(1R,2R)-3-methylidenecyclopropane-1,2-dicarboxylic acid

• ChemBase ID: 151248
• Molecular Formular: C6H6O4
• Molecular Mass: 142.10944
• Monoisotopic Mass: 142.02660867
• SMILES: C=C1[C@@H]([C@H]1C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H]1C(=C)[C@@H]1C(=O)O
• InChI: InChI=1S/C6H6O4/c1-2-3(5(7)8)4(2)6(9)10/h3-4H,1H2,(H,7,8)(H,9,10)/t3-,4-/m0/s1
• InChIKey: XZVHROKAQFFOCA-IMJSIDKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R)-3-methylidenecyclopropane-1,2-dicarboxylic acid
• IUPAC Traditional name: (1R,2R)-3-methylidenecyclopropane-1,2-dicarboxylic acid
• Synonyms: Feist’s acid; 3-Methylenecyclopropane-trans-1,2-dicarboxylic acid; Feist 酸; 3-亚甲基环丙烷-反-1,2-二羧酸

Database IDs

• CAS Number: 499-02-5
• EC Number: 207-874-4
• MDL Number: MFCD00001312
• PubChem SID: 162245404
• PubChem CID: 736643

CALCULATED PROPERTIES

• Acid pKa: 3.4652748
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.5784473
• LogD (pH = 7.4): -5.510468
• Log P: -0.2814317
• Molar Refractivity: 30.6089 cm^3
• Polarizability: 12.026327 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 193-196 °C(lit.)

Safety Information

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

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C6H6O4