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Methyl (R)-(−)-mandelate

CAS 20698-91-3C6H5CH(OH)CO2CH3Chemical Synthesis

Methyl (R)-(−)-mandelate (CAS: 20698-91-3), with the molecular formula C6H5CH(OH)CO2CH3 and a molecular weight of 166.17 g/mol, is a chiral ester. This compound is a valuable building block in organic synthesis, particularly employed in asymmetric synthesis and as a chiral resolving reagent. Its defined stereochemistry makes it essential for creating stereospecific molecules in pharmaceutical and fine chemical research and development.

IUPAC
(−)-Methyl (R)-α-hydroxyphenylacetate,(−)-Methyl D-mandelate
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Methyl (R)-(−)-mandelate (C6H5CH(OH)CO2CH3) — chemical structure, CAS 20698-91-3; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral Building BlocksChiral Resolution ReagentsChiral Resolving ReagentsEsters
01 /Applications

Asymmetric Synthesis

Methyl (R)-(−)-mandelate serves as a chiral precursor or auxiliary in the stereoselective synthesis of complex organic molecules. It enables chemists to control the formation of specific enantiomers, which is critical in drug discovery and development.

Chiral Building Block

As a chiral building block, this mandelate derivative provides a readily available source of chirality for constructing enantiomerically pure compounds. It is frequently used in the synthesis of pharmaceuticals and agrochemicals requiring specific stereochemistry.

Chiral Resolution Reagent

In its role as a chiral resolving reagent, Methyl (R)-(−)-mandelate can be employed to separate enantiomers of racemic mixtures through the formation of diastereomeric salts or derivatives.

02 /Properties
Molecular weight166.17
Linear formulaC6H5CH(OH)CO2CH3
Assay≥99%
Optical activity[α]20/D −144.0°, c = 1 in methanol
Optical purityee: 97% (HPLC)
Melting point56-58 °C(lit.)
03 /Safety & handling
Protective equipmentEyeshields, 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.

04 /Identifiers & registry
CAS number
20698-91-3
MDL number
MFCD00064247
PubChem substance
24855139
Beilstein registry
2937343
05 /Quality & supply

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.

06 /Frequently asked questions

What is Methyl (R)-(−)-mandelate used for?

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Methyl (R)-(−)-mandelate is primarily used in asymmetric synthesis, as a chiral building block, and as a chiral resolving reagent for the synthesis of enantiomerically pure compounds.

What are the CAS number and molecular formula for Methyl (R)-(−)-mandelate?

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The CAS number for Methyl (R)-(−)-mandelate is 20698-91-3, and its molecular formula is C6H5CH(OH)CO2CH3.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Methyl (R)-(−)-mandelate with an assay of ≥99% and an optical purity of ee: 97% (HPLC). TSS does not represent this product as USP, BP, or EP grade.

How should Methyl (R)-(−)-mandelate be handled?

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Handling Methyl (R)-(−)-mandelate requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. It has a WGK Germany rating of 3.

How is Methyl (R)-(−)-mandelate packed, shipped, and exported?

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Tech Serve Solutions is a global supplier and exporter of fine chemicals. Products are typically packed according to industry standards to ensure stability and safety during transit and are exported worldwide.

How can I request a sample or quote for Methyl (R)-(−)-mandelate?

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To request a sample or quote, please use the contact form on the Tech Serve Solutions website or email our sales department, providing the product name and CAS number.

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