112577

L-(−)-Malic acid

97%, optical purity ee: 99% (GLC)

• Synonym(s): (S)-(−)-2-Hydroxysuccinic acid, L-Hydroxybutanedioic acid
• Linear Formula: HO₂CCH₂CH(OH)CO₂H
• CAS Number: 97-67-6
• Molecular Weight: 134.09
• Beilstein: 1723541
• EC Number: 202-601-5
• MDL number: MFCD00064213
• UNSPSC Code: 12352106
• PubChem Substance ID: 24847101
• NACRES: NA.22

Properties

• Assay: 97%
• form: powder
• optical activity: [α]20/D −27°, c = 5.5 in pyridine
• optical purity: ee: 99% (GLC)
• mp: 101-103 °C (lit.)
• SMILES string: O[C@@H](CC(O)=O)C(O)=O
• InChI: 1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1
• InChI key: BJEPYKJPYRNKOW-REOHCLBHSA-N

Description

General description

L-(-)-Malic acid is an organic acid that is commonly found in wine. It plays an important role in wine microbiological stability.

Application

L-(-)-Malic acid is a selective α-amino protecting reagent for amino acid derivatives. It is also a versatile synthon for the preparation of chiral compounds including κ-opioid receptor agonists, 1α,25-dihydroxyvitamin D₃ analogue, and phoslactomycin B.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319
• Precautionary Statements: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• 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