301140

(R)-(−)-Hexahydromandelic acid

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

• Synonym(s): (R)-(−)-Cyclohexylhydroxyacetic acid
• Linear Formula: C₆H₁₁CH(OH)CO₂H
• CAS Number: 53585-93-6
• Molecular Weight: 158.19
• Beilstein/REAXYS Number: 3196809
• MDL number: MFCD00009824
• UNSPSC Code: 51113400
• PubChem Substance ID: 24858168
• NACRES: NA.22

Properties

• assay: 98%
• optical activity: [α]18/D −23°, c = 1 in acetic acid
• optical purity: ee: 99% (GLC)
• mp: 127-129 °C (lit.)
• functional group: carboxylic acid; hydroxyl
• SMILES string: O[C@H](C1CCCCC1)C(O)=O
• InChI: 1S/C8H14O3/c9-7(8(10)11)6-4-2-1-3-5-6/h6-7,9H,1-5H2,(H,10,11)/t7-/m1/s1
• InChI key: RRDPWAPIJGSANI-SSDOTTSWSA-N

Description

Application

(R)-(−)-Hexahydromandelic acid can be used:

• As an intermediate in the synthesis of antimycobacterial compound pyridomycin analogs.
• As a model α-hydroxy acid compound in the chirality sensing studies of organic probes using circular dichroism technique.
• As a starting material in the synthesis of chiral ionic liquids, which are applicable as chiral solvents in asymmetric synthesis and as chiral stationary phases in chromatographic separations.

Safety Information

• 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)