4,6-dimethoxy-3-methyl-1H-indole

• ChemBase ID: 141279
• Molecular Formular: C11H13NO2
• Molecular Mass: 191.22642
• Monoisotopic Mass: 191.09462866
• SMILES: Cc1c[nH]c2c1c(cc(c2)OC)OC
• Canonical SMILES: COc1cc(OC)cc2c1c(C)c[nH]2
• InChI: InChI=1S/C11H13NO2/c1-7-6-12-9-4-8(13-2)5-10(14-3)11(7)9/h4-6,12H,1-3H3
• InChIKey: JWWAWAORLJVTLE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,6-dimethoxy-3-methyl-1H-indole
• IUPAC Traditional name: 4,6-dimethoxy-3-methyl-1H-indole
• Synonyms: 4,6-Dimethoxy-3-methyl-1H-indole; 4,6-Dimethoxy-3-methylindole; 4,6-二甲氧基-3-甲基-1H-吲哚; 4,6-二甲氧基-3-甲基吲哚

Database IDs

• CAS Number: 74973-30-1
• MDL Number: MFCD08276796
• PubChem SID: 24884368; 162235513
• PubChem CID: 12638677

CALCULATED PROPERTIES

• Acid pKa: 17.679012
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.2700868
• LogD (pH = 7.4): 2.2700868
• Log P: 2.2700868
• Molar Refractivity: 55.1121 cm^3
• Polarizability: 22.345213 Å^3
• Polar Surface Area: 34.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 83-86 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C11H13NO2

DETAILS

Sigma Aldrich - 658588

Packaging
1 g in glass bottle
Application
Reactant for:
• Acid-catalyzed reactions with ketones1
• Synthesis of pyrrolo[1,2-a]indoles2
• Synthesis of indolo[2,3-c]quinolines3
• Nitration and oxidative dimerization reactions with nitric acid4