2-(4-fluorophenyl)-2-oxoacetaldehyde hydrate

• ChemBase ID: 8318
• Molecular Formular: C8H7FO3
• Molecular Mass: 170.1377832
• Monoisotopic Mass: 170.0379223
• SMILES: c1c(ccc(c1)C(=O)C=O)F.O
• Canonical SMILES: O=CC(=O)c1ccc(cc1)F.O
• InChI: InChI=1S/C8H5FO2.H2O/c9-7-3-1-6(2-4-7)8(11)5-10;/h1-5H;1H2
• InChIKey: JZJXSEZCPBRRLU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-fluorophenyl)-2-oxoacetaldehyde hydrate
• IUPAC Traditional name: 2-(4-fluorophenyl)-2-oxoacetaldehyde hydrate
• Synonyms: 4-Fluorophenylglyoxal hydrate; 4-Fluorophenyl glyoxal hydrate; (4-Fluorophenyl)(oxo)acetaldehyde hydrate; 4-Fluorophenylglyoxal hydrate; 4-氟苯甲酰甲醛水合物

Database IDs

• CAS Number: 447-43-8; 403-32-7
• MDL Number: MFCD01320770
• Beilstein Number: 2354778
• PubChem SID: 160971625
• PubChem CID: 2737470

CALCULATED PROPERTIES

• Acid pKa: 14.37218
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.763266
• LogD (pH = 7.4): 1.763266
• Log P: 1.763266
• Molar Refractivity: 37.5335 cm^3
• Polarizability: 13.862284 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 80-82°C; 84-88°C; 92-96°C
• Boiling Point: 115°C/35mm

Safety Information

• Storage Warning: IRRITANT; Irritant
• RTECS: CY1440000
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98%; 98%, dry wt. basis

REFERENCES

• Aryl glyoxals have been used in the formation of 1,5-disubstituted hydantoins and thiohydantoins; J. Heterocycl. Chem., 18, 1651 (1981); the reaction was subsequently reported to be accelerated under solvent-free conditions using microwaves: Synthesis, 75 (2002).
• Also find extensive use in multi-component reactions to obtain a wide variety of heterocycles including butenolides: Org. Lett., 3, 2875 (2001); oxazoles via a Passerini reaction: Liebigs Ann. Chem., 1107 (1991), and pyrazines via a four-component Ugi reaction: Synthesis, 1553 (2003).