3-Methyl-2-oxindole
3-Methyl-2-oxindole (CAS: 1504-06-9, C9H9NO) is a heterocyclic organic compound with a molecular weight of 147.17 g/mol. It serves as a valuable building block in chemical synthesis, particularly within the realm of indoles and related heterocyclic structures. This compound is primarily utilised as a reactant in various organic transformations, including enantioselective amination and aldol reactions, contributing to the development of complex molecular architectures.
- IUPAC
- 3-Methyloxindole
Enantioselective Amination Reactions
3-Methyl-2-oxindole acts as a key reactant in enantioselective α-amination reactions. This application is crucial for the stereoselective synthesis of chiral amine compounds.
Aldol Reactions with Glyoxal Derivatives
This compound is employed as a reactant in aldol reactions involving glyoxal derivatives. These reactions are fundamental for carbon-carbon bond formation in organic synthesis.
Conjugate Addition Reactions
It serves as a reactant in amine thiourea catalysed conjugate addition reactions with α,β-unsaturated aldehydes, facilitating the formation of functionalised products.
O-Acetylation Reactions
3-Methyl-2-oxindole is utilised as a reactant in O-acetylation reactions, a common functional group transformation in organic chemistry.
Preparation of Disubstituted Oxoindoles
The compound is a precursor in rhodium-catalyzed cyclopropanation/ring-opening reactions for the preparation of disubstituted oxoindoles, showcasing its utility in constructing complex heterocyclic systems.
| Molecular weight | 147.17 |
|---|---|
| Empirical formula | C9H9NO |
| Assay | 96% |
| Application | • Reactant for enantioselective α-amination reactions1• Reactant for aldol reaction with glyoxal derivatives2• Reactant for amine thiourea catalyzed conjugate addition to α,β-unsaturated aldehydes3• Reactant for O-acetylation reactions4• Reactant for preparation of a disubstituted oxoindole by using rhodium-catalyzed cyclopropanation/ring-opening reactions5 |
| Melting point | 117-121 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 3-Methyl-2-oxindole primarily used for?
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3-Methyl-2-oxindole is primarily used as a reactant in various organic synthesis applications, including enantioselective α-amination, aldol reactions with glyoxal derivatives, conjugate addition reactions, and O-acetylation reactions. It is also used in the preparation of disubstituted oxoindoles via rhodium-catalyzed processes.
What is the CAS number and molecular formula for 3-Methyl-2-oxindole?
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The CAS number for 3-Methyl-2-oxindole is 1504-06-9, and its molecular formula is C9H9NO.
What grade and purity does Tech Serve Solutions supply for 3-Methyl-2-oxindole?
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Tech Serve Solutions supplies 3-Methyl-2-oxindole with an assay of 96%. We do not represent this product as USP, BP, or EP grade.
What are the safety and handling considerations for 3-Methyl-2-oxindole?
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Handling 3-Methyl-2-oxindole requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. The compound is classified with WGK 2 in Germany, indicating it is a hazard to water.
How is 3-Methyl-2-oxindole typically packed and shipped?
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3-Methyl-2-oxindole is carefully packed and can be exported globally by Tech Serve Solutions in compliance with all relevant shipping regulations.
How can I request a sample or quote for 3-Methyl-2-oxindole?
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To request a sample or a quote for 3-Methyl-2-oxindole, please contact the Tech Serve Solutions sales team through our website or by phone.
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