2-phenylpropanedioic acid

• ChemBase ID: 3704
• Molecular Formular: C9H8O4
• Molecular Mass: 180.15742
• Monoisotopic Mass: 180.04225874
• SMILES: c1ccc(cc1)C(C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C(c1ccccc1)C(=O)O
• InChI: InChI=1S/C9H8O4/c10-8(11)7(9(12)13)6-4-2-1-3-5-6/h1-5,7H,(H,10,11)(H,12,13)
• InChIKey: WWYDYZMNFQIYPT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-phenylpropanedioic acid
• IUPAC Traditional name: 2-phenylpropanedioic acid
• Synonyms: Phenylmalonic acid; PHENYL MALONIC ACID; 2-Phenylmalonic acid; RU78191; 苯基丙二酸

Database IDs

• CAS Number: 2613-89-0
• EC Number: 220-044-6
• MDL Number: MFCD00004253
• Beilstein Number: 2048729
• PubChem SID: 46507607; 160967142; 24849865
• PubChem CID: 75791

CALCULATED PROPERTIES

JChem

• Molar Refractivity: 43.6573 cm^3
• Polarizability: 16.95097 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 2.4926815
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.5970712
• LogD (pH = 7.4): -3.1868172
• Log P: 1.345673

ALOGPS 2.1

• Solubility (Water): 4.84e+00 g/l
• Log P: 1.32
• LOG S: -1.57

PROPERTIES

Physical Property

• Melting Point: 149-152 °C (dec.)(lit.); ca 152°C dec.

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: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... SRC(6714), SYK(6850)

Product Information

• Purity: 95+%; 97+%; 98%
• Linear Formula: C6H5CH(COOH)2

DETAILS

MP Biomedicals - 05211394

MP Biomedicals Rare Chemical collection

DrugBank - DB04080

Drug information: experimental

Sigma Aldrich - 160369

Packaging
25 g in glass bottle

REFERENCES

• Monosubstituted malonic acids can be tri-lithiated with n-BuLi. Alkylation gives disubstituted malonic acids in high yield: Tetrahedron Lett., 707 (1975).