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3-Methyl-2-oxindole

ALDRICH/493937 - 96%

Synonym: 3-Methyloxindole

CAS Number: 1504-06-9
Empirical Formula (Hill Notation): C9H9NO
Molecular Weight: 147.17
MDL Number: MFCD04037370
Linear Formula: C9H9NO
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-493937-5G 5 g
$0.00
1/EA
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45-493937-25G 25 g
$346.00
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assay 96%
form solid
InChI 1S/C9H9NO/c1-6-7-4-2-3-5-8(7)10-9(6)11/h2-6H,1H3,(H,10,11)
InChI key BBZCPUCZKLTAJQ-UHFFFAOYSA-N
mp 117-121 °C (lit.)
SMILES string CC1C(=O)Nc2ccccc12
Application: • Reactant for enantioselective α-amination reactions
• Reactant for aldol reaction with glyoxal derivatives
• Reactant for amine thiourea catalyzed conjugate addition to α,β-unsaturated aldehydes
• Reactant for O-acetylation reactions
• Reactant for preparation of a disubstituted oxoindole by using rhodium-catalyzed cyclopropanation/ring-opening reactions
Application: 3-Methyl-2-oxindole may be used in the preparation of 3-hydroxy-3-methyl-2-oxindole.
General description: 3-Methyl-2-oxindole (MOI) is a 3-substituted-2-oxindole. It is reported to be formed during the oxidation of indole-3-acetic acid in the presence of FeII under aerobic conditions. MOI undergoes asymmetric anti-Mannich-type reaction with N-tosyl aryl aldimines in the presence of alkaloid cinchona derivatives to form anti-3,3-disubsituted 2-oxindole derivatives. It also undergoes asymmetric hydroxyamination with nitrosoarenes to form N-nitroso aldol products.
Packaging: 5, 25 g in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity 96%
mp 117-121 °C (lit.)
UNSPSC 12352100

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