| Identification | Back Directory | [Name]
4-FLUOROBENZOIC ANHYDRIDE | [CAS]
25569-77-1 | [Synonyms]
4-FLUOROBENZOIC ANHYDRIDE
p-Fluorobenzoic anhydride
Bis[p-fluorobenzoic]anhydride
Bis(4-fluorobenzoic acid)anhydride
4-Fluorobenzoic acid anhydride with 4-fluorobenzoic acid | [Molecular Formula]
C14H8F2O3 | [MDL Number]
MFCD00425938 | [MOL File]
25569-77-1.mol | [Molecular Weight]
262.21 |
| Chemical Properties | Back Directory | [Melting point ]
107-108℃ | [Boiling point ]
382.8±27.0 °C(Predicted) | [density ]
1.343 | [storage temp. ]
Inert atmosphere,Room Temperature | [Appearance]
White to off-white Solid | [Water Solubility ]
Sparingly soluble in water.(0.26 g/L) (25°C), | [Sensitive ]
Moisture Sensitive | [CAS DataBase Reference]
25569-77-1 |
| Hazard Information | Back Directory | [Uses]
It is used as pharmaceutical intermediate. Benzoylthiophenes are allosteric enhancers (AE) of agonist activity at the A1 adenosine receptor. | [Synthesis]
GENERAL METHOD: p-Fluorobenzoic acid (1 mmol) was dissolved in anhydrous CH3CN (5 mL) with K2CO3 (1.5 mmol, 0.20 g), followed by the addition of TsCl (0.5 mmol, 0.10 g). The reaction mixture was stirred at room temperature for appropriate time (20-180 min, see Table 2) until TLC detection showed complete consumption of TsCl. After completion of the reaction, CH2Cl2 or Et2O (2 × 10 mL) was added to the mixture, stirred thoroughly and filtered. The organic layer was dried with CaCl2 and the solvent was subsequently evaporated to give high purity 4-fluorobenzoic anhydride. | [References]
[1] Letters in Organic Chemistry, 2017, vol. 14, # 6, p. 431 - 439
[2] Bulletin of the Chemical Society of Ethiopia, 2011, vol. 25, # 2, p. 255 - 262
[3] Journal of Organic Chemistry, 1970, vol. 35, p. 3233 - 3237
[4] Journal of the American Chemical Society, 2005, vol. 127, # 44, p. 15521 - 15527
[5] Journal of Medicinal Chemistry, 2007, vol. 50, # 9, p. 2249 - 2253 |
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