357987

1-Methylindole-3-carboxaldehyde

97%

• Synonym(s): 3-Formyl-1-methylindole, NSC 83042
• Empirical Formula (Hill Notation): C₁₀H₉NO
• CAS Number: 19012-03-4
• Molecular Weight: 159.18
• EC Number: 242-750-3
• MDL number: MFCD00014570
• PubChem Substance ID: 24861954
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• mp: 70-72 °C (lit.)
• SMILES string: Cn1cc(C=O)c2ccccc12
• InChI: 1S/C10H9NO/c1-11-6-8(7-12)9-4-2-3-5-10(9)11/h2-7H,1H3
• InChI key: KXYBYRKRRGSZCX-UHFFFAOYSA-N

Description

General description

1-Methylindole-3-carboxaldehyde is a heterocyclic indole aldehyde. 1-Methylindole-3-carboxaldehyde on condensation with 2-hydroxybenzohydrazide yields Schiff base.

Application

1-Methylindole-3-carboxaldehyde may be used in the synthesis of (Z)-3-(1-methyl-1H-indol-3-yl)-2-(thiophen-3-yl)acrylonitrile, via base-catalyzed condensation with thiophene-3-acetonitrile. It was also used in the preparation of monomer, required for the synthesis of poly(3-vinyl-1-methylindole).

• Reactant for preparation of nitroolefins and β-nitroalcohols via microwave- or ultrasound-assisted Henry reactions
• Reactant for synthesis of quinolinones via three-component Ugi reaction
• Reactant for synthesis of α-ketoamides as inhibitors of Dengue virus protease with antiviral activity in cell-culture
• Reactant for preparation of thiazolopyrimidinones as inhibitors of Bcl-2 proteins
• Reactant for preparation of vinylindoles via Peterson olefination or olefination with Nysted reagent
• Reactant for preparation of indolyl alkenes from microwave-enhanced Knoevenagel condensation as antibacterial agents

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves