3-Chloro-2,4(3H,5H)-furandione
3-Chloro-2,4(3H,5H)-furandione (CAS 4971-55-5), also known as 3-Chlorotetronic acid, is a valuable C4-heterocyclic building block with a molecular weight of 134.52 g/mol. This halogenated furan derivative is employed in the synthesis of complex organic molecules. Its utility is demonstrated in the preparation of various zwitterions and ylides derived from heterocyclic systems, as well as in the synthesis of natural products like rubrolide L.
- IUPAC
- 3-Chlorotetronic acid
- Synonyms
- 4971-55-5C4H3ClO33-Chlorotetronic acid
Synthesis of Tetronic Acid Derivatives
3-Chloro-2,4(3H,5H)-furandione serves as a precursor in the synthesis of pure tetronic acid. This process highlights its role in constructing fundamental furanone ring systems.
Preparation of Heterocyclic Zwitterions and Ylides
This compound is utilised in the synthesis of pyridinium-, isoquinolinium-, quinolinium-, and N-methyl imidazolium zwitterions and their corresponding ylides. These structures are of interest in organic synthesis and materials science.
Natural Product Synthesis
3-Chloro-2,4(3H,5H)-furandione has been employed in the synthesis of rubrolide L, a marine butenolide known for its potent inhibitory activity against human aldose reductase.
| Molecular weight | 134.52 |
|---|---|
| Empirical formula | C4H3ClO3 |
| Assay | ≥98.0% (HPLC) |
| Application | 3-Chloro-2,4(3H,5H)-furandione (3-Chlorotetronic acid) is a C4-heterocyclic building block and has been used in synthesis of:• pure tetronic acid1• pyridinium-, isoquinolinium-, quinolinium- and N-methyl imidazolium zwitterions2• pyridine-, isoquinoline-, quinoline- and N-methylimidazole ylides2• rubrolide L, a marine ascidian butenolide and a potent inhibitor of human aldose reductase3 |
| Melting point | 206 °C (dec.)(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Transport (UN / ADR) | UN 3335 |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
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-Chloro-2,4(3H,5H)-furandione used for?
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3-Chloro-2,4(3H,5H)-furandione is primarily used as a C4-heterocyclic building block in organic synthesis for preparing tetronic acid, various zwitterions and ylides, and natural products like rubrolide L.
What is the CAS number and molecular formula for 3-Chloro-2,4(3H,5H)-furandione?
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The CAS number is 4971-55-5 and the molecular formula is C4H3ClO3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 3-Chloro-2,4(3H,5H)-furandione with a minimum assay of 98.0% (HPLC). This product is supplied for research and development purposes and is not represented as USP, BP, EP, or any other pharmacopoeia grade.
What are the safety considerations when handling 3-Chloro-2,4(3H,5H)-furandione?
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3-Chloro-2,4(3H,5H)-furandione is classified as a Warning substance (GHS07) with hazards H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment including eyeshields, gloves, and a dust mask (type N95 US) should be used. Handle in a well-ventilated area.
How is 3-Chloro-2,4(3H,5H)-furandione packaged and exported?
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Tech Serve Solutions packages and exports 3-Chloro-2,4(3H,5H)-furandione in compliance with all relevant shipping regulations. For bulk quantities, specific packaging solutions can be arranged.
How can I request a sample or quote for 3-Chloro-2,4(3H,5H)-furandione?
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To request a sample or a quotation for 3-Chloro-2,4(3H,5H)-furandione, please contact our sales department through the website or by calling us directly.
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