(2S)-2-methylbutanedioic acid

• ChemBase ID: 147890
• Molecular Formular: C5H8O4
• Molecular Mass: 132.11462
• Monoisotopic Mass: 132.04225874
• SMILES: C[C@@H](CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C[C@@H](C(=O)O)C
• InChI: InChI=1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)/t3-/m0/s1
• InChIKey: WXUAQHNMJWJLTG-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-methylbutanedioic acid
• IUPAC Traditional name: (2S)-2-methylbutanedioic acid
• Synonyms: (S)-(-)-Methylsuccinic acid; (S)-(-)-甲基丁二酸

Database IDs

• CAS Number: 2174-58-5
• MDL Number: MFCD00192321
• PubChem SID: 162242071; 24866015
• PubChem CID: 6950476

CALCULATED PROPERTIES

• Acid pKa: 3.9897993
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.6325343
• LogD (pH = 7.4): -4.8449373
• Log P: 0.14450331
• Molar Refractivity: 28.1115 cm^3
• Polarizability: 11.171219 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 110-115 °C(lit.)
• Optical Rotation: [α]20/D -8.3°, c = 5.1 in H2O

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 99%
• Linear Formula: HO2CCH2CH(CH3)CO2H

DETAILS

Sigma Aldrich - 415618

Packaging
1, 5 g in glass bottle