(S)-(−)-2-Acetoxypropionyl chloride
(S)-(−)-2-Acetoxypropionyl chloride (CAS: 36394-75-9) is a chiral building block with the linear formula CH3CH(O2CCH3)COCl and a molecular weight of 150.56 g/mol. This organic compound is frequently utilised in asymmetric synthesis and chemical synthesis due to its specific stereochemistry. It serves as a valuable intermediate for creating more complex chiral molecules and finds application in resolving lactones and preparing chiral phosphonates.
- IUPAC
- O-Acetyl-L-lactyl chloride,AP-Cl
- Synonyms
- O-Acetyl-L-lactyl chlorideAP-Cl
Chiral Building Block in Synthesis
This compound is a key chiral building block, frequently employed in asymmetric synthesis and general organic synthesis. Its defined stereochemistry makes it ideal for constructing enantiomerically pure target molecules.
Resolution of Lactones
It has been used in the resolution of bicyclic alpha-hydroxylactones, a process crucial for obtaining specific enantiomers of lactone-containing compounds.
Preparation of Chiral Phosphonates
This acid halide is useful for preparing chiral phosphonates. These derivatives are particularly valuable in enantiomeric excess assays for unprotected amino acids.
Chiral Derivatising Agent
Its structure lends itself to use as a chiral derivatising agent, facilitating the analysis and separation of enantiomers in various chemical and biological contexts.
| Molecular weight | 150.56 |
|---|---|
| Linear formula | CH3CH(O2CCH3)COCl |
| Assay | 97% |
| Boiling point | 50 °C/5 mmHg(lit.) |
| Density | 1.189 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.423(lit.) |
| Optical activity | [α]20/D −31°, c = 4 in chloroform |
| Application | Frequently used chiral building block.1,2 Also used to resolve a bicyclic α-hydroxylactone3 and to prepare chiral phosphonates used in an enantiomeric excess assay of unprotected amino acids.4 Useful chiral derivatizing agent.5 |
Hazard statements
- H302Harmful if swallowed
- H314Causes severe skin burns and eye damage
- H317May cause an allergic skin reaction
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 113 °C / 235.4 °F |
| Transport (UN / ADR) | UN 3265 8 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 22-34-43 |
| Safety statements (S) | 23-26-36/37/39-45 |
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 (S)-(−)-2-Acetoxypropionyl chloride used for?
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(S)-(−)-2-Acetoxypropionyl chloride is primarily used as a chiral building block in asymmetric synthesis and chemical synthesis. It is also applied in the resolution of lactones and the preparation of chiral phosphonates for amino acid assays, acting as a chiral derivatising agent.
What are the CAS number and chemical formula for (S)-(−)-2-Acetoxypropionyl chloride?
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The CAS number for (S)-(−)-2-Acetoxypropionyl chloride is 36394-75-9, and its linear chemical formula is CH3CH(O2CCH3)COCl.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-(−)-2-Acetoxypropionyl chloride with an assay of 97%. This product is supplied for research and chemical synthesis purposes and is not represented as USP, BP, EP, or pharmacopoeia grade.
How is (S)-(−)-2-Acetoxypropionyl chloride handled and what are the hazards?
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(S)-(−)-2-Acetoxypropionyl chloride is classified as corrosive and harmful if swallowed, causing skin burns and eye damage. It may also cause an allergic skin reaction. Appropriate personal protective equipment, including face shields, gloves, and suitable respiratory protection, must be used. Handle with extreme caution in a well-ventilated area.
Can Tech Serve Solutions export (S)-(−)-2-Acetoxypropionyl chloride?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including (S)-(−)-2-Acetoxypropionyl chloride, and can facilitate international shipments.
How can I request a quote or sample for (S)-(−)-2-Acetoxypropionyl chloride?
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To request a quote or sample for (S)-(−)-2-Acetoxypropionyl chloride, please contact the TSS sales team through our website or direct contact details.
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