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
assay | 96% |
form | solid |
InChI | 1S/C9H9NO/c1-6-7-4-2-3-5- |
InChI key | BBZCPUCZKLTAJQ-UHFFFAOYSA |
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-ope |
Application: | 3-Methyl-2-oxindole may be used in the preparation of 3-hydroxy-3-methyl-2-oxin |
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 |