(2R,3R)-2,3-bis[(2,2-dimethylpropanoyl)oxy]butanedioic acid

• ChemBase ID: 152553
• Molecular Formular: C14H22O8
• Molecular Mass: 318.31968
• Monoisotopic Mass: 318.13146766
• SMILES: CC(C)(C)C(=O)O[C@H]([C@H](C(=O)O)OC(=O)C(C)(C)C)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C
• InChI: InChI=1S/C14H22O8/c1-13(2,3)11(19)21-7(9(15)16)8(10(17)18)22-12(20)14(4,5)6/h7-8H,1-6H3,(H,15,16)(H,17,18)/t7-,8-/m1/s1
• InChIKey: UFHJEZDFEHUYCR-HTQZYQBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2,3-bis[(2,2-dimethylpropanoyl)oxy]butanedioic acid
• IUPAC Traditional name: (2R,3R)-2,3-bis[(2,2-dimethylpropanoyl)oxy]butanedioic acid
• Synonyms: (-)-DPTA; (-)-O,O′-Di-pivaloyl-L-tartaric acid; (-)-O,O′-二特戊酰基-L-酒石酸

Database IDs

• CAS Number: 65259-81-6
• MDL Number: MFCD00066535
• Beilstein Number: 2008171
• PubChem SID: 162246698; 24867202
• PubChem CID: 9905066

CALCULATED PROPERTIES

• Acid pKa: 3.3272338
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.09568137
• LogD (pH = 7.4): -2.8415277
• Log P: 2.6525238
• Molar Refractivity: 71.9212 cm^3
• Polarizability: 29.32641 Å^3
• Polar Surface Area: 127.2 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127-132 °C
• Optical Rotation: [α]20/D -23.5±1°, c = 1.7% in dioxane

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (T)
• Empirical Formula (Hill Notation): C14H22O8

DETAILS

Sigma Aldrich - 43457

Packaging
5 g in glass bottle