1H-indole-4-carbaldehyde

• ChemBase ID: 14982
• Molecular Formular: C9H7NO
• Molecular Mass: 145.15798
• Monoisotopic Mass: 145.05276385
• SMILES: c12c([nH]cc1)cccc2C=O
• Canonical SMILES: O=Cc1cccc2c1cc[nH]2
• InChI: InChI=1S/C9H7NO/c11-6-7-2-1-3-9-8(7)4-5-10-9/h1-6,10H
• InChIKey: JFDDFGLNZWNJTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indole-4-carbaldehyde
• IUPAC Traditional name: 1H-indole-4-carbaldehyde
• Synonyms: Indole-4-carboxaldehyde; 4-Formyl-1H-indole; 1H-Indole-4-carboxaldehyde 98%; 1H-indole-4-carbaldehyde; 4-Formyl-indole; NSC 337264; 4-Formylindole; Indole-4-carboxaldehyde; 4-吲哚甲醛; 吲哚-4-甲醛

Database IDs

• CAS Number: 1074-86-8
• MDL Number: MFCD01632221
• PubChem SID: 160978289; 24882325
• PubChem CID: 333703

CALCULATED PROPERTIES

• Acid pKa: 15.111422
• 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: 17.472282 Å^3
• Polar Surface Area: 32.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 139-140°C; 139-143 °C(lit.); 143-144°C
• Hydrophobicity(logP): 1.833

Safety Information

• Storage Warning: Air Sensitive; IRRITANT; Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36-43; 36/37/38
• Safety Statements: 26-36/37; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317-H319; H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C9H7NO

DETAILS

Sigma Aldrich - 632422

Packaging
1, 5 g in glass bottle
Application

• reactant in Biginelli reaction1
• reactant in synthesis of aurora kinase A inhibitors2
• reactant in preparation of antitumor agents3
• reactant in intramolecular Friedel-Crafts acylation4
• reactant in preparation of inhibitors of cell division in E. coli5
• reactant in synthesis of Hantzsch pyridine-containing Schiff bases6