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Basic Information
CAS No.: 59-49-4
Name: 2-Benzoxazolinone
Molecular Structure:
Molecular Structure of 59-49-4 (2-Benzoxazolinone)
Formula: C7H5NO2
Molecular Weight: 135.122
Synonyms: 2-Benzoxazolinone(6CI,7CI,8CI);1,3-Benzoxazol-2(3H)-one;2(3H)-Benzoxazolinone;2-Benzoxazolol;2-Hydroxybenzoxazole;2-Oxo-2,3-dihydrobenzoxazole;Benzo[d]oxazol-2(3H)-one;Carbamic acid, (2-hydroxyphenyl)-, g-lactone;NSC 3812;
EINECS: 200-430-0
Density: 1.323 g/cm3
Melting Point: 137-139 °C(lit.)
Boiling Point: 299 °C at 760 mmHg
Flash Point: 134.6 °C
Solubility: soluble in hot water
Appearance: light beige to brown-grey powder
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-22-24/25-36/37/38
Safety: 36-24/25-26
PSA: 46.00000
LogP: 1.12110
Synthetic route
140678-00-8

ethyl 2-ureidophenylcarbonate

59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 1h;100%
65-45-2

salicylamide

59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; ammonia In methanol at 0 - 20℃; for 2h; Hofmann Rearrangement; Inert atmosphere;99%
With iodosylbenzene In dichloromethane at 20℃; for 2h; Hofmann rearrangement;86%
With potassium hydroxide; [bis(acetoxy)iodo]benzene In methanol at 0℃; for 1h;80%
With sodium hydroxide; sodium hypochlorite

3-(Benzooxazol-2-ylselanyl)-2,2-dimethyl-1-phenyl-propan-1-ol

A

59-49-4

2-Benzoxazolinone

B

3,3-Dimethyl-2-phenyl-selenetane

Conditions
ConditionsYield
With 18-crown-6 ether; potassium hydride In tetrahydrofuran for 24h; Ambient temperature;A 99%
B 70%

(1R,2R)-2-(Benzooxazol-2-ylselanylmethyl)-1-phenyl-butan-1-ol

A

59-49-4

2-Benzoxazolinone

(2R,3R)-3-Ethyl-2-phenyl-selenetane

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran Ambient temperature;A 99%
B 78%
95-55-6

2-amino-phenol

59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
at 120℃; for 0.8h; Temperature;98.5%
In 1,2-dichloro-benzene at 180℃; for 2h;98%
With sulfuric acid at 110℃; for 3h; Temperature;97.8%

2-(Benzooxazol-2-ylsulfanylmethyl)-1-phenyl-butan-1-ol

A

59-49-4

2-Benzoxazolinone

(2R,3R)-3-Ethyl-2-phenyl-thietane

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran for 3h;A 98%
B 72%
201230-82-2

carbon monoxide

95-55-6

2-amino-phenol

59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With oxygen; potassium iodide; palladium(II) iodide at 100℃; under 15001.5 Torr; for 24h; Autoclave;98%
With oxygen; potassium iodide; palladium(II) iodide In 1,2-dimethoxyethane at 100℃; under 15201 Torr; for 15h;89%
With oxygen; palladium diacetate; tetra-(n-butyl)ammonium iodide In acetonitrile at 120℃; under 15001.5 Torr; Reagent/catalyst; Temperature; Pressure; Flow reactor;73%
59167-82-7

3-ethylaminocarbonyl-2(3H)-benzoxazolone

59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.25h;98%
95-55-6

2-amino-phenol

530-62-1

1,1'-carbonyldiimidazole

59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
In tetrahydrofuran for 4h; Heating;97%
In N,N-dimethyl-formamide at 80℃; for 5h; Inert atmosphere;89%
In N,N-dimethyl-formamide at 80℃; for 5h; Inert atmosphere;89%
347370-91-6

(1H-benzo[d][1,2,3]triazol-1-yl)(2-hydroxyphenyl)methanone

59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With sodium azide In tetrahydrofuran; water at 100℃; for 4h;97%
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Chemistry

The Molecular formula of 2-BENZOXAZOLINONE(59-49-4): C7H5NO2
The Molecular Weight of 2-BENZOXAZOLINONE(59-49-4): 135.12
Molecular Structure:
EINECS: 200-430-0
Melting point: 137-139 °C(lit.)
Boiling Point: 299 °C at 760 mmHg 
Flash Point: 134.6 °C 
Index of Refraction: 1.586 
Molar Refractivity: 34.28 cm
Molar Volume: 102 cm
Polarizability: 13.59 10-24 cm
Surface Tension: 46.1 dyne/cm 
Density: 1.323 g/cm3 
Enthalpy of Vaporization: 56.05 kJ/mol 
Vapour Pressure: 0.00069 mmHg at 25°C 
Water Solubilit:  soluble in hot water
BRN: 119481
IUPAC Name: 3H-1,3-benzoxazol-2-one
Synonyms: 3H-BENZOOXAZOL-2-ONE;2-HYDROXYBENZOXAZOLE;2,3-DIHYDRO-1,3-BENZOXAZOL-2-ONE;2-BENZOXAZOLINONE;2-BENZOXAZOLONE;2 (3H)-BENZOXAZOLONE;AKOS B029757;1,3-BENZOXAZOL-2(3H)-ONE;

Uses

2-BENZOXAZOLINONE(59-49-4) is used for the production of dyes and synthetic intermediates.

Toxicity Data With Reference

1.    

orl-rat LD50:700 mg/kg

    MDCHAG    Medicinal Chemistry: A Series of Monographs. 4 (1)(1964),308.
2.    

orl-mus LD50:554 mg/kg

    GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 31 (8)(1987),36.
3.    

ipr-mus LD50:400 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.
The Hazard Codes of 2-BENZOXAZOLINONE(59-49-4):  Xn
Hazard Note: Harmful
The Risk Statements information of 2-BENZOXAZOLINONE(59-49-4):
22:  Harmful if swallowed 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
24/25:  Toxic in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of 2-BENZOXAZOLINONE(59-49-4):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
24/25:  Avoid contact with skin and eyes 
WGK Germany: 3
RTECS: DM4905000

Specification

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.