(R)-(−)-O-Acetylmandelic acid
(R)-(−)-O-Acetylmandelic acid (CAS: 51019-43-3) is a chiral organic compound with the formula CH3CO2CH(C6H5)CO2H and a molecular weight of 194.18 g/mol. This enantiomerically pure compound serves as a valuable chiral derivatizing agent. It is primarily utilised in NMR spectroscopy for the determination of enantiomeric purity in various organic molecules, including alcohols, amines, and carboxylic acids.
- IUPAC
- (−)-O-Acetyl-D-mandelic acid,(R)-(−)-α-Acetoxyphenylacetic acid
- Synonyms
- (−)-O-Acetyl-D-mandelic acid(R)-(−)-α-Acetoxyphenylacetic acid
Chiral Derivatizing Agent
Used to form diastereomeric derivatives with chiral analytes. This allows for the determination of enantiomeric excess (ee) and absolute configuration using techniques such as NMR spectroscopy.
NMR Spectroscopy Reagent
Facilitates the analysis of enantiomeric purity of α-deuterated carboxylic acids, alcohols, and amines by NMR. The resulting diastereomers exhibit distinct spectral signals.
Asymmetric Synthesis
As a chiral building block, it can be incorporated into synthetic routes requiring stereochemical control, contributing to the development of enantiomerically pure compounds.
| Molecular weight | 194.18 |
|---|---|
| Linear formula | CH3CO2CH(C6H5)CO2H |
| Assay | 99% |
| Optical activity | [α]20/D −152.4°, c = 2 in acetone |
| Optical purity | ee: 98% (GLC) |
| Application | The (R)- and (S)-isomers are chiral derivatizing agents for NMR determination of enantiomeric purity of α-deuterated carboxylic acids, alcohols, and amines.1 |
| Melting point | 97-99 °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 (R)-(−)-O-Acetylmandelic acid used for?
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(R)-(−)-O-Acetylmandelic acid is primarily used as a chiral derivatizing agent in NMR spectroscopy to determine the enantiomeric purity of carboxylic acids, alcohols, and amines.
What is the CAS number and formula for (R)-(−)-O-Acetylmandelic acid?
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The CAS number is 51019-43-3 and the molecular formula is CH3CO2CH(C6H5)CO2H.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (R)-(−)-O-Acetylmandelic acid with an assay of 99% and an optical purity of ee: 98% (GLC). TSS does not represent this product as USP, BP, or EP grade.
What are the safety considerations for handling (R)-(−)-O-Acetylmandelic acid?
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Handling requires appropriate personal protective equipment, including eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter. Refer to the safety data sheet for comprehensive handling guidelines.
Is (R)-(−)-O-Acetylmandelic acid a controlled substance?
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The provided data does not indicate that (R)-(−)-O-Acetylmandelic acid is a controlled substance.
How is (R)-(−)-O-Acetylmandelic acid shipped and exported?
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Tech Serve Solutions is a global supplier and exporter of fine chemicals, pharmaceutical intermediates, and laboratory reagents, equipped to handle international shipments in compliance with regulations.
How can I request a sample or quote for (R)-(−)-O-Acetylmandelic acid?
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Please contact our sales team through the website or by phone to request a sample or obtain a quotation for (R)-(−)-O-Acetylmandelic acid.
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