154210

(R)-(−)-Mandelic acid

ReagentPlus^®, ≥99%

• Synonym(s): (R)-α-Hydroxyphenylacetic acid
• Linear Formula: C₆H₅CH(OH)CO₂H
• CAS Number: 611-71-2
• Molecular Weight: 152.15
• Beilstein: 2691094
• EC Number: 210-276-6
• MDL number: MFCD00064251
• UNSPSC Code: 12352106
• PubChem Substance ID: 24849414
• NACRES: NA.22

Properties

• product line: ReagentPlus^®
• Assay: ≥99%
• form: solid
• optical activity: [α]23/D −153°, c = 2.5 in H₂O
• mp: 131-133 °C (lit.)
• SMILES string: O[C@@H](C(O)=O)c1ccccc1
• InChI: 1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m1/s1
• InChI key: IWYDHOAUDWTVEP-SSDOTTSWSA-N

Description

General description

(R)-(-)-Mandelic acid, a chiral resolving agent, is also used as a building block to synthesize pharmaceutical drugs such as penicillin and cephalosporin. It can be synthesized from (R,S)-mandelonitrile with high yield and enantioselectivity using nitrilase enzyme .

(R)-(−)-Mandelic acid is a carboxylic acid used as a starting material to synthesize antibiotics, antitumor agents, and antiobesity drugs.

Application

(R)-(-)-Mandelic acid has been used in studies to assess its ability to undergo spontaneous oscillatory chiral conversion and spontaneous condensation to form polymandelic acid.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H318
• Precautionary Statements: P280 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves