2-Benzoxazolinone CAS 59-49-4
Introduction：Basic information about 2-Benzoxazolinone CAS 59-49-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Benzoxazolinone Basic information
| Product Name: | 2-Benzoxazolinone |
| Synonyms: | USAF ek-5429;usafek-5429;2,3-Dihydro-2-oxo-1,3-benzoxazole;Benzoxazolin-2-one, 1,3-Benzoxazol-2(3H)-one;2-Benzooazolinone;2-Benzoxazolinone,98%;BENZOXAZOLONE (2-BENZOXAZOLINONE);Benzoxazol-2(3H)-one |
| CAS: | 59-49-4 |
| MF: | C7H5NO2 |
| MW: | 135.12 |
| EINECS: | 200-430-0 |
| Product Categories: | Oxazole&Isoxazole |
| Mol File: | 59-49-4.mol |
2-Benzoxazolinone Chemical Properties
| Melting point | 137-139 °C(lit.) |
| Boiling point | 248.79°C (rough estimate) |
| density | 1.3124 (rough estimate) |
| refractive index | 1.5800 (estimate) |
| Fp | 160 °C |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| pka | 9.50±0.70(Predicted) |
| form | Powder |
| color | Light beige to brown-gray |
| Water Solubility | soluble in hot water |
| BRN | 119481 |
| InChI | 1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9) |
| InChIKey | ASSKVPFEZFQQNQ-UHFFFAOYSA-N |
| SMILES | O=C1Nc2ccccc2O1 |
| LogP | 1.160 |
| CAS DataBase Reference | 59-49-4(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzoxazolone(59-49-4) |
| EPA Substance Registry System | 2-Benzoxazolinone (59-49-4) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 20/21/22-22-24/25-36/37/38 |
| Safety Statements | 36-24/25-26 |
| RIDADR | 2811 |
| WGK Germany | 3 |
| RTECS | DM4905000 |
| Hazard Note | Harmful |
| TSCA | TSCA listed |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral |
| Toxicity | LD50 orl-rat: 700 mg/kg MDCHAG 4(1),308,64 |
| Chemical Properties | light beige to brown-grey powder. insoluble in water, soluble in benzene, chlorobenzene and other solvents. |
| Uses | 2-Benzoxazolinone is used in the study of the antioxidant activity of heterocyclic chalcones, screening of hydrazines as inhibitors of immune suppressive enzyme indoleamine dioxygenase 1, design and the development of the inhibitors of nitric oxide synthases. |
| Preparation | 2-benzoxazolinone synthesis method: add o-aminophenol, urea and solvent chlorobenzene into the reaction kettle, protect with nitrogen, the reaction temperature is 50～132 ℃, the reaction time is 6h, after the reaction is completed, it is cooled with ice brine, crystallized, Filter the finished product. It is also possible to use o-aminophenol to react with phosgene in the solvent chlorobenzene, quickly pass phosgene within 20 ~ 40 ° C, then heat up to 100 ~ 130 ° C, and then pass phosgene at a lower speed, after the reaction is completed, pass nitrogen to catch up. Phosgene, after work-up, can also obtain 2-benzoxazolinone. |
| Definition | ChEBI: 2-benzoxazolinone is a member of the class of benzoxazoles that is 2,3-dihydro-1,3-benzoxazole carrying an oxo group at position 2. It has a role as an allelochemical and a phytoalexin. |
| Synthesis Reference(s) | Journal of Heterocyclic Chemistry, 6, p. 123, 1969 DOI: 10.1002/jhet.5570060124 Synthetic Communications, 34, p. 735, 2004 DOI: 10.1081/SCC-120027722 Synthesis, p. 1032, 1983 DOI: 10.1055/s-1983-30616 |
| General Description | 2-Benzoxazolinone is a phytoanticipin and its biotransformation by endophytic fungi isolated from Aphelandra tetragona was studied. 2-Benzoxazolinone is a natural chemical produced by rye (Secale cereale) and has strong phytotoxic properties. |
| Chemical Reactivity | 2-benzazolinone is chemically active. in its molecular structure, the hydrogen atom at the 3-position can undergo a methylolation reaction with formaldehyde, and the hydrogen at the 6-position of the benzene ring is easily replaced by chlorine. it is easy to open ring to generate 2-hydroxyphenylamino acid in strong alkaline medium. |
| Safety Profile | Poison by intraperitoneal route.Moderately toxic by ingestion. When heated todecomposition it emits toxic fumes of NOx. |
2-Benzoxazolinone Preparation Products And Raw materials
| Raw materials | 2-Aminophenol-->S,S-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate-->1-Phenyltetrazole-5-thiol-->2,3-DICHLORO-5-NITROPYRIDINE-->Salicylhydroxamic acid-->3-Chloro-2-hydroxy-5-nitropyridine |
| Preparation Products | 2,6-Dichlorobenzoxazole-->(2-OXO-1,3-BENZOXAZOL-3(2H)-YL)ACETALDEHYDE-->2(3H)-Benzoxazolone, 3-(3-hydroxypropyl)--->3-(2-CHLORO-ACETYL)-3H-BENZOOXAZOL-2-ONE-->[3-(3-CHLORO-9-OXA-1,2,10-TRIAZA-ANTHRACEN-10-YL)-PROPYL]-DIMETHYL-AMINE-->2-Chloro-10-methyl-3,4-diazaphenoxazine-->2(3H)-Benzoxazolone, 5-hydroxy- |
