Benzothiazole

Structural formula
General
Surname	Benzothiazole
other names	1,3-benzothiazole ( IUPAC )
Molecular formula	C 7 H 5 NS
Brief description	colorless to light yellow liquid with a characteristic odor
External identifiers / databases
CAS number 95-16-9 EC number 202-396-2 ECHA InfoCard 100.002.179 PubChem 7222 Wikidata Q419096
properties
Molar mass	135.19 g mol −1
Physical state	liquid
density	1.246 g cm −3
Melting point	2 ° C
boiling point	230 ° C
Vapor pressure	0.13 mbar (20 ° C)
solubility	sparingly soluble in water (4.3 g l −1 at 25 ° C) soluble in ethanol and carbon disulfide
Refractive index	1.642 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 301 + 311-332-319 P: 280-301 + 310-305 + 351 + 338-312
Toxicological data	380 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Benzothiazole is a chemical compound from the group of sulfur - nitrogen - heterocycles .

Extraction and presentation

Benzothiazoles can be obtained by reacting 2-aminothiophenol with acyl chlorides .

${\displaystyle \mathrm {C_{6}H_{4}(NH_{2})SH+RC(O)Cl\longrightarrow C_{6}H_{4}(NH)SCR+HCl+H_{2}O} }$

properties

Benzothiazole is a colorless to brown, very difficult to ignite liquid with an aromatic odor, which is sparingly soluble in water. It decomposes when heated, producing hydrogen cyanide , sulfur oxides , nitrogen oxides , carbon monoxide and carbon dioxide .

Structural formula with locants

use

Benzothiazole is an interesting carbonyl equivalent. It reacts with aldehydes or ketones to form α-hydroxycarbonyl compounds. The derived compound benzothiazole-2-thiol is used in the rubber industry as a vulcanization accelerator.

Benzothiazole-2-thiol

Individual evidence

1. ↑ ^{a b c d e f g h i j} Entry on benzothiazole in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
2. ↑ Entry on Benzothiazoles at TCI Europe, accessed on June 27, 2011.
3. ↑ ^{a b} Benzothiazole data sheet from Sigma-Aldrich , accessed on December 30, 2010 ( PDF ).
4. ^ TE Gilchrist "Heterocyclic Chemistry" 3rd Edition, Longman, 1992.