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

A10380 Benzothiazole, 97%

Codice CAS
95-16-9
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
50g 21,70
250g 41,30
1000g 135,00
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Benzothiazole, 97%

MDL
MFCD00005775
EINECS
202-396-2

Proprietà chimiche

Formula
C7H5NS
Peso formula
135.19
Punto di fusione
Punto di ebollizione
230°
Punto di infiammabilità
107°(224°F)
Densità
1.241
Indice di rifrazione
1.6420
Solubilità
Slightly soluble in water. Soluble in alcohol, carbon disulfide

Applicazioni

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.

Note

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

Letteratura

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).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H301-H311-H332-H319

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

Dichiarazioni precauzionali: P260-P201-P280h-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/clothing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,1107
Beilstein
109468
Classe di rischio
6.1
Gruppo di imballaggio
III
Codice tariffe armonizzato
2934.20
TSCA
Yes
RTECS
DL0875000

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