934-34-9

Basic information

• Product Name: 2-Benzothiazolol
• Synonyms: 2-Oxobenzothiazole;3H-1,3-Benzothiazol-2-one;2,3-Dihydrobenzothiazole-2-one;Benzothiazol-2-ol;2-Benzothiazolol,95%;2-Hydroxy-1,3-benzothiazole;2,3-dihydro-1,3-benzothiazol-2-one;2-Benzothiazolol 2-Hydroxybenzothiazole
• CAS NO: 934-34-9
• Molecular Formula: C₇H₅NOS
• Molecular Weight: 151.19
• EINECS: 213-281-1
• Product Categories: BENZOTHIAZOLE;pharmacetical
• Mol File: 934-34-9.mol
• Article Data: 89

Chemical Properties

• Melting Point: 137-140 °C(lit.)
• Boiling Point: 360°C (rough estimate)
• Flash Point: 171.5 °C
• Appearance: off-white to light brown crystalline powder
• Density: 1.2170 (rough estimate)
• Vapor Pressure: 1.1E-05mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly, Sonicated), DMSO (Slightly)
• PKA: 10.41±0.20(Predicted)
• CAS DataBase Reference: 2-Benzothiazolol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzothiazolol(934-34-9)
• EPA Substance Registry System: 2-Benzothiazolol(934-34-9)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 934-34-9(Hazardous Substances Data)

Usage

Uses

2-Hydroxybenzothiazole may be employed as carbon, nitrogen and energy supplement in the bacterial cultures. It may be used in the preparation of insulating thin polymer (<0.1μm), via electropolymerization.

Definition

ChEBI: Benzothiazole substituted with a hydroxy group at the 2-position.

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 4890, 1950 DOI: 10.1021/ja01167a011

General Description

2-Hydroxybenzothiazole (2-OHBT) is a 2-substituted benzothiazole. It is a tautomer of 2-benzothiazolinone. Its enthalpy of formation in the gas phase has been determined using high-level ab initio molecular orbital calculations at the G3(MP2)//B3LYP level of theory. Polarized IR spectra of the hydrogen-bonded molecular crystals of 2-OHBT have been studied. Oxidation of 2-OHBT using H2O2/UV and iron(III) photoassisted Fenton techniques have been reported. 2-OHBT is released into wastewaters during the industrial production of 2-mercaptobenzothiazole, a rubber vulcanization accelerator. The anodic oxidation of 2-OHBT on copper, iron and platinum in alcohol and alcohol-water solutions by cyclic polarization and chronoamperometry has been reported.

Purification Methods

Crystallise it from aqueous EtOH or water. [Hoggarth J Chem Soc 3314 1949, Hunter J Chem Soc 135 1930, Beilstein 27 H 182, 27 I 270, 27 II 225, 27 III/IV 2693.]

InChI:InChI=1/C7H5NOS/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)

Upstream product

• 4665-63-8 2-(2-benzothiazolylthio)ethanol 
• 6295-57-4 2-benzthiazole thioacetic acid 
• 75-44-5 phosgene 
• 137-07-5 2-amino-benzenethiol 
• 1489-24-3 N-<(o-phenylthio)phenyl>formamide 
• 149-30-4 2-thioxo-3H-1,3-benzothiazole 
• 108-94-1 cyclohexanone 
• 134792-04-4 2-<(3-methylbut-2-enyl)sulfonyl>benzothiazole 
• 201230-82-2 carbon monoxide 
• 1141-88-4 2-Aminophenyl disulfide 
• 67-56-1 methanol 
• 7553-56-2 iodine 
• 7647-01-0 hydrogenchloride 
• 67219-33-4 2-phenylmethanesulfonyl-benzothiazole 

Downstream Products

• 28620-12-4 6-nitro-2(3H)-benzothiazolone 
• 51360-57-7 3-acetyl-2(3H)-benzothiazolone 
• 22291-74-3 3-benzylbenzo[d]thiazol-2(3H)-one 
• 66490-83-3 N-Propargyl-2-benzothiazolon 
• 945-03-9 (2-oxo-1,3-benzothiazol-3(2H)-yl)acetic acid 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 62266-82-4 6-bromo-1,3-benzothiazol-2(3H)-one 
• 615-21-4 1,3-benzothiazol-2-ylhydrazine 
• 133044-37-8 6-butyrylbenzo[d]thiazol-2(3H)-one 
• 154415-37-9 6-(phenylacetyl)benzothiazolinone 
• 85346-63-0 3-[(2,6-Diethyl-phenylamino)-methyl]-3H-benzothiazol-2-one 
• 22258-67-9 <2-(2-oxo-3-benzothiazolin-3-yl)ethyl> ester of acetic acid 
• 72680-47-8 N-Isopropyl-2-(2-oxo-benzothiazol-3-yl)-N-phenyl-acetamide 
• 89780-86-9 2-Oxo-benzothiazole-3-carboxylic acid 2,4-dichloro-phenyl ester 

Relevant articles and documents

Synthesis method of benzothiazolone compound

The invention discloses an economical and mild. The method adopts o-iodoaniline, elemental sulfur and DMF as raw materials, so that the yield of a target product of up to 3 hours can be obtained only 90%, and the synthesis strategy is compatible with a wide range of functional groups.

Au@Cellulose/DFNS for synthesis of thiazolidin-2-ones from arylamines, elemental sulfur and CO2

Turning waste into valuable material is a remarkable phenomenon in sustainable chemistry. However, this reaction is not easy to perform due to the simultaneous employment of two low-reaction raw materials. In this study, we announce the employment of elemental sulfur and CO2 in a multi-element reaction to manufacture valuable thiazolidin-2-ones in the participation of Au@Cellulose/DFNS as a catalyst. In this method, three bonds in one reaction and functional groups with good tolerance were created. To generate the catalyst, DFNS was amended with cellulose through the click reaction and employed as a support for Au nanoparticles. Cellulose acted as both decreasing and consistency medium for Au NPs and removed the need for decreasing agent. The generated catalyst was distinguished by various techniques like XPS, TEM, TGA, SEM, ICP, and XRD analyses.

Method for preparing pesticide mefenacet from benzothiazolone and 2-halo-N-methyl-N-phenylacetamide

The invention provides a method for preparing mefenacet from benzothiazolone and 2-halo-N-methyl-N-phenylacetamide. The method comprises the following steps: firstly, synthesizing benzothiazolone by taking CO2 as a carbonylation reagent, then reacting the benzothiazolone with alkali liquor to obtain a salt solution of benzothiazolone, and finally reacting the salt solution of benzothiazolone with2-halo-N-methyl-N-phenylacetamide to obtain the mefenacet. A new path is provided for industrial production of mefenacet, the synthesis route of a traditional method is shortened, chemical utilizationof CO2 is achieved, energy conservation and emission reduction are facilitated, and the method better conforms to the concept of green chemistry.