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Basic Information
| CAS No.: | 608-05-9 |
|---|---|
| Name: | 5-Methylisatin |
| Molecular Structure: | |
|
|
|
| Formula: | C9H7NO2 |
| Molecular Weight: | 161.16 |
| Synonyms: | Indole-2,3-dione,5-methyl- (7CI,8CI);Isatin, 5-methyl- (6CI);5-Methyl-1H-indole-2,3-dione;5-Methyl-2,3-indolinedione;5-Methylindole-2,3-dione;NSC 9398; |
| EINECS: | 210-152-1 |
| Density: | 1.301 g/cm3 |
| Melting Point: | 180 °C (dec.)(lit.) |
| Appearance: | orange crystalline |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 22-24/25-36-26 |
| PSA: | 46.17000 |
| LogP: | 1.26780 |
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Synthetic route
- 608-05-9
5-methyl-indole-2,3-dione
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride In ethanol | 100% |
- 608-05-9
5-methyl-indole-2,3-dione
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride In tetrahydrofuran; water at 20℃; | 99% |
Conditions
| Conditions | Yield |
|---|---|
| With sulfuric acid at 20 - 30℃; for 1.66667h; | 97.3% |
| Stage #1: 2-hydroxyimino-N-p-tolyl-acetamide With sulfuric acid at 60 - 80℃; Stage #2: With water for 0.5h; Cooling with ice; | 86.9% |
| Stage #1: 2-hydroxyimino-N-p-tolyl-acetamide With sulfuric acid at 20℃; Sandmeyer reaction; Stage #2: With water Cooling with ice; | 85% |
- 608-05-9
5-methyl-indole-2,3-dione
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride In tetrahydrofuran; water at 20℃; for 5h; | 92.7% |
Conditions
| Conditions | Yield |
|---|---|
| With oxygen; sodium iodide In tetrahydrofuran at 60℃; for 12h; Schlenk technique; chemoselective reaction; | 92% |
| Multi-step reaction with 2 steps 1: CuBr2 / ethyl acetate / 80 °C 2: water / methanol / 2 h / Heating View Scheme | |
| With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; oxygen In acetonitrile at 20℃; for 18h; |
- 65826-95-1
5-methyl-2,3-dihydro-1H-indole
- 608-05-9
5-methyl-indole-2,3-dione
Conditions
| Conditions | Yield |
|---|---|
| With iodine pentoxide In dimethyl sulfoxide at 80℃; | 88% |
| With o-iodosobenzoic acid; oxygen In dimethyl sulfoxide at 80℃; for 12h; Green chemistry; | 83% |
- 1233474-66-2
(Z)-2-(hydroxylimino)-N-p-tolylacetamide
- 608-05-9
5-methyl-indole-2,3-dione
Conditions
| Conditions | Yield |
|---|---|
| With sulfuric acid at 50 - 80℃; | 86.9% |
Conditions
| Conditions | Yield |
|---|---|
| With oxygen; Rose Bengal lactone In water; N,N-dimethyl-formamide for 18h; Inert atmosphere; Irradiation; | 86% |
| With N-iodo-succinimide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 15 - 25℃; for 4h; | 83% |
| With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; oxygen In acetonitrile at 20℃; for 11h; | 82% |
| With tert.-butylhydroperoxide; iodine In dimethyl sulfoxide at 80℃; for 24h; | 64% |
- 608-05-9
5-methyl-indole-2,3-dione
Conditions
| Conditions | Yield |
|---|---|
| With copper(I) bromide In water; benzonitrile at 140℃; for 4h; Inert atmosphere; | 86% |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: chloral hydrate; p-toluidine With sulfuric acid; hydroxylamine hydrochloride; sodium sulfate In water at 130℃; for 0.5h; Stage #2: With sulfuric acid at 50 - 70℃; for 1h; | 80% |
| With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate In water at 90℃; for 0.0833333h; | 66.3% |
| Stage #1: chloral hydrate; p-toluidine With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate In water Stage #2: With sulfuric acid at 60 - 80℃; | 56% |
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5-Methylisatin
Chemistry
The molecular formula of 5-Methylisatin(608-05-9) is C9H7NO2 and its formula weight is 161.16.
5-Methylisatin(608-05-9) has a melting point of 180 °C (dec.)(lit.).
The chemical synonyms of 5-Methylisatin(608-05-9) are AURORA 1898;BUTTPARK 34\07-89;IFLAB-BB F0266-0774;5-METHYL-1H-INDOLE-2,3-DIONE;5-METHYLISATIN;5-METHYLINDOLE-2,3-DIONE;AKOS BBS-00000995;AKOS AU36-M121
The molecular structure of 5-Methylisatin(608-05-9):
5-Methylisatin(608-05-9) has a melting point of 180 °C (dec.)(lit.).
The chemical synonyms of 5-Methylisatin(608-05-9) are AURORA 1898;BUTTPARK 34\07-89;IFLAB-BB F0266-0774;5-METHYL-1H-INDOLE-2,3-DIONE;5-METHYLISATIN;5-METHYLINDOLE-2,3-DIONE;AKOS BBS-00000995;AKOS AU36-M121
The molecular structure of 5-Methylisatin(608-05-9):
Safety Profile
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
RTECS NL7939300
Risk Statements 36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
RTECS NL7939300