(2R,3S)-2,3-dimethylbutanedioic acid

• ChemBase ID: 148462
• Molecular Formular: C6H10O4
• Molecular Mass: 146.1412
• Monoisotopic Mass: 146.0579088
• SMILES: C[C@H]([C@H](C)C(=O)O)C(=O)O
• Canonical SMILES: C[C@H]([C@@H](C(=O)O)C)C(=O)O
• InChI: InChI=1S/C6H10O4/c1-3(5(7)8)4(2)6(9)10/h3-4H,1-2H3,(H,7,8)(H,9,10)/t3-,4+
• InChIKey: KLZYRCVPDWTZLH-ZXZARUISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2,3-dimethylbutanedioic acid
• IUPAC Traditional name: (2R,3S)-2,3-dimethylbutanedioic acid
• Synonyms: meso-2,3-Dimethylsuccinic acid; 内消旋-2,3-二甲基琥珀酸

Database IDs

• CAS Number: 608-40-2
• EC Number: 210-163-1
• MDL Number: MFCD00064229
• PubChem SID: 162242637; 24850228
• PubChem CID: 6950212

CALCULATED PROPERTIES

• Acid pKa: 3.861702
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.0834073
• LogD (pH = 7.4): -4.0047445
• Log P: 0.68748957
• Molar Refractivity: 32.686 cm^3
• Polarizability: 12.971139 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 200 °C (dec.)(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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: HO2CCH(CH3)CH(CH3)CO2H

DETAILS

Sigma Aldrich - 168017

Packaging
1 g in glass bottle