1,4-dimethyl (2R)-2-hydroxybutanedioate

• ChemBase ID: 151382
• Molecular Formular: C6H10O5
• Molecular Mass: 162.1406
• Monoisotopic Mass: 162.05282342
• SMILES: COC(=O)C[C@H](C(=O)OC)O
• Canonical SMILES: COC(=O)C[C@H](C(=O)OC)O
• InChI: InChI=1S/C6H10O5/c1-10-5(8)3-4(7)6(9)11-2/h4,7H,3H2,1-2H3/t4-/m1/s1
• InChIKey: YSEKNCXYRGKTBJ-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-dimethyl (2R)-2-hydroxybutanedioate
• IUPAC Traditional name: 1,4-dimethyl (2R)-2-hydroxybutanedioate
• Synonyms: Dimethyl D-malate; Dimethyl (R)-2-hydroxysuccinate; Dimethyl (R)-(+)-malate; Dimethyl D-malate; (R)-2-羟基琥珀酸二甲酯; D-苹果酸二甲酯

Database IDs

• CAS Number: 70681-41-3
• MDL Number: MFCD00066216
• Beilstein Number: 1908705
• PubChem SID: 24845251; 162245536; 24869015
• PubChem CID: 11062697

CALCULATED PROPERTIES

• Acid pKa: 12.443835
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.82185334
• LogD (pH = 7.4): -0.8218572
• Log P: -0.82185334
• Molar Refractivity: 34.4134 cm^3
• Polarizability: 14.136947 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 104-108 °C/1 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 1.231 g/mL at 20 °C(lit.); 1.232 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.44(lit.); n20/D 1.440
• Optical Rotation: [α]20/D +6.6±0.5°, neat; [α]20/D +6.6°, neat

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 98%
• Grade: puriss.
• Linear Formula: CH3O2CCH2CH(OH)CO2CH3
• Empirical Formula (Hill Notation): C6H10O5

DETAILS

Sigma Aldrich - 455040

Packaging
5 mL in glass bottle