253030

(R)-(−)-O-Acetylmandelic acid

99%, optical purity ee: 98% (GLC)

• Sinónimos: (−)-O-Acetyl-D-mandelic acid, (R)-(−)-α-Acetoxyphenylacetic acid
• Fórmula lineal: CH₃CO₂CH(C₆H₅)CO₂H
• Número de CAS: 51019-43-3
• Peso molecular: 194.18
• Beilstein/REAXYS Number: 2694110
• MDL number: MFCD00004249
• UNSPSC Code: 12352108
• PubChem Substance ID: 24855256
• NACRES: NA.22

Propiedades

• assay: 99%
• optical activity: [α]20/D −152.4°, c = 2 in acetone
• optical purity: ee: 98% (GLC)
• mp: 97-99 °C (lit.)
• functional group: carboxylic acid; ester; phenyl
• SMILES string: CC(=O)O[C@@H](C(O)=O)c1ccccc1
• InChI: 1S/C10H10O4/c1-7(11)14-9(10(12)13)8-5-3-2-4-6-8/h2-6,9H,1H3,(H,12,13)/t9-/m1/s1
• InChI key: OBCUSTCTKLTMBX-SECBINFHSA-N

Descripción

General description

(R)-(-)-O-Acetylmandelic acid is a chiral derivatizing agent for NMR determination of enantiomeric purity of α-deuterated carboxylic acids, alcohols, and amines.

Application

(R)-(-)-O-Acetylmandelic acid may be used as a precursor to prepare a chiral diamine, which is an intermediate to prepare Utenone A. It may also be used to prepare ethyl (2′R)-2′-acetoxy-2′-phenylethanoate.

Información de seguridad

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)