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59-48-3

Basic Information
CAS No.: 59-48-3
Name: Oxindole
Article Data: 216
Molecular Structure:
Molecular Structure of 59-48-3 (Oxindole)
Formula: C8H7NO
Molecular Weight: 133.15
Synonyms: 2-Indolinone(7CI,8CI);Oxindole (6CI);1,3-Dihydro-2H-indol-2-one;1,3-Dihydroindol-2-one;2-Indolone;2-Oxindole;2-Oxo-2,3-dihydroindole;2-Oxoindole;2-Oxoindoline;Indol-2(3H)-one;Indoline-2-one;NSC 274863;Oxindol;
EINECS: 200-429-5
Density: 1.198 g/cm3
Melting Point: 123-128 °C(lit.)
Boiling Point: 312.7 °C at 760 mmHg
Flash Point: 177.8 °C
Solubility: insoluble in water
Appearance: beige to yellowish-orange or pinkish-brown powder
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 22-24/25
Transport Information: UN 2811
PSA: 29.10000
LogP: 1.31920
Synthetic route
91-56-5

indole-2,3-dione

59-48-3

2-oxoindole

Conditions
ConditionsYield
Stage #1: indole-2,3-dione With hydrazine In methanol Heating;
Stage #2: With sodium ethanolate In ethanol Wolff-Kishner reduction; Heating; Further stages.;
98%
With hydrogen In ethanol at 70℃; under 1875.19 Torr; for 0.333333h;96.5%
With titanium tetrachloride; zinc In tetrahydrofuran at 20℃; for 0.0833333h; Temperature; Reagent/catalyst; Inert atmosphere;94%
3740-52-1

2-(2-nitrophenyl)acetic acid

59-48-3

2-oxoindole

Conditions
ConditionsYield
With iron; acetic acid at 100℃;95%
With palladium on activated charcoal; hydrogen; acetic acid at 20℃; for 4h;88%
With 5%-palladium/activated carbon; hydrogen In ethanol; water under 7500.75 Torr; for 24h; Autoclave;88%
30095-98-8

methyl (2-nitrophenyl)acetate

59-48-3

2-oxoindole

Conditions
ConditionsYield
Stage #1: methyl (2-nitrophenyl)acetate With hydrogen In ethyl acetate at 20℃; under 7600.51 Torr; for 24h; Autoclave;
Stage #2: In ethyl acetate for 6h; Reflux; Molecular sieve;
99%
With iron; ammonium chloride; acetic acid at 100℃; for 24h;87.8%
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen / methanol / 25 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C / 2280.15 Torr / Sealed tube
2: ethyl acetate / 6 h / Reflux; Molecular sieve
View Scheme
120-72-9

indole

A

59-48-3

2-oxoindole

B

91-56-5

indole-2,3-dione

Conditions
ConditionsYield
With chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III); dihydrogen peroxide In acetonitrile at 20℃; for 1h;A 44%
B 8%
With oxygen; titanium(IV) oxide In water for 4h; Irradiation;
With D-glucose; GDH; cytochrome P450 monooxygenase CYP116B4 from Labrenzia aggregata; nicotinamide adenine dinucleotide phosphate In aq. buffer at 30℃; for 5h; pH=8.5; Enzymatic reaction;
With nicotinamide adenine dinucleotide phosphate; cytochrome P450 monooxygenase from Labrenzia aggregata In aq. buffer at 30℃; for 5h; pH=8.5; Enzymatic reaction; enantioselective reaction;
1429481-71-9

1-(toluene-4-sulfonyl)-1,3-dihydro-indol-2-one

59-48-3

2-oxoindole

Conditions
ConditionsYield
With naphthalene radical anion sodium salt In 1,2-dimethoxyethane at -78 - 18℃; Reagent/catalyst;90%
120-72-9

indole

A

59-48-3

2-oxoindole

B

17646-95-6

2,2-di(3-indolyl)-3-indolone

Conditions
ConditionsYield
With chloro[2-nitro-5,10,15,20-tetrakis(2,6-diclorophenyl)porphyrinate]manganese(III); chloro[5,10,15,20-tetrakis(4-dimethy-lamino-2,3,5,6-tetrafluorophenyl)porphyrinate]manganese(III) In acetonitrile at 20℃; for 0.5h;A 35%
B 7%
With ammonium persulfate; phosphoric acid In water pH=1.4; Oxidation;A 26%
B 32%
31912-02-4

ethyl 2-nitrophenylacetate

59-48-3

2-oxoindole

Conditions
ConditionsYield
With acetic acid; zinc In ethanol at 70℃; for 4h; Inert atmosphere;93%
With acetic acid; zinc In ethanol at 70℃; for 4h;66%
120-72-9

indole

A

59-48-3

2-oxoindole

B

479-41-4

indirubin

C

91-56-5

indole-2,3-dione

Conditions
ConditionsYield
With chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III); dihydrogen peroxide In acetonitrile at 20℃; for 0.5h;A 64%
B 7%
C 6%
120-72-9

indole

A

59-48-3

2-oxoindole

B

91-56-5

indole-2,3-dione

C

17646-95-6

2,2-di(3-indolyl)-3-indolone

Conditions
ConditionsYield
With chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III); chloro[2-nitro-5,10,15,20-tetrakis(2,6-diclorophenyl)porphyrinate]manganese(III) In acetonitrile at 20℃; for 0.5h;A 50%
B 6%
C 6%
171359-95-8

N'-(2-aminobenzylidene)-4-methylbenzenesulfonohydrazide

13939-06-5, 199620-15-0

molybdenum hexacarbonyl

59-48-3

2-oxoindole

Conditions
ConditionsYield
With tetraethylammonium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 20 - 110℃; for 1h; Solvent; Reagent/catalyst;83%
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  • Oxindole       CAS: 59-48-3

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    Product Name: Oxindole CAS: 59-48-3 MF: C8H7NO MW: 133.15 EINECS: 200-429-5 Mol File: 59-48-3.mol Oxindole Structure Oxindole Chemical Properties Melting point 123-128 °C(lit.) Boiling point 227 °C73 mm Hg(lit.) d

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Chemistry

IUPAC Name:1,3-dihydroindol-2-one
Molecular Formula:C8H7NO
Molecular Weight:133.147280 g/mol
Melting Point:123-128 °C(lit.)
Boiling Point:227 °C73 mm Hg(lit.)
Flash Point:194-196°C/17mm
Insolubility:Water
EINECS:200-429-5
BRN:114692
CAS DataBase Reference:59-48-3(CAS DataBase Reference)
NIST Chemistry Reference:59-48-3(NIST)
EPA Substance Registry:System 59-48-3(EPA Substance)
Synonyms of 2-OXINDOLE(59-48-3):
OXINDOL;OXINDOLE;O-(AMINOPHENYL)ACETIC ACID LACTAM;TIMTEC-BB SBB004215;1,3-dihydro-2h-indol-2-on;1,3-Dihydro-indol-2-one;1,3-Dihydroindol-2-one;2,3-dihydroindol-2-one;Oxindole
Categories of 2-OXINDOLE(59-48-3):
blocks;IndolesOxindoles;Aromatic Phenylacetic Acids and Derivatives;Indoles and derivatives;Indoline & Oxindole;Indoles;Indole Derivatives

Safety Profile

Safety Information of 2-OXINDOLE(59-48-3):
Hazard Codes:Xn
Risk Statements:22
22:Harmful if swallowed 
Safety Statements:22-24/25
22:Do not breathe dust 
24/25:Avoid contact with skin and eyes  
RIDADR:2811
WGK Germany:3
RTECS:NM2080500
HazardClass:6.1(b)
PackingGroup:III
HS Code:29337900

Specification

Storage of 2-OXINDOLE(59-48-3):
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
First Aid Measures of 2-OXINDOLE(59-48-3):
Ingestion:If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes:Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.