(R)-(−)-5-Oxo-2-tetrahydrofurancarboxylic acid
(R)-(−)-5-Oxo-2-tetrahydrofurancarboxylic acid (CAS: 53558-93-3; C5H6O4; MW: 130.10) is a chiral heterocyclic compound. Its stereospecific nature makes it valuable in asymmetric synthesis as a chiral building block. Available at 98% assay, this compound is primarily utilised in specialised chemical synthesis and as a reagent in analytical applications, including chromatography.
- IUPAC
- (R)-γ-Carboxy-γ-butyrolactone,(R)-5-Oxotetrahydro-2-furancarboxylic acid
Asymmetric Synthesis
This compound serves as a crucial chiral building block in asymmetric synthesis, enabling the creation of enantiomerically pure target molecules. Its defined stereochemistry is critical for developing stereoselective synthetic routes.
Chemical Synthesis
It is employed as a versatile reagent in general chemical synthesis, contributing to the construction of complex organic molecules. Its furanone structure offers unique reactivity for various synthetic transformations.
Analytical Reagents
The compound can be utilised in analytical chemistry, potentially for derivatisation or as a standard in chromatographic methods like HPLC. Its properties are beneficial for precise analytical determinations.
Chiral Resolution
As a chiral resolving reagent, it can be used to separate racemic mixtures into their individual enantiomers. This application is vital in pharmaceutical and fine chemical industries where enantiomeric purity is paramount.
| Molecular weight | 130.10 |
|---|---|
| Empirical formula | C5H6O4 |
| Assay | 98% |
| Boiling point | 165-167 °C/0.3 mmHg(lit.) |
| Optical activity | [α]20/D −14°, c = 5 in methanol |
| Optical purity | ee: 97% (GLC) |
| Melting point | 71-73 °C(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 |
|---|---|
| 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 (R)-(−)-5-Oxo-2-tetrahydrofurancarboxylic acid used for?
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(R)-(−)-5-Oxo-2-tetrahydrofurancarboxylic acid is primarily used in asymmetric synthesis as a chiral building block, in general chemical synthesis, and as an analytical reagent, potentially for derivatisation or chiral resolution.
What is the CAS number and molecular formula?
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The CAS number is 53558-93-3 and the molecular formula is C5H6O4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (R)-(−)-5-Oxo-2-tetrahydrofurancarboxylic acid with an assay of 98%. This product is not represented as USP, BP, EP, or other pharmacopoeia grades.
What are the safety and handling precautions for this chemical?
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This compound is classified as a Warning with hazards H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate PPE, including a dust mask (N95), eyeshields, and gloves, should be worn. Avoid breathing dust. In case of contact with eyes, rinse cautiously with water for several minutes, removing contact lenses if present and easy to do. Continue rinsing. Ensure adequate ventilation.
How is this chemical typically packaged, shipped, or exported?
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Tech Serve Solutions securely packages and exports fine chemicals globally, adhering to all relevant shipping regulations. Specific packaging details can be provided upon request.
How can I request a sample or a quote for this product?
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To request a sample or a quote for (R)-(−)-5-Oxo-2-tetrahydrofurancarboxylic acid, please contact our sales department via the website or provide your requirements through the enquiry form.
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