Grundinformationen
- Standard-SMILES
Cc1cc2ccccc2[nH]1- InChIKey
BHNHHSOHWZKFOX-UHFFFAOYSA-N- Summenformel
- C9H9N
- Durchschnittliche Molmasse
- 131,17 g/mol
- Monoisotopische Masse
- 131,07349929
Überblick
2-methyl-1H-indole is a methylindole that is 1H-indole substituted by a methyl group at position 2. It derives from a hydride of a 1H-indole.
Namen und Bezeichner
- Bevorzugter Name
- 2-Methylindole
- IUPAC
- 2-methyl-1H-indole
- Lokaler Name
- 2-Methylindol
- Englischer Name
- 2-Methylindole
- Summenformel
- C9H9N
- Molmasse
- 131.17
Namen und Synonyme
2-METHYLINDOLE95-20-52-Methyl-1H-indole1H-Indole, 2-methyl-Indole, 2-methyl-DTXSID5059117I7CN58827INSC-7514CHEBI:49402RefChem:88341DTXCID8048947202-398-3
Weitere Namen anzeigen
AURORA 15496a-Methylindol-Methylindole2-methyl-indolMETHYLINDOLE(2-)
MethylketoleMFCD00005616NSC 75142-METHYL INDOLE2-methylindolEINECS 202-398-3a-methylindolemethyl indole
Datenbank-Bezeichner
- CAS
95-20-5- PubChem CID
- 7224
- DTXSID
DTXSID5059117- ChEMBL
CHEMBL259419- ChEBI
CHEBI:49402- UNII
- I7CN58827I
- EC Number
- 202-398-3
- Nikkaji
- J3.949G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,5
- Polarare Oberfläche (TPSA)
- 15,8 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 10
- Formalladung
- 0
- Komplexität
- 122
Experimentelle und physikochemische Eigenschaften
Chemical ClassesNitrogen Compounds -> Indoles
SpringerMaterials PropertiesAngular frequency
LogP2.53
Food AdditivesFood
Flavoring AgentsEU Flavoring substances
Vapor Pressure0.00603 [mmHg]
Physical DescriptionOff-white crystalline solid; [Alfa Aesar MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
- 57 · 57-59 °C (lit.)
- Siedepunkt
- 273 °C · 273 °C (lit.)
- Dichte
- 1 · 1,07 g/cm3
- Brechungsindex
- 1.607 · 1.6070 (estimate)
- Flammpunkt
- 141 °C · 141 °C
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- Löslichkeit
- Chloroform (Sparingly), Methanol (Slightly)
- pka
- 17.57 · 17.57±0.30(Predicted)
- Aggregatzustand
- Crystals, Flakes, or Crystalline Powder
- Farbe
- Yellow to reddish-purple or brown
- Geruch (Odor)
- 0.1 % · at 0.10 % in dipropylene glycol. animal indole fresher than skatole with no fecal odor
- Geruchsart
- animal
- Wasserlöslichkeit
- Insoluble in water.
- BRN
- 109781 · 109781
- InChI
- 1S/C9H9N/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6,10H,1H3
- InChIKey
- BHNHHSOHWZKFOX-UHFFFAOYSA-N
- SMILES
- Cc1cc2ccccc2[nH]1
- LogP
- 2.53 · 2.530
- CAS Datenbank
- 95 · 95-20-5(CAS DataBase Reference)
- NIST chemische Informationen
- 1 H-Indole, · 1H-Indole, 2-methyl-(95-20-5)
- EPA chemische Informationen
- 1 H-Indole, · 1H-Indole, 2-methyl- (95-20-5)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H302 (13.8%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 80 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: 1H-Indole, 2-methyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
2-Methylindole: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryIntraperitoneal LD50 (mouse) > 262 mg/kg; [RTECS] An irritant; Harmful by ingestion; [Alfa Aesar MSDS] See 3-Methylindole.
Hazard Classes and CategoriesAcute Tox. 4 (13.8%)
Sicherheitsdaten
- F
- 8-10-13-23
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- 3335
- hs_code
- 29339990
- RTECS-Nr.
- NM0345000
- risk_code
- 20/21/22-41
- hazard_code
- Xn,Xi
- safety_code
- 36/37-24/25-39-26
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Chemie und Industrie
Verwendung und Herstellung
General Manufacturing Information1H-Indole, 2-methyl-: ACTIVE
Anwendungen
Verwenden2-Methylindole is an intermediate in the synthesis of indole derivative with potential antifungal activities. It can be used as a raw material for the preparation of deacetylase (HDAC) inhibitor panobinostat.
Darstellung
synthetische2-Methylindole was synthesized from 2-Acetamidotoluene by the following procedure. 2-Acetamidotoluene was added to the mixture of anhydrous ether and sodium amide, heated to 240-260°C under the protection of nitrogen flow, kept for 10min, a large amount of gas was generated in the reaction, and the reaction ended when the gas stopped escaping, and cooled. Ethanol and warm water were added and heated to decompose the sodium derivative of 2-Methylindole and excess sodium amide. After cooling, it was extracted with ether. The extract was concentrated and then distilled, and the fractions at 119-126°C (0.4-0.53kPa) were collected to obtain 2-Methylindole with a yield of 80%-83%. The product can be purified by methanol recrystallization.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Ergänzende Hinweise
DefinitionChEBI: 2-Methylindole is a methylindole that is 1H-indole substituted by a methyl group at position 2. It derives from a hydride of a 1H-indole.
Zugehörige Reaktionen
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