α-Methylene-γ-butyrolactone
α-Methylene-γ-butyrolactone (CAS: 547-65-9, C5H6O2, MW: 98.10) is a highly reactive lactone and Michael acceptor. Its α-methylene-γ-butyrolactone ring system is a key structural motif found in numerous natural products with significant biological activity. This compound serves as a valuable building block in organic synthesis, particularly for creating complex molecules.
- IUPAC
- 3-Methylenedihydro-2(3H)-furanone,Tulipane,alpha-Methylene-gamma-butyrolactone
- Synonyms
- 3-Methylenedihydro-2(3H)-furanoneTulipane
Organic Synthesis Intermediate
Utilised as a reactive Michael acceptor in organic synthesis. It is a key building block for constructing complex organic molecules, leveraging its electrophilic double bond for addition reactions.
Natural Product Synthesis
The α-methylene-γ-butyrolactone core is present in many biologically relevant natural products. This compound is therefore instrumental in the synthesis of such natural products and their analogues.
Research and Development
Employed in academic and industrial research for exploring novel synthetic routes and developing new chemical entities. Its reactivity makes it a versatile reagent for various chemical transformations.
| Molecular weight | 98.10 |
|---|---|
| Empirical formula | C5H6O2 |
| Assay | ≥97.0% (GC) |
| Boiling point | 86-88 °C/12 mmHg(lit.) |
| Density | 1.119 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.472(lit.)n20/D 1.472 |
| Storage temperature | 2-8°C |
| Contains / stabiliser | ~1% 2,6-di-tert-butyl-4-methylphenol as stabilizer |
| Application | Very reactive Michael-acceptor; the α-methylene-γ-butyrolactone ring system exists in many natural products of biological interest |
Hazard statements
- H226Flammable liquid and vapour
- H317May cause an allergic skin reaction
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 37 °C / 98.6 °F |
| Transport (UN / ADR) | NA 1993 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 10-42/43 |
| Safety statements (S) | 23-36/37-45 |
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 α-Methylene-γ-butyrolactone used for?
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α-Methylene-γ-butyrolactone is primarily used as a reactive Michael acceptor and a building block in organic synthesis, particularly in the synthesis of natural products and related compounds.
What are the CAS number and formula for α-Methylene-γ-butyrolactone?
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The CAS number is 547-65-9 and the molecular formula is C5H6O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies α-Methylene-γ-butyrolactone with an assay of ≥97.0% (GC). This is a technical grade product and is not represented as USP, BP, or EP.
How should α-Methylene-γ-butyrolactone be handled safely?
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Handling requires appropriate personal protective equipment, including eyeshields, faceshields, and gloves. Ensure adequate ventilation and use a suitable respirator. This compound is flammable (H226) and can cause an allergic skin reaction (H317).
Is α-Methylene-γ-butyrolactone shipped internationally?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and reagents, including α-Methylene-γ-butyrolactone.
How can I request a quote or sample?
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Please contact our sales team or use the online inquiry form on our website to request a quote or sample of α-Methylene-γ-butyrolactone.
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