407607
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
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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.
Signal Word
Warning
Hazard Statements
Precautionary 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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Isolation and characterization of Rhodococcus rhodochrous for the degradation of the wastewater component 2-hydroxybenzothiazole.
De Wever H, et al.
Applied Microbiology and Biotechnology, 47(4), 458-461 (1997)
Microbial transformations of 2-substituted benzothiazoles.
De Wever HPB and Verachtert H.
Applied Microbiology and Biotechnology, 57(5-6), 620-625 (2001)
Oxidation of benzothiazole, 2-mercaptobenzothiazole and 2-hydroxybenzothiazole in aqueous solution by means of H2O2/UV or photoassisted Fenton systems.
Andreozzi R, et al.
Journal of Chemical Technology and Biotechnology, 76(2), 196-202 (2001)
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)
Structural and energetic characterization of the tautomers 2-benzothiazolinone and 2-hydroxybenzothiazole.
Silva ALR, et al.
Journal of Molecular Structure, 1078, 197-206 (2014)
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