Products Description of (R)-(-)-Mandelic Acid CAS#611-71-2
(R)-(-)-Mandelic acid is a polar organic compound bearing hydroxyl and carboxyl groups, which endow the molecule with certain hydrophilicity. As a chiral compound, its physicochemical properties are governed by its specific stereochemical structure.The molecular configuration of (R)-(-)-Mandelic acid also impacts its acid-base characteristics. The carboxyl group displays relatively weak acidity, since the hydroxyl group connected to the chiral carbon substitutes a hydrogen atom and weakens the resonance stabilization of negative charge.
In terms of chemical reactions, the chiral framework of (R)-(-)-Mandelic acid exerts a vital influence on the chirality of reaction products. Such distinctive stereochemical characteristics grant it high value in organic synthesis and support its use for manufacturing chiral pharmaceuticals and fine chemicals.
(R)-(-)-Mandelic Acid Chemical Properties
| Melting point | 131-133 °C(lit.) |
| alpha | -150 º (c=2.5, H2O) |
| Boiling point | 214.6°C (rough estimate) |
| density | 1.1677 (rough estimate) |
| refractive index | -153.5 ° (C=1, H2O) |
| Fp | >190℃ |
| storage temp. | Store below +30°C. |
| solubility | 109.8g/l soluble |
| form | Crystalline Powder, Crystals or Flakes |
| pka | 3.37(at 25℃) |
| color | White to slightly yellow-beige |
| PH | 3.34(1 mM solution);2.75(10 mM solution);2.22(100 mM solution); |
| optical activity | [α]25/D 151°, c = 1 in ethanol |
| Water Solubility | It is partly soluble in water, freely soluble in isopropyl and ethyl alcohol. |
| Sensitive | Light Sensitive |
| BRN | 2691094 |
| Stability: | Stable, but light sensitive. Combustible. Incompatible with strong bases, strong oxidizing agents. |
| InChIKey | IWYDHOAUDWTVEP-SSDOTTSWSA-N |
| LogP | 0.550 (est) |
| CAS DataBase Reference | 611-71-2(CAS DataBase Reference) |
| EPA Substance Registry System | Benzeneacetic acid, .alpha.-hydroxy-, (.alpha.R)- (611-71-2) |
| Hazard Codes | Xi |
| Risk Statements | 41-36/37/38 |
| Safety Statements | 22-24/25-36-26-39-37/39 |
| WGK Germany | 1 |
| Hazard Note | Irritant/Light Sensitive |
| TSCA | Yes |
| HS Code | 29181980 |
| Toxicity | LD50 orally in Rabbit: 5000 mg/kg |
Product Application of (R)-(-)-Mandelic Acid CAS#611-71-2
(R)-(-)-Mandelic Acid is widely utilized as a chiral resolving agent in organic synthesis and the pharmaceutical industry. It acts as an important reagent for chiral analysis, such as the resolution of amine bases, determination of chiral alcohols by esterification, and research on α-alkylation reactions using stereoselective dioxolane derivatives. This chiral building block can form diastereomeric salts with racemic amines, enabling efficient separation of enantiomers.
It also serves as a core precursor to synthesize optically active pharmaceutical intermediates for the production of chiral APIs. Beyond laboratory research, it supports chiral purity testing and stereochemistry study, and is suitable for lab-scale trials and pilot synthesis of fine chiral chemicals.
