Search
元素の検索
構造の検索
Thermo Scientific Chemicals
(±)-Mandelic Acid, 99%
CAS: 90-64-2 | C8H8O3 | 152.149 g/mol
化学物質識別子
CAS90-64-2
IUPAC Name2-hydroxy-2-phenylacetic acid
Molecular FormulaC8H8O3
InChI KeyIWYDHOAUDWTVEP-UHFFFAOYNA-N
SMILESOC(C(O)=O)C1=CC=CC=C1
さらに表示
仕様
スペックシート
スペックシートAppearance (Color)White to pale yellow or grey
FormCrystals or powder or crystalline powder
Assay (Aqueous acid-base Titration)≥98.5% to ≤101.5%
Identification (FTIR)Conforms
Melting Point115.5-121.5?C
Mandelic acid is used in the pharmaceutical industry as an antibacterial to treat urinary tract infections. It acts as a precursor for making various drugs. It is also used as an oral antibiotic. Mandelic acid peels are widely used for treating damaged skin due to its less penetrating and irritating property. Enantiomeric resolution of (±)-Mandelic acid is performed by using the chiral amine (1R,2S)-(-)-ephedrine followed by acidification to prepare (R)-( -)-Mandelic acid.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Mandelic acid is used in the pharmaceutical industry as an antibacterial to treat urinary tract infections. It acts as a precursor for making various drugs. It is also used as an oral antibiotic. Mandelic acid peels are widely used for treating damaged skin due to its less penetrating and irritating property. Enantiomeric resolution of (±)-Mandelic acid is performed by using the chiral amine (1R,2S)-(-)-ephedrine followed by acidification to prepare (R)-( -)-Mandelic acid.
Solubility
Soluble in water, diethyl ether, ethanol and isopropanol.
Notes
Hydrophobic and light sensitive. Incompatible with strong oxidizing agents and reducing agents.
Mandelic acid is used in the pharmaceutical industry as an antibacterial to treat urinary tract infections. It acts as a precursor for making various drugs. It is also used as an oral antibiotic. Mandelic acid peels are widely used for treating damaged skin due to its less penetrating and irritating property. Enantiomeric resolution of (±)-Mandelic acid is performed by using the chiral amine (1R,2S)-(-)-ephedrine followed by acidification to prepare (R)-( -)-Mandelic acid.
Solubility
Soluble in water, diethyl ether, ethanol and isopropanol.
Notes
Hydrophobic and light sensitive. Incompatible with strong oxidizing agents and reducing agents.
RUO – Research Use Only
General References:
- Forms a cyclic isopropylidene derivative with acetone, providing a means of O-protection. Subsequent reaction with ammonia gives the amide: Org. Synth. Coll., 3, 536 (1955).
- Langermann, J. V.; Temmel, E.; Morgenstern, A. S.; Lorenz, H. Solid Phase Behavior in the Chiral Systems of Various 2-Hydroxy-2-phenylacetic Acid (Mandelic Acid) Derivatives. J. Chem. Eng. 2015, 60 (3), 721-728.
- Wang, X.; Cui, Y.; Xia, C.; Zhu, H.; Zhu, W.; Li, Y. Mandelic acid chiral separation utilizing a two-phase partitioning bioreactor built by polysulfone microspheres and immobilized enzymes. Bioprocess. Biosyst. Eng. 2015, 38 (3), 429-435.