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95-16-9 - Benzothiazole, 97% - A10380 - Alfa Aesar

A10380 Benzothiazole, 97%

Numéro CAS
95-16-9
Synonymes

Dimensions Prix ($) Quantité Disponibilité
50g 21,94
250g 41,72
1000g 118,48
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Benzothiazole, 97%

MDL
MFCD00005775
EINECS
202-396-2

Propriétés chimiques

Formule
C7H5NS
Poids formulaire
135.19
Point de fusion
Point d'ébullition
230°
Point d'éclair
107°(224°F)
Densité
1.241
Indice de réfraction
1.6420
Solubilité
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.

Références bibliographiques

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).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H301-H311-H332-H319

Toxic if swallowed. Toxic in contact with skin. Harmful if inhaled. Causes serious eye irritation.

Mentions de prudence: P261-P280h-P301+P310-P305+P351+P338-P361-P304+P340-P312-P363-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/clothing. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Remove/Take off immediately all contaminated clothing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Merck
14,1107
Beilstein
109468
Classe de danger
6.1
Groupe d'emballage
III
Code tarifaire harmonisé
2934.20
TSCA
Yes
RTECS
DL0875000

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