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Sigma-Aldrich

2-Hydroxybenzothiazole

98%

Synonym(s):

2(3H)-Benzothiazolone

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About This Item

Empirical Formula (Hill Notation):
C7H5NOS
CAS Number:
Molecular Weight:
151.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

137-140 °C (lit.)

SMILES string

Oc1nc2ccccc2s1

InChI

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

InChI key

YEDUAINPPJYDJZ-UHFFFAOYSA-N

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.

Application

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Electropolymerization of 2-hydroxybenzothiazole (2-OHBT) in water-methanol media: electrochemical behaviour in NaCl (3%) solution.
Perrin FX, et al.
J. Appl. Electrochem., 27(7), 821-830 (1997)
Influence of molecular electronic properties on the IR spectra of dimeric hydrogen bond systems: polarized spectra of 2-hydroxybenzothiazole and 2-mercaptobenzothiazole crystals.
Flakus HT, et al.
Journal of Molecular Structure, 604(1), 29-44 (2002)
Structural and energetic characterization of the tautomers 2-benzothiazolinone and 2-hydroxybenzothiazole.
Silva ALR, et al.
Journal of Molecular Structure, 1078, 197-206 (2014)
Georgia Gatidou et al.
Chemosphere, 241, 125071-125071 (2019-11-07)
The ready biodegradability of twenty food additives, belonging to the classes of artificial sweeteners, natural sweeteners, preservatives and colorings, was investigated using activated sludge as inoculum and OECD 301F respirometric test. According to the results, saccharin, aspartame, sodium cyclamate, xylitol
Chien-Hao Chen et al.
Food chemistry, 333, 127516-127516 (2020-07-20)
Benzotriazoles (BTRs) and benzothiazoles (BTs) are two groups of emerging concern and high production volume contaminants. Via the biomagnification of the food web, they could jeopardize human health. In this work, rapid determining the presence of five BTRs and two

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