1,3-dimethyl 2-fluoropropanedioate

• ChemBase ID: 54938
• Molecular Formular: C5H7FO4
• Molecular Mass: 150.1050832
• Monoisotopic Mass: 150.03283692
• SMILES: C(=O)(C(C(=O)OC)F)OC
• Canonical SMILES: COC(=O)C(C(=O)OC)F
• InChI: InChI=1S/C5H7FO4/c1-9-4(7)3(6)5(8)10-2/h3H,1-2H3
• InChIKey: ZVXHZSXYHFBIEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dimethyl 2-fluoropropanedioate
• IUPAC Traditional name: 1,3-dimethyl 2-fluoropropanedioate
• Synonyms: Fluoromalonic acid dimethyl ester; Dimethyl fluoromalonate; Dimethyl fluoromalonate 97%; Dimethyl 2-fluoromalonate; 氟丙二酸二甲酯

Database IDs

• CAS Number: 344-14-9
• EC Number: 000-000-0
• MDL Number: MFCD00054680
• Beilstein Number: 1768414
• PubChem SID: 162059701
• PubChem CID: 2737111

CALCULATED PROPERTIES

• Acid pKa: 11.541377
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.13660376
• LogD (pH = 7.4): 0.13657282
• Log P: 0.13660416
• Molar Refractivity: 28.1721 cm^3
• Polarizability: 11.53164 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 111-112°C/45mm; 111-112°C/45mm
• Refractive Index: 1.4032

Safety Information

• Storage Warning: IRRITANT-HARMFUL, TOXIC; Toxic
• European Hazard Symbols: Corrosive (C)
• UN Number: UN3261
• Hazard Class: 8
• Packing Group: II
• Risk Statements: 34
• Safety Statements: 20-26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05
• GHS Hazard statements: H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A

Product Information

• Purity: 97%; 98%

DETAILS

Apollo Scientific Ltd - PC3013

Active fluoromethylene group, useful reagent for the synthesis of fluoro-heterocycles, e.g Pyrimidines; also can produce fluorinated trisubstituted alkenes, ask for refs.

REFERENCES

• Useful fluorinated building block. Reaction of the Na derivative with ɑ ?-unsaturated ketones or esters has been reported. At room temperature, a normal Michael reaction occurs, but on heating, reaction proceeds by a domino pathway providing a route to fluorinated trisubstituted alkenes: J. Org. Chem., 63, 7525 (1998):