| Identification | More | [Name]
2-Benzoxazolinone | [CAS]
59-49-4 | [Synonyms]
1,3-BENZOXAZOL-2(3H)-ONE
2,3-DIHYDRO-1,3-BENZOXAZOL-2-ONE
2 (3H)-BENZOXAZOLONE
2-BENZOXAZOLINONE
2-BENZOXAZOLONE
2-HYDROXYBENZOXAZOLE
3H-BENZOOXAZOL-2-ONE
AKOS B029757
BENZOXAZOLONE
LABOTEST-BB LT01409074
2-Benzoxaxolol
2-Benzoxazolol
2-hydroxy-benzoxazol
Benzoxazole, 2-hydroxy-
Benzoxazolinone
Carbamic acid, (2-hydroxyphenyl)-, gamma-lactone
o-Phenylenecarbamate
USAF ek-5429
usafek-5429
2,3-Dihydro-2-oxo-1,3-benzoxazole | [EINECS(EC#)]
200-430-0 | [Molecular Formula]
C7H5NO2 | [MDL Number]
MFCD00005716 | [Molecular Weight]
135.12 | [MOL File]
59-49-4.mol |
| Chemical Properties | Back Directory | [Appearance]
LIGHT BEIGE TO BROWN-GREY POWDER | [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) | [form ]
Powder | [pka]
9.50±0.70(Predicted) | [color ]
Light beige to brown-gray | [Water Solubility ]
soluble in hot water | [BRN ]
119481 | [InChIKey]
ASSKVPFEZFQQNQ-UHFFFAOYSA-N | [LogP]
1.160 | [CAS DataBase Reference]
59-49-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzoxazolone(59-49-4) | [EPA Substance Registry System]
59-49-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R22:Harmful if swallowed.
R24/25:Toxic in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
2811 | [WGK Germany ]
3
| [RTECS ]
DM4905000
| [Hazard Note ]
Harmful | [TSCA ]
Yes | [HS Code ]
29349990 | [Toxicity]
LD50 orl-rat: 700 mg/kg MDCHAG 4(1),308,64 |
| Hazard Information | Back Directory | [Chemical Properties]
LIGHT BEIGE TO BROWN-GREY POWDER | [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. | [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. | [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. | [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. | [storage]
Store at -20°C |
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