Product Name

  • Name

    2-Benzoxazolinone

  • EINECS 200-430-0
  • CAS No. 59-49-4
  • Article Data208
  • CAS DataBase
  • Density 1.323 g/cm3
  • Solubility soluble in hot water
  • Melting Point 137-139 °C(lit.)
  • Formula C7H5NO2
  • Boiling Point 299 °C at 760 mmHg
  • Molecular Weight 135.122
  • Flash Point 134.6 °C
  • Transport Information
  • Appearance light beige to brown-grey powder
  • Safety 36-24/25-26
  • Risk Codes 20/21/22-22-24/25-36/37/38
  • Molecular Structure Molecular Structure of 59-49-4 (2-Benzoxazolinone)
  • Hazard Symbols HarmfulXn
  • 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;
  • PSA 46.00000
  • LogP 1.12110

Synthetic route

ethyl 2-ureidophenylcarbonate
140678-00-8

ethyl 2-ureidophenylcarbonate

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

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

salicylamide

2-Benzoxazolinone
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

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

A

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

B

3,3-Dimethyl-2-phenyl-selenetane

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

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

A

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

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

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

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

2-amino-phenol

urea
57-13-6

urea

2-Benzoxazolinone
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

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

A

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

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

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

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

carbon monoxide

2-amino-phenol
95-55-6

2-amino-phenol

2-Benzoxazolinone
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%
3-ethylaminocarbonyl-2(3H)-benzoxazolone
59167-82-7

3-ethylaminocarbonyl-2(3H)-benzoxazolone

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

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

2-amino-phenol

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

2-Benzoxazolinone
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%
(1H-benzo[d][1,2,3]triazol-1-yl)(2-hydroxyphenyl)methanone
347370-91-6

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

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With sodium azide In tetrahydrofuran; water at 100℃; for 4h;97%
2,2'-dipyridyl carbonate
1659-31-0

2,2'-dipyridyl carbonate

2-amino-phenol
95-55-6

2-amino-phenol

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
In dichloromethane for 0.166667h; Ambient temperature;96%
3-methanesulfonyl-2,3-dihydro-1,3-benzoxazol-2-one
443917-67-7

3-methanesulfonyl-2,3-dihydro-1,3-benzoxazol-2-one

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.5h;96%
benzyl 2-oxobenzo[d]oxazole-3(2H)-carboxylate
507446-95-9

benzyl 2-oxobenzo[d]oxazole-3(2H)-carboxylate

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.5h;96%
3-tert-butoxycarbonyl-2-benzoxazolinone
93299-48-0

3-tert-butoxycarbonyl-2-benzoxazolinone

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
In methanol at 120℃; under 5171.62 Torr; for 0.166667h; Microwave irradiation;96%
With sodium carbonate In 1,2-dimethoxyethane; water for 3h; Heating;70%
2-(Benzooxazol-2-ylsulfanylmethyl)-2-benzyl-3-phenyl-propan-1-ol
200635-82-1

2-(Benzooxazol-2-ylsulfanylmethyl)-2-benzyl-3-phenyl-propan-1-ol

A

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

B

3,3-dibenzyl-thietane
94802-73-0

3,3-dibenzyl-thietane

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran for 4h;A 95%
B 60%
3-benzoyl-2(3H)-benzoxazolone
13787-59-2

3-benzoyl-2(3H)-benzoxazolone

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1h;95%
phenyl tosyloxycarbamate
64420-87-7

phenyl tosyloxycarbamate

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With meso-tetraphenylporphyrin iron(III) chloride; potassium carbonate In 1,2-dichloro-ethane at 25℃; for 2h; Reagent/catalyst; Molecular sieve; Inert atmosphere;94%
3-(phenylsulfonyl)-1,3-benzoxazol-2(3H)-one
34889-70-8

3-(phenylsulfonyl)-1,3-benzoxazol-2(3H)-one

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1h;93%
phenyl carbonazidate
17667-39-9

phenyl carbonazidate

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With C19H19Cl3CoNO; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate at 40℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube;93%
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In dichloromethane at 28 - 32℃; for 48h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Molecular sieve; Irradiation; chemoselective reaction;81%
Multi-step reaction with 2 steps
1: 23 percent / 0.67 h / 145 °C
2: 46 percent / CH2Cl2 / 2 h / Irradiation
View Scheme
4-amino-2-benzoxazolone
81900-93-8

4-amino-2-benzoxazolone

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With sulfuric acid; copper(II) sulfate; sodium nitrite In ethyl acetate; isopropyl alcohol Heating; Large scale;92.7%
ethyl 1-imidazolecarboxylate
19213-72-0

ethyl 1-imidazolecarboxylate

2-amino-phenol
95-55-6

2-amino-phenol

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 80℃; for 18h; Reagent/catalyst; Solvent; Temperature;92%
phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate
1202680-24-7

phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate

2-amino-phenol
95-55-6

2-amino-phenol

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
Stage #1: phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate; 2-amino-phenol In toluene for 1.5h; Reflux; Green chemistry;
Stage #2: With sodium hydrogencarbonate In toluene for 1h; Reagent/catalyst; Solvent; Reflux; Green chemistry;
92%
carbon monoxide
201230-82-2

carbon monoxide

2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With potassium hydroxide; selenium In N,N-dimethyl-formamide at 110℃; under 760 Torr; for 4h; Product distribution; Further Variations:; Solvents; Reagents; Pressures; Temperatures;91%
With pyridine; ; silica gel In various solvent(s) at 200℃; for 6h; Mechanism; other catalysts;
With pyridine; In chlorobenzene at 200℃; under 152000 Torr; for 4h; Product distribution; two other catalyst systems;
3-acetylbenzo[d]oxazol-2(3H)-one
24963-28-8

3-acetylbenzo[d]oxazol-2(3H)-one

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1h;91%
With hydrogenchloride; water at 90℃; for 8h;49%
benzo[d]oxazole-2-(3H)-thione
2382-96-9

benzo[d]oxazole-2-(3H)-thione

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With thionyl chloride In benzene for 1h; Heating;90%
With selenium(IV) oxide
Multi-step reaction with 2 steps
1: phosphorus pentachloride
2: alcohol
View Scheme
Multi-step reaction with 2 steps
1: chloroform; chlorine / Behandeln der entstandenen Loesung mit Wasser
2: diluted hydrochloric acid
View Scheme
Multi-step reaction with 3 steps
1: chloroform; chlorine / Behandeln der entstandenen Loesung mit Wasser
2: alcoholic NaOH-solution
3: diluted hydrochloric acid
View Scheme
2-amino-phenol
95-55-6

2-amino-phenol

5-phenyl-1,3,4-oxathiazol-2-one
5852-49-3

5-phenyl-1,3,4-oxathiazol-2-one

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 0.5h; Ambient temperature;90%
trifluoromethyl trifluoromethanesulfonate
3582-05-6

trifluoromethyl trifluoromethanesulfonate

2-amino-phenol
95-55-6

2-amino-phenol

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Conditions
ConditionsYield
In acetonitrile at 20℃; for 1h; Sealed tube;90%
S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

2-amino-phenol
95-55-6

2-amino-phenol

A

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In acetonitrile for 12h;A 89%
B n/a
3-(Benzooxazol-2-ylsulfanyl)-2-methyl-1-phenyl-propan-1-ol

3-(Benzooxazol-2-ylsulfanyl)-2-methyl-1-phenyl-propan-1-ol

A

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

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

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

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran for 3h;A 89%
B 52%
2-amino-phenol
95-55-6

2-amino-phenol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

B

3-methylbenzo[d]oxazol-2(3H)-one
21892-80-8

3-methylbenzo[d]oxazol-2(3H)-one

Conditions
ConditionsYield
With lead acetate at -0.15℃; for 0.5h;A 89%
B n/a
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

dimethyl sulfate
77-78-1

dimethyl sulfate

3-methylbenzo[d]oxazol-2(3H)-one
21892-80-8

3-methylbenzo[d]oxazol-2(3H)-one

Conditions
ConditionsYield
Alkaline conditions;100%
With sodium hydroxide In water at 70 - 80℃; for 1h;90%
With sodium hydroxide for 0.5h;90%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

(2-Oxo-benzooxazol-3-yl)-phosphonothioic acid O,O-diphenyl ester

(2-Oxo-benzooxazol-3-yl)-phosphonothioic acid O,O-diphenyl ester

Conditions
ConditionsYield
With triethylamine In pyridine Product distribution; Ambient temperature; further reaction conditions; further phosphorylation agents; further carbamates and urea derivatives;100%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

ethyl iodide
75-03-6

ethyl iodide

N-ethyl benzoxazol-2-one
30741-06-1

N-ethyl benzoxazol-2-one

Conditions
ConditionsYield
Stage #1: 2-Benzoxazolinone at 20℃; Inert atmosphere; Electrolysis; Ionic liquid;
Stage #2: ethyl iodide at 20℃; for 2h; Inert atmosphere; Ionic liquid;
99%
With potassium hydroxide
With potassium hydroxide In 2-methoxy-ethanol
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

3-(3-chloropropyl)-3H-benzooxazol-2-one
18845-22-2

3-(3-chloropropyl)-3H-benzooxazol-2-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 55℃; for 18h;99%
Stage #1: 2-Benzoxazolinone With potassium carbonate In acetonitrile for 0.166667h; Reflux;
Stage #2: 1.3-chlorobromopropane With potassium iodide for 3h; Reflux;
85%
Stage #1: 2-Benzoxazolinone With sodium hydride In N,N-dimethyl-formamide
Stage #2: 1.3-chlorobromopropane In N,N-dimethyl-formamide at -5 - 20℃;
54%
With potassium hydroxide In 2-ethoxy-ethanol for 6h;
With sodium hydride 1.) DMF, RT, 30 min, 2.) DMF, RT, 16 h; Yield given. Multistep reaction;
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

Isovaleric anhydride
1468-39-9

Isovaleric anhydride

N-isovalerylbenzoxazolinone
88235-15-8

N-isovalerylbenzoxazolinone

Conditions
ConditionsYield
for 3h; Heating;99%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

isopentanoyl chloride
108-12-3

isopentanoyl chloride

N-isovalerylbenzoxazolinone
88235-15-8

N-isovalerylbenzoxazolinone

Conditions
ConditionsYield
With pyridine for 1h; Ambient temperature;99%
With triethylamine In benzene68%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

propionyl chloride
79-03-8

propionyl chloride

3-propionylbenzo[d]oxazol-2(3H)-one
33388-19-1

3-propionylbenzo[d]oxazol-2(3H)-one

Conditions
ConditionsYield
With TEA In tetrahydrofuran for 2h; Heating;99%
With triethylamine In tetrahydrofuran at 0℃; for 1.5h; Inert atmosphere; Reflux;75%
Stage #1: 2-Benzoxazolinone With sodium hydroxide In water; acetone for 0.25h; Friedel Crafts acylation;
Stage #2: propionyl chloride In water; acetone at 20℃; for 0.5h; Friedel Crafts acylation;
With triethylamine In tetrahydrofuran at 0℃; for 2h; Reflux;
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 70℃; for 2h; Microwave irradiation;99%
In 1,2-dichloro-ethane at 95 - 105℃; under 0 - 1125.11 Torr; Alkaline conditions; Large scale;96.5%
With sodium hydroxide In water at 100℃; for 16h;72%
Alkaline hydrolysis;
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

benzoyl chloride
98-88-4

benzoyl chloride

3-benzoyl-2(3H)-benzoxazolone
13787-59-2

3-benzoyl-2(3H)-benzoxazolone

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate for 3h; Reflux;98%
With TEA In tetrahydrofuran for 2h; Heating;95%
With pyridine for 1h; Ambient temperature;90%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

3-(2-chloro-benzoyl)-3H-benzooxazol-2-one
13787-55-8

3-(2-chloro-benzoyl)-3H-benzooxazol-2-one

Conditions
ConditionsYield
With pyridine for 1h; Ambient temperature;98%
With potassium hydroxide
With pyridine
Stage #1: 2-Benzoxazolinone With sodium hydroxide In water; acetone for 0.25h; Friedel Crafts acylation;
Stage #2: o-chlorobenzoyl chloride In water; acetone at 20℃; for 0.5h; Friedel Crafts acylation;
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

2-chlorobenzoic anhydride
49619-43-4

2-chlorobenzoic anhydride

3-(2-chloro-benzoyl)-3H-benzooxazol-2-one
13787-55-8

3-(2-chloro-benzoyl)-3H-benzooxazol-2-one

Conditions
ConditionsYield
for 3h; Heating;98%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

2-cyano-1-phenylacetylene
935-02-4

2-cyano-1-phenylacetylene

3-(3-phenyl-2-propenenitrile)benzoxazol-2-one
129959-41-7

3-(3-phenyl-2-propenenitrile)benzoxazol-2-one

Conditions
ConditionsYield
With potassium hydroxide In acetonitrile at 20 - 25℃; for 10h;98%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

(2-Oxo-benzooxazol-3-yl)-phosphonic acid diphenyl ester
85328-97-8

(2-Oxo-benzooxazol-3-yl)-phosphonic acid diphenyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane Ambient temperature;98%
With triethylamine95%
With triethylamine In dichloromethane at 35℃; for 0.75h;
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

3-(4-Fluoro-benzoyl)-3H-benzooxazol-2-one

3-(4-Fluoro-benzoyl)-3H-benzooxazol-2-one

Conditions
ConditionsYield
With TEA In tetrahydrofuran for 2h; Heating;98%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

triphenylphosphine
603-35-0

triphenylphosphine

dimethyl 2-(2-benzoxazolinone-3-yl)-3-(triphenylphosphanylidene)butanedioate

dimethyl 2-(2-benzoxazolinone-3-yl)-3-(triphenylphosphanylidene)butanedioate

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 24h;98%
With polyacrylamide In water at 20℃;95%
In neat (no solvent) at 20℃; for 0.5h;95%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

6-iodobenzo[d]oxazol-2(3H)-one
19932-87-7

6-iodobenzo[d]oxazol-2(3H)-one

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; sodium iodide In methanol at 34 - 38℃; Large scale;97.03%
With N-iodo-succinimide In acetic acid at 20℃; for 120h;96%
Stage #1: 2-Benzoxazolinone With Iodine monochloride; acetic acid In water for 48h;
Stage #2: With potassium carbonate In water; ethyl acetate
95%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

acetic anhydride
108-24-7

acetic anhydride

3-acetylbenzo[d]oxazol-2(3H)-one
24963-28-8

3-acetylbenzo[d]oxazol-2(3H)-one

Conditions
ConditionsYield
Stage #1: 2-Benzoxazolinone at 20℃; Inert atmosphere; Electrolysis; Ionic liquid;
Stage #2: acetic anhydride at 20℃; for 2h; Inert atmosphere; Ionic liquid;
97%
for 3h; Heating;92%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

3-fluorobenzoyl chloride
1711-07-5

3-fluorobenzoyl chloride

[3-(3-fluorobenzoyl)benzo[d]oxazol-2(3H)-one]

[3-(3-fluorobenzoyl)benzo[d]oxazol-2(3H)-one]

Conditions
ConditionsYield
With TEA In tetrahydrofuran for 2h; Heating;97%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

phenylacetyl chloride
103-80-0

phenylacetyl chloride

3-(phenylacetyl)-2(3H)-benzoxazolone

3-(phenylacetyl)-2(3H)-benzoxazolone

Conditions
ConditionsYield
Stage #1: 2-Benzoxazolinone With sodium hydroxide In water; acetone for 0.25h; Friedel Crafts acylation;
Stage #2: phenylacetyl chloride In water; acetone at 20℃; for 0.5h; Friedel Crafts acylation;
97%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

3-Methylbenzoyl chloride
1711-06-4

3-Methylbenzoyl chloride

3-(3-methylbenzoyl)-2(3H)-benzoxazolone
303098-37-5

3-(3-methylbenzoyl)-2(3H)-benzoxazolone

Conditions
ConditionsYield
Stage #1: 2-Benzoxazolinone With sodium hydroxide In water; acetone for 0.25h; Friedel Crafts acylation;
Stage #2: 3-Methylbenzoyl chloride In water; acetone at 20℃; for 0.5h; Friedel Crafts acylation;
97%

2-BENZOXAZOLINONE Chemical Properties

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;

2-BENZOXAZOLINONE Uses

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

2-BENZOXAZOLINONE 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 .

2-BENZOXAZOLINONE Consensus Reports

Reported in EPA TSCA Inventory.

2-BENZOXAZOLINONE 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

2-BENZOXAZOLINONE 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.

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