5-Methoxy-2-methylindole, 99+%
5-Methoxy-2-methylindole, 99+%
5-Methoxy-2-methylindole, 99+%
Thermo Scientific Chemicals

5-Methoxy-2-methylindole, 99+%

CAS: 1076-74-0 | C10H11NO | 161.20 g/mol
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25 g
Catalog number B21348.03
also known as B21348-03
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Chemical Identifiers
CAS1076-74-0
IUPAC Name5-methoxy-2-methyl-1H-indole
Molecular FormulaC10H11NO
InChI KeyVSWGLJOQFUMFOQ-UHFFFAOYSA-N
SMILESCOC1=CC=C2NC(C)=CC2=C1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to cream to pale brown
FormCrystals or powder or crystalline powder
Melting Point (clear melt)84.0-90.0?C
Assay (GC)≥99.0%
It is employed as a reactant in preparation of indolylquinoxalines by condensation reactions, reactant in preparation of alkylindoles via Ir-catalyzed reductive alkylation, reactant in arylation reactions using a palladium acetate catalyst, reactant in enantioselective Friedel-Crafts alkylation and reactant in stereoselective synthesis of cyclopentaindolones via stereoselective [3+2] cyclopentannulation. As an indole derivative shown to be an effective inhibitor of the chlorinating activity of myeloperoxidase (MPO). Used in the metabolic synthesis of arylacetic acid anti-inflammatory synthesis.

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
It is employed as a reactant in preparation of indolylquinoxalines by condensation reactions, reactant in preparation of alkylindoles via Ir-catalyzed reductive alkylation, reactant in arylation reactions using a palladium acetate catalyst, reactant in enantioselective Friedel-Crafts alkylation and reactant in stereoselective synthesis of cyclopentaindolones via stereoselective [3+2] cyclopentannulation. As an indole derivative shown to be an effective inhibitor of the chlorinating activity of myeloperoxidase (MPO). Used in the metabolic synthesis of arylacetic acid anti-inflammatory synthesis.

Solubility
Soluble in methanol (very faint turbidity.)

Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
RUO – Research Use Only

General References:

  1. Enrico T Nadres, et al. Palladium-catalyzed indole, pyrrole, and furan arylation by aryl chlorides.J Org Chem.,201176(2), 471-483.
  2. Teruhisa Tsuchimoto, et al. Reductive alkylation of indoles with alkynes and hydrosilanes under indium catalysis.Org Lett.201113(5), 912-5.