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HomeProduct name list2-Mercaptobenzoxazole

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
2-Mercaptobenzoxazole Structural

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)
ghs
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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