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4-(Trifluoromethyl)benzoic acid

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Identification
Molecular formula
C8H5F3O2
CAS number
455-24-3
IUPAC name
4-(trifluoromethyl)benzoic acid
State
State

At room temperature, 4-(Trifluoromethyl)benzoic acid is in a solid state.

Melting point (Celsius)
163.00
Melting point (Kelvin)
436.15
Boiling point (Celsius)
255.00
Boiling point (Kelvin)
528.15
General information
Molecular weight
204.12g/mol
Molar mass
204.1360g/mol
Density
1.4770g/cm3
Appearence

4-(Trifluoromethyl)benzoic acid appears as a white crystalline powder.

Comment on solubility

Solubility of 4-(trifluoromethyl)benzoic acid

4-(Trifluoromethyl)benzoic acid, with the formula C8H5F3O2, exhibits unique solubility characteristics due to the presence of the trifluoromethyl group and the carboxylic acid functional group. The solubility properties of this compound can be summarized as follows:

  • Polarity: The trifluoromethyl group contributes a significant electronegativity effect, which can influence the compound's polarity and interaction with solvents.
  • Solvent Preferences: 4-(Trifluoromethyl)benzoic acid is generally more soluble in polar organic solvents such as ethanol and acetone, while its solubility in water is moderate due to the carboxylic acid group.
  • Hydrogen Bonding: The presence of the carboxylic acid group allows for potential hydrogen bonding with water molecules, further enhancing its solubility in polar solvents.

It is noteworthy that the solubility of 4-(trifluoromethyl)benzoic acid can be affected by temperature and pH, with higher temperatures generally increasing solubility in organic solvents. In summary, while the overall solubility is impacted by its functional groups and molecular structure, it is primarily favored in polar environments.

Interesting facts

Interesting Facts about 4-(Trifluoromethyl)benzoic Acid

4-(Trifluoromethyl)benzoic acid, often abbreviated as TFBA, is a notable compound in the field of organic chemistry, particularly for its unique chemical characteristics and applications. This compound features a benzoic acid structure with a trifluoromethyl group, which imparts distinctive properties. Below are some intriguing aspects of TFBA:

  • Unique Properties: The presence of the trifluoromethyl group enhances the compound’s electrophilicity and overall stability, making it valuable in various chemical reactions.
  • Applications in Synthesis: TFBA serves as an important reagent in organic synthesis, particularly in the creation of fluorinated compounds and pharmaceuticals.
  • Research Utility: In research, it is often used as an intermediate or a building block in the development of agrochemicals and dyes, showcasing its versatility in multiple disciplines.
  • Functionalization: The carboxylic acid functional group allows for easy functionalization, enabling chemists to modify its structure for specific applications.
  • Environmental Relevance: Due to its trifluoromethyl group, compounds like TFBA are studied for their environmental impact, particularly regarding persistence and bioaccumulation.

In the words of a seasoned chemist, “The trifluoromethyl group is often seen as a 'beneficial burden’; it enhances potency but can complicate environmental considerations.” The balance between utility and ecological responsibility is a key theme in the use of 4-(trifluoromethyl)benzoic acid.

This compound exemplifies how a simple modification can lead to significant changes in reactivity and application, proving that even small alterations in molecular structure can have profound effects in the scientific arena.

Synonyms
4-(Trifluoromethyl)benzoic acid
455-24-3
4-TRIFLUOROMETHYLBENZOIC ACID
p-Trifluoromethylbenzoic acid
Benzoic acid, 4-(trifluoromethyl)-
P-CARBOXYBENZOTRIFLUORIDE
alpha,alpha,alpha-Trifluoro-p-toluic acid
4-trifluoromethyl benzoic acid
p-trifluoroformylbenzoic acid
4-Trifluoromethyl-benzoic acid
TFMBA
KA05X8S21Z
CHEBI:60696
EINECS 207-242-8
MFCD00002562
NSC 88327
NSC-88327
DTXSID0060018
Para-(trifluoromethyl)benzoic acid
TECOVIRIMAT METABOLITE (TFMBA)
.alpha.,.alpha.,.alpha.-trifluoro-p-toluic acid
4-(Trifluoromethyl)benzoicAcid
3AE
Enamine_005626
4-TFMBA
NCIOpen2_001327
UNII-KA05X8S21Z
SCHEMBL78879
paratrifluoromethylbenzoic acid
CHEMBL443234
DTXCID4040426
XAOXYZSQSPCPOQ-UHFFFAOYSA-N
HMS1409P16
NSC88327
STL169371
AKOS000118809
4-(Trifluoromethyl)benzoic acid, 98%
AC-2487
BS-4038
CS-W015914
HY-W015198
SB13067
BP-11456
SY001624
DB-024077
NS00020418
T1145
EN300-17345
D70992
AO-801/41077414
Q27128434
Z56922105
F0001-1231
alpha,alpha,alpha-Trifluoro-p-toluic acid; 4-Carboxybenzotrifluoride