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Basic Information
| CAS No.: | 59-48-3 |
|---|---|
| Name: | Oxindole |
| Molecular Structure: | |
|
|
|
| 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: |
 Xn
|
| Risk Codes: | 22 |
| Safety: | 22-24/25 |
| Transport Information: | UN 2811 |
| PSA: | 29.10000 |
| LogP: | 1.31920 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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 |
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| With naphthalene radical anion sodium salt In 1,2-dimethoxyethane at -78 - 18℃; Reagent/catalyst; | 90% |
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| With acetic acid; zinc In ethanol at 70℃; for 4h; Inert atmosphere; | 93% |
| With acetic acid; zinc In ethanol at 70℃; for 4h; | 66% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| 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% |
...Expand
- 171359-95-8
N'-(2-aminobenzylidene)-4-methylbenzenesulfonohydrazide
- 13939-06-5, 199620-15-0
molybdenum hexacarbonyl
- 59-48-3
2-oxoindole
Conditions
| Conditions | Yield |
|---|---|
| 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
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
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.
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.