1-methyl-1H-indole-3-carbaldehyde

• ChemBase ID: 17660
• Molecular Formular: C10H9NO
• Molecular Mass: 159.18456
• Monoisotopic Mass: 159.06841391
• SMILES: c12c(n(cc1C=O)C)cccc2
• Canonical SMILES: O=Cc1cn(c2c1cccc2)C
• InChI: InChI=1S/C10H9NO/c1-11-6-8(7-12)9-4-2-3-5-10(9)11/h2-7H,1H3
• InChIKey: KXYBYRKRRGSZCX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-1H-indole-3-carbaldehyde
• IUPAC Traditional name: 1-methylindole-3-carbaldehyde
• Synonyms: 1-Methyl-1H-indole-3-carbaldehyde; 3-Formyl-1-methyl-1H-indole; 1-Methyl-1H-indole-3-carboxaldehyde; 3-Formyl-1-methylindole; NSC 83042; 1-Methylindole-3-carboxaldehyde; 1-甲基吲哚-3-甲醛

Database IDs

• CAS Number: 19012-03-4
• EC Number: 242-750-3
• MDL Number: MFCD00014570
• Beilstein Number: 121302
• PubChem SID: 160980967; 24861954
• PubChem CID: 87894

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.008186
• LogD (pH = 7.4): 2.008186
• Log P: 2.008186
• Molar Refractivity: 48.6252 cm^3
• Polarizability: 19.236515 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 61 - 63°C; 67-71°C; 68-70°C; 70-72 °C(lit.)
• Partition Coefficient: 2.589
• Hydrophobicity(logP): 2.199

Safety Information

• Storage Warning: Air Sensitive; IRRITANT; Irritant/Air Sensitive/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C10H9NO

DETAILS

Sigma Aldrich - 357987

Packaging
5, 25 g in glass bottle
Application

• Reactant for preparation of nitroolefins and β-nitroalcohols via microwave- or ultrasound-assisted Henry reactions1
• Reactant for synthesis of quinolinones via three-component Ugi reaction2
• Reactant for synthesis of α-ketoamides as inhibitors of Dengue virus protease with antiviral activity in cell-culture3
• Reactant for preparation of thiazolopyrimidinones as inhibitors of Bcl-2 proteins4
• Reactant for preparation of vinylindoles via Peterson olefination or olefination with Nysted reagent5
• Reactant for preparation of indolyl alkenes from microwave-enhanced Knoevenagel condensation as antibacterial agents6