2-oxo-2-phenylacetaldehyde

• ChemBase ID: 104500
• Molecular Formular: C8H6O2
• Molecular Mass: 134.13204
• Monoisotopic Mass: 134.03677943
• SMILES: O=CC(=O)c1ccccc1
• Canonical SMILES: O=CC(=O)c1ccccc1
• InChI: InChI=1S/C8H6O2/c9-6-8(10)7-4-2-1-3-5-7/h1-6H
• InChIKey: OJUGVDODNPJEEC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-2-phenylacetaldehyde
• IUPAC Traditional name: phenylglyoxal
• Synonyms: 2,2-Dihydroxyacetophenone; Phenylglyoxal monohydrate; PHENYLGLYOXAL; oxo(phenyl)acetaldehyde; 1-phenylethanedione,; 苯甲酰甲醛一水合物

Database IDs

• CAS Number: 1075-06-5; 1074-12-0
• EC Number: 214-036-1
• MDL Number: MFCD00149499
• Beilstein Number: 1854721
• PubChem SID: 162091667
• PubChem CID: 14090
• Chemspider ID: 13470
• Unique Ingredient Identifier: N45G3015PA
• Wikipedia Title: Phenylglyoxal

CALCULATED PROPERTIES

• Acid pKa: 14.321436
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.620564
• LogD (pH = 7.4): 1.620564
• Log P: 1.620564
• Molar Refractivity: 37.3171 cm^3
• Polarizability: 14.130497 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: common organic solvents; forms the hydrate in water
• Apperance: yellow liquid (anhydrous); white crystals (hydrate)
• Melting Point: 71-77°C; 76–79 °C (hydrate)
• Boiling Point: 142°C/125mm; 63–65° (0.5 mm, anhydrous)
• Density: ? g/cm^3

Safety Information

• RTECS: KM5775180
• European Hazard Symbols: X
• Risk Statements: 22-36/37/38
• Safety Statements: 22-26-36; 26-36/37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• Main Hazard: toxic
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 97%

DETAILS

MP Biomedicals - 02156182

Hydrate
Purity: 97%
Crystalline

REFERENCES

• Undergoes the Lewis-acid-catalyzed ene-insertion reaction with simple alkenes. Periodate cleavage of the resulting ɑ-hydroxyketones has been used as a route to ?-unsaturated aldehydes: Synthesis, 413 (1987):