1H-indole-6-carbaldehyde

• ChemBase ID: 28452
• Molecular Formular: C9H7NO
• Molecular Mass: 145.15798
• Monoisotopic Mass: 145.05276385
• SMILES: c12[nH]ccc1ccc(c2)C=O
• Canonical SMILES: O=Cc1ccc2c(c1)[nH]cc2
• InChI: InChI=1S/C9H7NO/c11-6-7-1-2-8-3-4-10-9(8)5-7/h1-6,10H
• InChIKey: VSPBWOAEHQDXRD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indole-6-carbaldehyde
• IUPAC Traditional name: 1H-indole-6-carbaldehyde
• Synonyms: 6-Formyl-1H-indole; 1H-Indole-6-carboxaldehyde; 6-Formylindole; Indole-6-carboxaldehyde; 1H-Indole-6-carbaldehyde; Indole-6-carboxaldehyde; 6-吲哚甲醛; 吲哚-6-甲醛

Database IDs

• CAS Number: 1196-70-9
• MDL Number: MFCD02179596
• PubChem SID: 160991759; 24882323
• PubChem CID: 2773435

CALCULATED PROPERTIES

• Acid pKa: 15.19881
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.7845101
• LogD (pH = 7.4): 1.7845101
• Log P: 1.7845101
• Molar Refractivity: 43.7285 cm^3
• Polarizability: 17.470583 Å^3
• Polar Surface Area: 32.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Crystalline Solid
• Melting Point: 116-120°C; 127-129°C; 127-131 °C(lit.)

Safety Information

• Storage Warning: IRRITANT; Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36-43
• Safety Statements: 26-36/37
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H319
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C9H7NO

DETAILS

Sigma Aldrich - 632406

Packaging
1 g in glass bottle
250 mg in glass bottle
Application

• Reactant in preparation of analogs of botulinum neurotoxin serotype A protease inhibitors1
• Reactant in synthesis of stilbene-based antitumor agents2
• Reactant in acid-catalyzed preparation of aromatic gem-dihalides from aldehydes and acid halides3