2-Mercaptobenzoxazole
Synonym(s):2-Benzoxazolethiol
- CAS NO.:2382-96-9
- Empirical Formula: C7H5NOS
- Molecular Weight: 151.19
- MDL number: MFCD00005769
- EINECS: 219-191-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-26 17:21:34
What is 2-Mercaptobenzoxazole?
Chemical properties
beige crystalline powder
The Uses of 2-Mercaptobenzoxazole
2-Mercaptobenzoxazole is used in the surface treatment of materials. It is utilized for protection of metals from corrosion.
Preparation
2-Mercaptobenzoxazole has already been described in 1876 by Dunner (Ber. 9, (1876) page 465). 2-Mercaptobenzoxazole and its derivatives are prepared by processes which are based in principle on the reaction between o-aminophenol and alkali metal alkylxanthates. The alkali metal alkylxanthate here can either be employed as such, or it can be produced in the reaction mixture itself from an alkali, a lower alkanol and carbon disulphide.
https://patents.google.com/patent/US4677209A/en
What are the applications of Application
2-Mercaptobenzoxazole is a widely used organic scaffold in medicinal chemistry.
2-Mercaptobenzoxazole and their derivatives are known to posses several biological activities such as antibacterial, antifungal, antiinflammatory, insecticidal and herbicidal. 4-0xo-thiazolidines have also played an important activities as analgesic, anti-HIV, antitubercular, anthelmentic, dye-stuffs, fluorescent and as a photosensitizer. The incorporation of 4-oxothiazolidine and their 5-arylidene moieties in 2-mercaptobenzoxazole frame work has been found to enhance the activity.
Definition
ChEBI: 2-mercapto-1,3-benzoxazole is a benzoxazole.
Reactions
2-Mercaptobenzoxazole with ethyl chloroacetate and anhydrous K2C03 in the presence of dry acetone was refluxed on water bath to give ethyl-2-(mercaptobenzoxazolo)acetate.
Properties of 2-Mercaptobenzoxazole
Melting point: | 192-195 °C(lit.) |
Boiling point: | 360°C (rough estimate) |
Density | 1.2170 (rough estimate) |
refractive index | 1.5500 (estimate) |
storage temp. | Sealed in dry,Room Temperature |
pka | 11.03±0.20(Predicted) |
form | Crystalline Powder |
color | Beige |
PH | 5 (5g/l, H2O, 20℃) |
Water Solubility | SLIGHTLY SOLUBLE |
BRN | 119483 |
CAS DataBase Reference | 2382-96-9(CAS DataBase Reference) |
NIST Chemistry Reference | 2(3H)-Benzoxazolethione(2382-96-9) |
EPA Substance Registry System | 2-Mercaptobenzoxazole (2382-96-9) |
Safety information for 2-Mercaptobenzoxazole
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2-Mercaptobenzoxazole
InChIKey | FLFWJIBUZQARMD-UHFFFAOYSA-N |
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