4-(Trifluoromethyl)aniline | Solubility of Things

Identification

Molecular formula

C₇H₆F₃N

CAS number

455-14-1

IUPAC name

4-(trifluoromethyl)aniline

State

4-(Trifluoromethyl)aniline is generally in a solid state at room temperature.

Melting point (Celsius)

42.00

Melting point (Kelvin)

315.15

Boiling point (Celsius)

178.20

Boiling point (Kelvin)

451.35

General information

Molecular weight

161.14g/mol

Molar mass

161.1380g/mol

Density

1.3390g/cm³

Appearence

4-(Trifluoromethyl)aniline is typically a white to pale yellow crystalline solid. It is known for its crystalline texture and can appear slightly off-white if impure.

Comment on solubility

Solubility of 4-(trifluoromethyl)aniline

4-(trifluoromethyl)aniline exhibits interesting solubility characteristics due to its unique molecular structure. This compound, which features a highly electronegative trifluoromethyl (−CF₃) group attached to an aniline backbone, influences its interaction with various solvents.

Solubility Insights:

Polar Solvents: 4-(trifluoromethyl)aniline tends to have limited solubility in polar solvents such as water due to the hydrophobic nature of the trifluoromethyl group.
Non-Polar Solvents: It is more soluble in non-polar organic solvents like toluene or hexane, which can effectively solvate the molecule.
Interactions: The presence of the −CF₃ group can result in stronger intermolecular forces, affecting its solubility dynamics.

As a general rule, compounds with bulky and electronegative groups tend to show lower solubility in polar environments, making 4-(trifluoromethyl)aniline a classic example of such behavior. Therefore, when working with this aniline derivative, it is important to consider the solvent choice to achieve desired solubility profiles.

Interesting facts

Interesting Facts About 4-(Trifluoromethyl)aniline

4-(Trifluoromethyl)aniline is an intriguing chemical compound that showcases the fascinating world of organic chemistry, particularly in the area of functionalized aromatic compounds. Here are some notable aspects of this compound:

Structure and Functionality: This compound consists of an aniline moiety that is substituted with a trifluoromethyl group. The presence of the electron-withdrawing trifluoromethyl group markedly influences the reactivity of the aniline nitrogen, making it a valuable entity in the synthesis of other complex molecules.
Applications in Research: 4-(Trifluoromethyl)aniline plays a critical role in the development of pharmaceuticals and agrochemicals. Researchers often utilize it as a building block due to its ability to alter the various properties of target molecules, including lipid solubility and overall bioactivity.
Challenge in Synthesis: The introduction of the trifluoromethyl group, known for its stability and unique electronic properties, can be challenging in synthetic chemistry. Scientists constantly innovate new methodologies to incorporate this group effectively into various substrates.
Impact on Drug Design: Compounds like 4-(trifluoromethyl)aniline are crucial in medicinal chemistry as they can enhance the efficacy and selectivity of drug candidates. The trifluoromethyl group can significantly influence pharmacokinetics and pharmacodynamics.
Environmental Considerations: Given the impact of halogenated compounds on the environment, the study of 4-(trifluoromethyl)aniline also raises important discussions about sustainable chemistry and the need for green alternatives in synthetic methods.

In summary, 4-(Trifluoromethyl)aniline is not just a compound of interest due to its chemical structure; it also serves as a pivotal component in scientific advancements across various fields. As chemists explore its potential, it continues to unravel more mysteries and applications in the world of organic synthesis.

Synonyms

4-(Trifluoromethyl)aniline

455-14-1

4-Aminobenzotrifluoride

4-Trifluoromethylaniline

p-Aminobenzotrifluoride

p-Trifluoromethylaniline

Benzenamine, 4-(trifluoromethyl)-

p-(Trifluoromethyl)aniline

4-(Trifluoromethyl)benzenamine

Aniline, p-(trifluoromethyl)-

MFCD00064396

alpha,alpha,alpha-Trifluoro-p-toluidine

4-Trifluoromethyl-phenylamine

NSC 10337

p-Amino-alpha,alpha,alpha-trifluorotoluene

EINECS 207-236-5

RQJ623MB8G

BRN 1564853

CHEBI:40750

1-amino-4-(trifluoromethyl)benzene

para-trifluoromethylaniline

NSC-10337

4-TFMA

DTXSID5060013

p-TOLUIDINE, alpha,alpha,alpha-TRIFLUORO-

EC 207-236-5

4-12-00-01982 (Beilstein Handbook Reference)

(4-(TRIFLUOROMETHYL)PHENYL)AMINE

TERIFLUNOMIDE METABOLITE (4-TFMA)

LEFLUNOMIDE IMPURITY A [EP IMPURITY]

EN300-20241

.alpha.,.alpha.,.alpha.-Trifluoro-p-toluidine

aniline, 4-trifluoromethyl-

a,a,a-trifluoro-p-toluidine

[4-(trifluoromethyl)phenyl]amine

4-(trifluoromethyl) aniline

LEFLUNOMIDE IMPURITY A (EP IMPURITY)

UNII-RQJ623MB8G

LEFLUNOMIDE IMPURITY A

4-(trifluoromethyl)phenylamine

4-trifluormethylaniline

4-amino benzotrifluoride

4-amino-benzotrifluoride

4-Aminobenzotrifluororide

para-aminobenzotrifluoride

4-trifluoromethyl aniline

4-trifluoromethyl-aniline

4-trifluoro methyl aniline

4-trifluoromethylphenylamine

4-(trifluoromethyl)-aniline

4-trifluoromethyl phenylamine

SCHEMBL10302

4-(trifluoro methyl) aniline

4-trifluoromethyl phenyl amine

4-(trifluoromethyl)benzenaminium

CHEMBL1162294

DTXCID9040421

GCGAKNYKKHXOJP-UHFFFAOYSA-N

XSALEIBQORDDCL-UHFFFAOYSA-N

4-(Trifluoromethyl)aniline, 99%

BDBM626085

NSC10337

[4- (trifluoromethyl)phenyl] amine

[4-(trifluoromethyl)-phenyl]-amine

AC-028

STL164343

AKOS000119383

.alpha.,.alpha.-Trifluoro-p-anisidine

.alpha.,.alpha.-Trifluoro-p-toluidine

CS-W019629

FA00019

PS-8765

p-Toluidine,.alpha.,.alpha.-trifluoro-

p-Amino-.alpha.,.alpha.-trifluorotoluene

A0662

NS00007445

D77859

4-Aminobenzotrifluoride hydrochloride (Salt/Mix)

4-Amino-.alpha.,.alpha.,.alpha.-benzotrifluoride

p-Amino-.alpha.,.alpha.,.alpha.-trifluorotoluene

p-Toluidine, .alpha.,.alpha.,.alpha.-trifluoro-

Q27120406

F2190-0436

Z104477456

Leflunomide impurity A, European Pharmacopoeia (EP) Reference Standard