1-Methylindole-3-carboxaldehyde, 98+%, Thermo Scientific Chemicals
1-Methylindole-3-carboxaldehyde, 98+%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

1-Methylindole-3-carboxaldehyde, 98+%, Thermo Scientific Chemicals

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Quantity:
1 g
5 g
Catalog number L02212.03
also known as L02212-03
Price (USD)/ Each
36.70
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Quantity:
1 g
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Price (USD)/ Each
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1-Methylindole-3-carboxaldehyde, 98+%, Thermo Scientific Chemicals
Catalog numberL02212.03
Price (USD)/ Each
36.70
-
Add to cart
Chemical Identifiers
IUPAC Name1-methyl-1H-indole-3-carbaldehyde
Molecular FormulaC10H9NO
InChI KeyKXYBYRKRRGSZCX-UHFFFAOYSA-N
SMILESCN1C=C(C=O)C2=CC=CC=C12
Molecular Weight (g/mol)159.19
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SpecificationsSpecification SheetSpecification Sheet
Assay (GC)≥98.0% (UK Sourced Material)
CommentMaterial Sourced in UK and US
FormCrystals or powder or crystalline powder
Identification (FTIR)Conforms
Free acid (titration)≤1.0% (UK Sourced Material)
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1-Methylindole-3-carboxaldehyde is used as a 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 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).

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
1-Methylindole-3-carboxaldehyde is used as a 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 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).

Notes
Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents. Store under dry inert gas. It is sensitive to air.
RUO – Research Use Only

General References:

  1. Ahmed Abouabdellah.; Robert H. Dodd. A new approach to the synthesis of functionalized pyrido[2,3-b]indoles by way of a palladium-catalyzed ring closing reaction between the N-1 and C-9a positionsn. Tetrahedron Letters. 1998, 31 (15), 2119-2122.
  2. Haiming Zhang.; Richard C Larock. Synthesis of β- and γ-carbolines by the palladium/copper-catalyzed coupling and copper-catalyzed or thermal cyclization of terminal acetylenes. Tetrahedron Letters. 2002, 43(8), 1359-1362.