2-oxo-2-phenylacetic acid

• ChemBase ID: 2027
• Molecular Formular: C8H6O3
• Molecular Mass: 150.13144
• Monoisotopic Mass: 150.03169405
• SMILES: OC(=O)C(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)C(=O)O
• InChI: InChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)
• InChIKey: FAQJJMHZNSSFSM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-2-phenylacetic acid
• IUPAC Traditional name: benzoylformic acid
• Synonyms: Benzoyl formate; Phenylglyoxalic acid; Phenylglyoxylate; Phenylglyoxylic acid; α-Oxophenylacetic acid; Benzoylformic acid; α-Oxobenzeneacetic Acid; 2-Oxo-2-phenylacetic Acid; 2-Oxo-2-phenylethanoic Acid; α-Ketophenylacetic Acid; NSC 28293; Benzoylformic Acid; Phenylglyoxylic acid; Triphenylsulfonium triflate; 苯乙酮酸; 苯甲酰甲酸; 苯乙醛酸; 苯基乙醛酸

Database IDs

• CAS Number: 66003-78-9; 611-73-4
• EC Number: 210-278-7
• MDL Number: MFCD00002575
• Beilstein Number: 606718
• PubChem SID: 46505242; 160965482; 24891579; 24887333
• PubChem CID: 11915; 24874589
• Wikipedia Title: Triphenylsulfonium_triflate; Phenylglyoxylic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.6860857
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.2478681
• LogD (pH = 7.4): -2.0114946
• Log P: 1.4904875
• Molar Refractivity: 38.2557 cm^3
• Polarizability: 14.601039 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.16
• LOG S: -1.79
• Solubility (Water): 2.42e+00 g/l

PROPERTIES

Physical Property

• Solubility: 920 mg/mL at 0 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; DMSO; Methanol; methanol: soluble0.1 g/mL, clear
• Apperance: colourless solid; Off-White to Pale Yellow Solid; pale yellow to pink
• Melting Point: 61-63°C; 62-65 °C; 62-65 °C(lit.); 62-67°C; 64–66 °C
• Boiling Point: 147-151°C/12mm; 84 °C/0.1 mmHg
• Density: 1.38

Safety Information

• Storage Condition: Refrigerator
• RTECS: DA1480000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R:36/37/38
• Safety Statements: 26-28.1-36; 26-28-36; 26-37; S:20-25-26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (T); 97%; 98%
• Grade: purum
• Linear Formula: C6H5COCOOH

DETAILS

MP Biomedicals - 05209653

MP Biomedicals Rare Chemical collection

DrugBank - DB02279

Drug information: experimental

Sigma Aldrich - B13055

Packaging
25, 100 g in poly bottle
5 g in glass bottle

Sigma Aldrich - 78610

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 78610.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.