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Cas Database |
| Name |
2-Methylindoline |
EINECS | 229-971-0 |
| CAS No. | 6872-06-6 | Density | 0.989 g/cm3 |
| PSA | 12.03000 | LogP | 2.18110 |
| Solubility | negligible | Melting Point |
-51 °C |
| Formula | C9H11N | Boiling Point | 232.6 °C at 760 mmHg |
| Molecular Weight | 133.193 | Flash Point | 93.3 °C |
| Transport Information | N/A | Appearance | clear yellow to brown liquid |
| Safety | 26-36/37/39-60-57 | Risk Codes | 36/37/38-52/53-22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
Indoline,2-methyl- (6CI,7CI,8CI);2,3-Dihydro-2-methyl-1H-indole;2,3-Dihydro-2-methylindole;2-Methyl-1H-indoline;2-Methyl-2,3-dihydro-1H-indole;2-Methyl-2,3-dihydroindole;NSC 65598;a-Methyldihydroindole; |
Article Data | 89 |
2-Methylindoline Synthetic route
| Conditions | Yield |
|---|---|
| With tetrahydroxydiboron; palladium on activated carbon In 2,2,2-trifluoroethanol; water at 40℃; for 24h; Schlenk technique; | 99% |
| With zinc borohydride In diethyl ether for 48h; Ambient temperature; | 94% |
| With formic acid; C29H32ClIrNO; sodium formate In water at 30℃; for 16h; pH=4.5; | 92% |
- 32704-22-6
2-allyl-phenylamine
- 6872-06-6
2-methyl indoline
| Conditions | Yield |
|---|---|
| With C48H66N2O2Zr(2-); trityl tetrakis(pentafluorophenyl)borate In chlorobenzene at 140℃; for 48h; Glovebox; Inert atmosphere; | 94% |
| With C25H37BN4O2Zr(2+) In benzene-d6 at 20℃; for 72h; Reagent/catalyst; Inert atmosphere; stereoselective reaction; | 90% |
| With (pentamethylcyclopentadienyl)2LaCH(TMS)2 In pentane for 24h; Ambient temperature; |
- 1534360-76-3
2-(prop-2-yn-1-yl)aniline
- 6872-06-6
2-methyl indoline
| Conditions | Yield |
|---|---|
| With C33H63N15Zr3 In toluene at 140℃; for 48h; Glovebox; Inert atmosphere; | 93% |
- 149312-00-5, 18982-43-9
1ξ-(2-chloro-phenyl)-2-nitro-propene
- 6872-06-6
2-methyl indoline
| Conditions | Yield |
|---|---|
| With potassium carbonate; copper(l) chloride In water at 110℃; under 760.051 Torr; for 6h; Reagent/catalyst; Temperature; | 92% |
- 131880-76-7
1-(2-methyl-2,3-dihydro-indol-1-yl)-ethanone
A
- 54813-73-9
1-ethyl-2-methylindoline
B
- 6872-06-6
2-methyl indoline
| Conditions | Yield |
|---|---|
| With triethyl borane; Triethoxysilane; sodium hydroxide In hexane at 80℃; for 6h; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube; | A 10% B 90% |
| With Triethoxysilane; sodium triethylborohydride In hexane at 80℃; for 6h; Schlenk technique; Glovebox; Sealed tube; Inert atmosphere; | A 90% B n/a |
| With Triethoxysilane; sodium triethylborohydride In hexane at 80℃; for 6h; Inert atmosphere; Schlenk technique; High pressure; Sealed tube; | A 90% B n/a |
| With sodium triethylborohydride In tetrahydrofuran at 80℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube; | A n/a B 72% |
| With sodium triethylborohydride In tetrahydrofuran at 80℃; for 6h; Inert atmosphere; Schlenk technique; High pressure; Sealed tube; | A n/a B 72% |
- 15804-71-4
2-bromo-β-methyl-β-nitrostyrene
- 6872-06-6
2-methyl indoline
| Conditions | Yield |
|---|---|
| With copper(l) chloride; sodium hydroxide In water at 120℃; under 760.051 Torr; for 4h; Reagent/catalyst; Temperature; | 90% |
- 6872-06-6
2-methyl indoline
| Conditions | Yield |
|---|---|
| With hydrazine | 80% |
| Conditions | Yield |
|---|---|
| Zn(2+) montmorillonite for 0.05h; Cyclization; 3-Aza-Cope rearrangement; microwave irradiation; | 80% |
| Multi-step reaction with 2 steps 1: BF3/Et2O / xylene / 72 h / Heating 2: Cp'2LaCH(TMS)2 (Cp'= η5Me5C5) / pentane / 24 h / Ambient temperature View Scheme |
- 2058-74-4
1-methyl-1H-indole-2,3-dione
- 51315-70-9
2-methyl-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-indole
- 6872-06-6
2-methyl indoline
| Conditions | Yield |
|---|---|
| Stage #1: 1-methyl-1H-indole-2,3-dione With sodium amalgam In N,N-dimethyl-formamide at 20℃; for 4h; Stage #2: 2-methyl-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-indole In N,N-dimethyl-formamide at 110℃; for 18h; | 79% |
| Conditions | Yield |
|---|---|
| With hydrogen; platinum on activated charcoal In acetic acid at 100℃; under 45600 Torr; for 2h; | A n/a B 70% |
| With hydrogen; platinum on activated charcoal In acetic acid at 100℃; under 45600 Torr; for 2h; Product distribution; other catalyst, other solvent, other temperature, other pressure; | A n/a B 70% |
| With hydrogen; cobalt(II) acetate for 3h; | A 17% B 55% |
| With hydrogen In decalin at 180℃; under 37503.8 Torr; for 16h; Autoclave; |
2-Methylindoline Chemical Properties
Product Name: 2-Methylindoline (CAS NO.6872-06-6)
MF: C9H11N
MW: 133.190340 g/mol
Flash Point: 93.3 °C
Melting Point: -51 °C
EINECS: 229-971-0
Water Solubility: negligible
IUPAC Name: 2-methyl-2,3-dihydro-1H-indole
Density: 1.023 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.569(lit.)
Enthalpy of Vaporization: 46.93 kJ/mol
Boiling Point: 232.6 °C at 760 mmHg
Vapour Pressure: 0.0585 mmHg at 25°C
Product Categories: Indoles and derivatives; pharmacetical; Indoline & Oxindole; Heterocyclic Compounds; Building Blocks; Heterocyclic Building Blocks; Indoles
2-Methylindoline Toxicity Data With Reference
| 1. | ipr-mus LD50:360 mg/kg | FATOAO Farmakologiya i Toksikologiya (Moscow). 29 (1966),721. |
2-Methylindoline Consensus Reports
Reported in EPA TSCA Inventory.
2-Methylindoline Safety Profile
A poison by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx.
Safety Information of 2-Methylindoline (CAS NO.6872-06-6):
Hazard Codes : Xi
,Xn
Risk Statements: 36/37/38-52/53-22
36/37/38: Irritating to eyes, respiratory system and skin
52/53: Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment
22: Harmful if swallowed
Safety Statements: 26-36/37/39-60-57
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39: Wear suitable protective clothing, gloves and eye/face protection 60: This material and/or its container must be disposed of as hazardous waste
57: Use appropriate container to avoid environmental contamination
WGK Germany: 3
RTECS: NM1926350
Hazard Note : Irritant
2-Methylindoline Specification
2-Methylindoline , its CAS NO. is 6872-06-6, the synonyms are R,S)-2-Methyl-2,3-dihydro-1H-indole ; 1H-Indole, 2,3-dihydro-2-methyl- ; 1H-Indole,2,3-dihydro-2-methyl- ; 2,3-dihydro-2-methyl-1h-indol ; 2,3-Dihydro-2-methyl-1H-indole ; 2-Methyl-2,3-dihydroindole ; 2-methyl-indolin ; alpha-Methyldihydroindole .
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