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4-Fluorobenzoic acid
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Names
IUPAC name
4-Fluorobenzoic acid
Systematic IUPAC name
4-Fluorobenzoic acid
Other names
p-fluorobenzoic acid, para-fluorobenzoic acid, 4-Fluorobenzoate, Benzoic acid, 4-fluoro-Benzoic acid, p-fluoro-Benzoic acid, p-fluoro- (8CI)
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 207-259-0
UNII
  • InChI=1S/C7H5FO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)
  • O=C(O)c1ccc(F)cc1
Properties
C7H5FO2
Molar mass 140.027358 g/mol
Appearance white to light yellow crystal powder
Density 1.479 g/cm3
Melting point 184 °C
Boiling point 253.687 °C at 760 mmHg
log P 2.07
Vapor pressure 0.00899999961256981 mmHg at 25°C
Acidity (pKa) 4.14
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritates lungs, eyes, skin
Flash point 107.226 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

4-Fluorobenzoic Acid[edit]

4-Fluorobenzoic acid is a compound with the molecular formula C7H5FO2. It's appearance is white to light yellow crystal powder. 4-Fluorobenzoic acid's main use is to make other chemicals. It is also used in experiments to identify substances.

Properties[edit]

4-Fluorobenzoic acid has a molecular mass is 140.027358 g/mol. It has a melting point of 184 °C and a boiling point of 253.687 °C. 4-Fluorobenzoic acid has a density of 1.479 g/cm3. 4-Fluorobenzoic acid can also cause irritation.


Solubility[edit]

The chemical 4-Fluorobenzoic Acid is soluble in different solutions. It is soluble in 7 different solvents.

4-Fluorobenzoic acid has a solubility of 4.190 M in DMSO, 2.490M in THF, .390M in acetonitrile, and .760M in methanol. 4-Fluorobenzoic acid also has a solubility of .800M in ethanol, .065M in toluene, .009M in water.[3]

Occurrences[edit]

4-Fluorobenzoic Acid will appear as a light yellow crystalline powder and can cause irritation.

Uses[edit]

4-Fluorobenzoic acid is in the benzoic acid family, it can create xenobiotics. Xenobiotics are foreign to a living organism and can include carcinogens, drugs and other compounds that are introduced by artificial means. [4]

4-Fluorobenzoic acid can used to prepare Lomefloxacin, 4-Fluorobenzoyl, and chloride (4-(4-[Bis(4-Fluorophenyl)methyl]piperazin-1-yl)phenyl)methanol. 4-Fluorobenzoic Acid is also the parent to 4-fluorobenzoyl-CoA. Fluorobenzoic Acid can be used for a wide range of purposes.

4-Fluorobenzoic acid can be used to determine iron. To do so, the fluorobenzoic acid must be purified by steam distillation and recrystallized by water. It is then used in the Spectrophotomeric determination of iron. [5]

Production[edit]

Formation[edit]

4-Fluorobenzoic acid can be formed through the aerobic biotransformation of 4-fluorocinnamic acid. [6]

The raw materials for 4-Fluorobenzoic acid include, but are not limited to, Benzocaine Ethyl, 4-fluorobenzoate, 4-Fluorobenzaldehyde and Fluoroboric acid.


Safety[edit]

4-Fluorobenzoic acid can cause skin, eye and respiratory tract irritation. Therefore, avoid ingestion, inhalation and contact with skin. If any contact does occur, get medical aid and make sure to take the proper first aid measures. Flush your eyes and skin if you come in contact with 4-Fluorobenzoic acid. Remove contaminated clothing. If ingested or inhaled remove self from exposure of 4-Fluorobenzoic Acid and into fresh air immediately. [edit][7] -


Storage of 4-Fluorobenzoic Acid[edit]

When handling this chemical, make sure to follow precautionary measures. Wear proper clothes that provide minimal exposure. Wearing protective eyewear and gloves. 4-Fluorobenzoic Acid should be stored in a cool, dry place. This environment should have minimal dust and must have ventilation. Store 4-Fluorobenzoic acid in a tightly sealed container. If this chemical were ever to spill and need to be cleaned up, use a vacuum and dispose of the spillage. Once again, make sure to avoid dust during this process and remove from the current environment.

Research[edit]

There is research that is being done with other forms of n-Fluorobenzoic Acid. One experiment was with 2-Fluorobenzoic Acid with 18)2. It was found that when these two molecules react, it follows a defluorination reaction. The formation proceeds through a cyclic peroxide intermediate.[8]

References[edit]

  1. ^ "4-Fluorobenzoic Acid". Retrieved 15 October 2012.
  2. ^ "4-Fluorobenzoic acid". Retrieved 15 October 2012.
  3. ^ "4-Fluorobenzoic Acid". Open Notebook Science Solubility Challenge. Retrieved 25 October 2012.
  4. ^ "4-fluorobenzoic acid". Retrieved 15 October 2012.
  5. ^ Buchanan, E.B. (1957). "Spectrophotometric Determination of Iron with 2-Fluorobenzoic Acid". Anal. Chem. 29 (5): 754–756. doi:10.1021/ac60125a004. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help); Unknown parameter |month= ignored (help)CS1 maint: date and year (link)
  6. ^ Freitas dos Santos, Luisa M. "Aerobic biotransformation of 4-fluorocinnamic acid to 4-fluorobenzoic acid". Retrieved 15 October 2012.
  7. ^ "Material Safety Data Sheet 4-Fluorobenzoic acid". Retrieved 15 October 2012.
  8. ^ Goldman, Peter (1968). "The Metabolism of 2-Fluorobenzoic Acid II. STUDIES WITH 18O2". American Society of Biological Chemists, Inc. Retrieved 15 October 2012. {{cite web}}: Check date values in: |year= and |year= / |date= mismatch (help); Unknown parameter |coauthors= ignored (|author= suggested) (help); Unknown parameter |month= ignored (help)