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Key Documents

M15451

Sigma-Aldrich

5-Methoxy-2-methylindole

99%

Synonym(s):

NSC 63817

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About This Item

Empirical Formula (Hill Notation):
C10H11NO
CAS Number:
Molecular Weight:
161.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

mp

86-88 °C (lit.)

SMILES string

COc1ccc2[nH]c(C)cc2c1

InChI

1S/C10H11NO/c1-7-5-8-6-9(12-2)3-4-10(8)11-7/h3-6,11H,1-2H3

InChI key

VSWGLJOQFUMFOQ-UHFFFAOYSA-N

Application

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
reactant in stereoselective synthesis of cyclopentaindolones via stereoselective [3+2] cyclopentannulation

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Rebecca R Helm et al.
PloS one, 12(12), e0188601-e0188601 (2017-12-28)
Many animals go through one or more metamorphoses during their lives, however, the molecular underpinnings of metamorphosis across diverse species are not well understood. Medusozoa (Cnidaria) is a clade of animals with complex life cycles, these life cycles can include
Luna Yamamori et al.
Zoological science, 34(3), 173-178 (2017-06-08)
Scyphozoa, Cubozoa and Hydrozoa are classes in the phylum Cnidaria that undergo metagenesis involving a dramatic morphological transition. In Scyphozoa and Cubozoa, when exposed to species- or strain-specific transition-inducing stimuli, asexually reproducing benthic polyps transform into sexually reproducing planktonic medusae.

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