2-benzylpropanedioic acid

• ChemBase ID: 109734
• Molecular Formular: C10H10O4
• Molecular Mass: 194.184
• Monoisotopic Mass: 194.0579088
• SMILES: OC(=O)C(Cc1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)C(C(=O)O)Cc1ccccc1
• InChI: InChI=1S/C10H10O4/c11-9(12)8(10(13)14)6-7-4-2-1-3-5-7/h1-5,8H,6H2,(H,11,12)(H,13,14)
• InChIKey: JAEJSNFTJMYIEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-benzylpropanedioic acid
• IUPAC Traditional name: 2-benzylmalonate
• Synonyms: BENZYLMALONIC ACID; 2-benzylmalonic acid; β-Phenylisosuccinic acid; Benzylmalonic acid; 2-(Phenylmethyl)propanedioic Acid; 2-Phenyl-1,1-ethanedicarboxylic Acid; 2-Benzylmalonic Acid; NSC 8068; 2-benzylpropanedioic acid; 苄基硬酯酸; 苄基丙二酸

Database IDs

• CAS Number: 616-75-1
• EC Number: 210-491-5
• MDL Number: MFCD00004261
• Beilstein Number: 643530
• PubChem SID: 24848075; 24846421; 162095275
• PubChem CID: 12031

CALCULATED PROPERTIES

• Acid pKa: 2.495704
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.1234843
• LogD (pH = 7.4): -2.4377587
• Log P: 1.7902416
• Molar Refractivity: 48.2583 cm^3
• Polarizability: 18.77799 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Solid
• Melting Point: 117-120 °C; 117-120 °C(lit.); 118-121°C; 120 - 122°C
• Hydrophobicity(logP): 1.235

Safety Information

• Storage Condition: Refrigerator
• RTECS: OO0525000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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: ≥98.0% (T); 95%; 95+%; 99%
• Grade: purum
• Linear Formula: C6H5CH2CH(COOH)2

DETAILS

MP Biomedicals - 05212376

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 100773

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - B281690

Used in cosmetic compositions.

REFERENCES

• Bureeva, S., et al.: Bioorg. Med. Chem., 13, 1045 (2005)