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4-FLUOROBENZOIC ANHYDRIDE

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4-FLUOROBENZOIC ANHYDRIDE Basic information

Product Name:
4-FLUOROBENZOIC ANHYDRIDE
Synonyms:
  • 4-FLUOROBENZOIC ANHYDRIDE
  • Bis(4-fluorobenzoic acid)anhydride
  • Bis[p-fluorobenzoic]anhydride
  • 4-fluorobenzene-1-carboxylic anhydride 95+%
  • 4-Fluorobenzoic acid anhydride with 4-fluorobenzoic acid
  • p-Fluorobenzoic anhydride
  • Benzoic acid, 4-fluoro-, anhydride with 4-fluorobenzoic acid
  • 4-Fluorobenzoicanhydride,97%
CAS:
25569-77-1
MF:
C14H8F2O3
MW:
262.21
Mol File:
25569-77-1.mol
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4-FLUOROBENZOIC ANHYDRIDE Chemical Properties

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
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Safety Information

HS Code 
2917399590
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4-FLUOROBENZOIC ANHYDRIDE Usage And Synthesis

Uses

It is used as pharmaceutical intermediate. Benzoylthiophenes are allosteric enhancers (AE) of agonist activity at the A1 adenosine receptor.

Synthesis

456-22-4

25569-77-1

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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