1H-indole-5-carbaldehyde

• ChemBase ID: 18786
• Molecular Formular: C9H7NO
• Molecular Mass: 145.15798
• Monoisotopic Mass: 145.05276385
• SMILES: c12c([nH]cc1)ccc(c2)C=O
• Canonical SMILES: O=Cc1ccc2c(c1)cc[nH]2
• InChI: InChI=1S/C9H7NO/c11-6-7-1-2-9-8(5-7)3-4-10-9/h1-6,10H
• InChIKey: ADZUEEUKBYCSEY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indole-5-carbaldehyde
• IUPAC Traditional name: 1H-indole-5-carbaldehyde
• Synonyms: 5-Formylindole; Indole-5-carboxaldehyde; 5-Formyl-1H-indole; 1H-Indole-5-carboxaldehyde; Indole-5-carboxaldehyde; 1H-indole-5-carbaldehyde; Indole-5-carbaldehyde; 1H-Indole-5-carbaldehyde; 吲哚-5-甲醛

Database IDs

• CAS Number: 1196-69-6
• MDL Number: MFCD02093664
• PubChem SID: 24873717; 160982093
• PubChem CID: 589040

CALCULATED PROPERTIES

• Acid pKa: 15.885207
• 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: 17.467966 Å^3
• Polar Surface Area: 32.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Red Solid
• Melting Point: 100-101°C; 100-103 °C(lit.); 80-82°C; 96-100°C; 96-103°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Air Sensitive; IRRITANT; Irritant/Light Sensitive/Air Sensitive/Store under Argon/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37/39; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

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

DETAILS

Sigma Aldrich - 513830

Packaging
5 g in poly bottle
Application

• Reactant in preparation of curcumin derivatives as anti-proliferative & anti-inflammatory agents1
• Reactant in preparation of analogs of botulinum neurotoxin serotype A protease inhibitors2
• Reactant in stereoselective synthesis of dibenzylideneacetone derivatives as β-amyloid imaging probes3
• Reactant in synthesis of para-para stilbenophanes by McMurry coupling4
• Reactant in stereoselective synthesis of heteroaromatic (E)-α,β-unsaturated ketones from aldehydes5
• Reactant in structure-based drug design of aurora kinase A inhibitors6