1,4-bis(propan-2-yl) (2S)-2-hydroxybutanedioate

• ChemBase ID: 145645
• Molecular Formular: C10H18O5
• Molecular Mass: 218.24692
• Monoisotopic Mass: 218.11542368
• SMILES: CC(C)OC(=O)C[C@@H](C(=O)OC(C)C)O
• Canonical SMILES: CC(OC(=O)C[C@@H](C(=O)OC(C)C)O)C
• InChI: InChI=1S/C10H18O5/c1-6(2)14-9(12)5-8(11)10(13)15-7(3)4/h6-8,11H,5H2,1-4H3/t8-/m0/s1
• InChIKey: XYVHRFVONMVDGK-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-bis(propan-2-yl) (2S)-2-hydroxybutanedioate
• IUPAC Traditional name: 1,4-diisopropyl (2S)-2-hydroxybutanedioate
• Synonyms: Diisopropyl (S)-(-)-malate; L-Malic acid diisopropyl ester; (-)-Diisopropyl-L-malate; (S)-(-)-苹果酸二异丙酯; L-(-)-苹果酸二异丙酯

Database IDs

• CAS Number: 83541-68-8
• MDL Number: MFCD00274300
• PubChem SID: 162239849; 24868986
• PubChem CID: 11333435

CALCULATED PROPERTIES

• Acid pKa: 12.441566
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.7249126
• LogD (pH = 7.4): 0.7249087
• Log P: 0.72491264
• Molar Refractivity: 52.7482 cm^3
• Polarizability: 21.393724 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 236-238°C; 237 °C(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 1.055; 1.055 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.43(lit.)
• Optical Rotation: [α]20/D -13°, neat

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 97%; 99%
• Linear Formula: (CH3)2CHO2CCH2CH(OH)CO2CH(CH3)2

DETAILS

Sigma Aldrich - 454877

Packaging
25 mL in poly bottle