2-hydroxy-2-(propan-2-yl)butanedioic acid

• ChemBase ID: 140020
• Molecular Formular: C7H12O5
• Molecular Mass: 176.16718
• Monoisotopic Mass: 176.06847348
• SMILES: CC(C)C(CC(=O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)CC(C(=O)O)(C(C)C)O
• InChI: InChI=1S/C7H12O5/c1-4(2)7(12,6(10)11)3-5(8)9/h4,12H,3H2,1-2H3,(H,8,9)(H,10,11)
• InChIKey: BITYXLXUCSKTJS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-2-(propan-2-yl)butanedioic acid
• IUPAC Traditional name: 2-isopropylmalic acid
• Synonyms: 2-Hydroxy-2-isopropylsuccinic acid; 2-Isopropylmalic acid; 2-羟基-2-异丙基琥珀酸; 2-异丙基苹果酸

Database IDs

• CAS Number: 3237-44-3
• MDL Number: MFCD00075003
• PubChem SID: 162234265; 24860103
• PubChem CID: 77

CALCULATED PROPERTIES

• Acid pKa: 3.6298354
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.9265499
• LogD (pH = 7.4): -4.9604936
• Log P: 0.20661968
• Molar Refractivity: 38.5841 cm^3
• Polarizability: 15.484841 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 144-146 °C(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: 98%
• Linear Formula: HO2CCH2C[CH(CH3)2](OH)CO2H

DETAILS

Sigma Aldrich - 333115

Packaging
100 mg in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 333115.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.