

The lithio-derivative can also be acylated with esters, lactones, amides or nitriles. In these applications, benzothiazole is claimed to be superior to the better known 1,3-dithiane as a formyl anion synthon.

See also 2-(Trimethyl­silyl)­benzothiazole, L11625, and 2-(Trimethyl­silyl)­thiazole, B21903.

Reaction of the lithio-derivative at low temperatures with PCl3 gives, as the major product, 2,2'-bibenzothiazole instead of the expected tertiary phosphine: Heterocycles, 30, 347 (1990). POCl3 or SOCl2 also promote the symmetrical coupling reaction: Heteroatom. Chem., 5, 409 (1994).

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H312-H331

Harmful if swallowed. Harmful in contact with skin. Toxic if inhaled.

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P311-P312-P330-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER or doctor/physician. Rinse mouth. Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,1107
Beilstein
109468
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2934.20
TSCA
Yes
RTECS
DL0875000

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