5-methoxy-4-methyl-1H-indole-3-carbaldehyde

• ChemBase ID: 140705
• Molecular Formular: C11H11NO2
• Molecular Mass: 189.21054
• Monoisotopic Mass: 189.0789786
• SMILES: Cc1c(ccc2c1c(c[nH]2)C=O)OC
• Canonical SMILES: COc1ccc2c(c1C)c(C=O)c[nH]2
• InChI: InChI=1S/C11H11NO2/c1-7-10(14-2)4-3-9-11(7)8(6-13)5-12-9/h3-6,12H,1-2H3
• InChIKey: UCKZHGYRCZOGRI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methoxy-4-methyl-1H-indole-3-carbaldehyde
• IUPAC Traditional name: 5-methoxy-4-methyl-1H-indole-3-carbaldehyde
• Synonyms: 5-Methoxy-4-methylindole-3-carboxaldehyde; 5-甲氧基-4-甲基吲哚-3-甲醛

Database IDs

• CAS Number: 932710-64-0
• MDL Number: MFCD09265112
• PubChem SID: 24885409; 162234945
• PubChem CID: 16218328

CALCULATED PROPERTIES

• Acid pKa: 14.293234
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.1402602
• LogD (pH = 7.4): 2.1402602
• Log P: 2.1402602
• Molar Refractivity: 55.2329 cm^3
• Polarizability: 21.722246 Å^3
• Polar Surface Area: 42.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 138-142 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C11H11NO2

DETAILS

Sigma Aldrich - 677973

Packaging
1 g in glass bottle
Application
Reactant for:
• Directed ortho metalation and Suzuki-Miyaura cross coupling reactions1,2