(2S)-2-phenylbutanedioic acid

• ChemBase ID: 152733
• Molecular Formular: C10H10O4
• Molecular Mass: 194.184
• Monoisotopic Mass: 194.0579088
• SMILES: c1ccc(cc1)[C@H](CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](c1ccccc1)CC(=O)O
• InChI: InChI=1S/C10H10O4/c11-9(12)6-8(10(13)14)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,11,12)(H,13,14)/t8-/m0/s1
• InChIKey: LVFFZQQWIZURIO-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-phenylbutanedioic acid
• IUPAC Traditional name: (2S)-2-phenylbutanedioic acid
• Synonyms: (S)-(+)-Phenylsuccinic acid; (S)-(+)-苯基丁二酸

Database IDs

• CAS Number: 4036-30-0
• EC Number: 223-719-3
• MDL Number: MFCD00065929
• Beilstein Number: 2616723
• PubChem SID: 162246876; 24887268
• PubChem CID: 736146

CALCULATED PROPERTIES

• Acid pKa: 4.068308
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.38282058
• LogD (pH = 7.4): -3.573225
• Log P: 1.2783073
• Molar Refractivity: 48.2065 cm^3
• Polarizability: 18.776299 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 172-174°C; 173-176 °C
• Optical Rotation: [α]20/D +171±4°, c = 1% in acetone; +171 (c=1 in acetone)

Safety Information

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

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC); 98%
• Empirical Formula (Hill Notation): C10H10O4

DETAILS

Sigma Aldrich - 78173

Packaging
1 g in glass bottle