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251542 Sigma-Aldrich

Methyl (S)-(+)-mandelate

≥99%

Synonym: (+)-Methyl (S)-α-hydroxyphenylacetate, (+)-Methyl L-mandelate

  • CAS Number 21210-43-5

  • Linear Formula C6H5CH(OH)CO2CH3

  • Molecular Weight 166.17

  •  Beilstein/REAXYS Number 2614741

  •  MDL number MFCD00064246

  •  PubChem Substance ID 24855138

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Chiral Resolution Reagents, Chiral Resolving Reagents,
Quality Level   100
assay   ≥99%
optical activity   [α]20/D +144°, c = 1 in methanol
optical purity   ee: 98% (HPLC)
mp   56-58 °C (lit.)
SMILES string   COC(=O)[C@@H](O)c1ccccc1
InChI   1S/C9H10O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8,10H,1H3/t8-/m0/s1
InChI key   ITATYELQCJRCCK-QMMMGPOBSA-N

Description

General description

Optically active building block.

Application

Methyl (S)-(+)-mandelate may be used in the preparation of (S)-(-)2-hydroxy-1,2,2-triphenylethyl acetate and (α′S)-α′-methoxycarbonylbenzyl (2S,4R)-(+)-1,2,4,5-tetrahydro-4-methyl-7,8-methylenedioxy-5-oxo-3-benzothiepin-2-carboxylate.

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

GC Analysis of Mandelic Acid Methyl Ester Enantiomers on α-DEX™ 120 and γ-DEX™ 120

From our library of Articles, Sigma-Aldrich presents GC Analysis of Mandelic Acid Methyl Ester Enantiomers on α-DEX™ 120 and γ-DEX™ 120
Keywords: Chromatography, Flame ionization detector, Gas chromatography

GC Analysis of Terpinen-4-ol and Methyl Mandelate Enantiomers on α-DEX 120, β-DEX 120, and γ-DEX 120

From our library of Articles, Sigma-Aldrich presents GC Analysis of Terpinen-4-ol and Methyl Mandelate Enantiomers on α-DEX 120, β-DEX 120, and γ-DEX 120
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

Peer-Reviewed Papers
15

References

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