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Ibuprofen

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Identification
Molecular formula
C15H14O2
CAS number
2743-09-3
IUPAC name
2-phenyl-2-(p-tolyl)acetic acid
State
State

At room temperature, 2-Phenyl-2-(p-tolyl)acetic acid is in the solid state.

Melting point (Celsius)
76.00
Melting point (Kelvin)
349.15
Boiling point (Celsius)
157.00
Boiling point (Kelvin)
430.15
General information
Molecular weight
206.28g/mol
Molar mass
206.2820g/mol
Density
1.1740g/cm3
Appearence

2-Phenyl-2-(p-tolyl)acetic acid, commonly known as Ibuprofen, typically appears as a white crystalline powder. It may also be seen in solid forms such as tablets or caplets when utilized for medicinal purposes. The compound is generally odorless.

Comment on solubility

Solubility of 2-phenyl-2-(p-tolyl)acetic acid

2-phenyl-2-(p-tolyl)acetic acid is an intriguing compound when it comes to its solubility characteristics. This compound, being an aromatic compound with two phenyl groups, exhibits some unique behavior in various solvents:

  • Water: 2-phenyl-2-(p-tolyl)acetic acid is generally insoluble in water due to its significant hydrophobic character.
  • Organic Solvents: It demonstrates good solubility in organic solvents such as:
    • Alcohols (e.g., ethanol, methanol)
    • Aromatic hydrocarbons (e.g., toluene, benzene)
    • Ether (e.g., diethyl ether)
  • Solubility in Mixed Solvents: Upon mixing with suitable co-solvents, its solubility can significantly increase, allowing for more versatile applications.

In conclusion, the solubility profile of 2-phenyl-2-(p-tolyl)acetic acid reflects its molecular structure, where the presence of bulky phenyl groups impedes solubility in polar solvents like water, while enhancing compatibility with non-polar and moderately polar solvents. As the saying goes, "like dissolves like," and this compound is a prime example of that principle in action.

Interesting facts

Understanding 2-Phenyl-2-(p-tolyl)acetic Acid

2-Phenyl-2-(p-tolyl)acetic acid is a fascinating compound that falls under the category of aromatic carboxylic acids. Here are some interesting aspects of this compound:

  • Aromatic Structure: The presence of two phenyl groups in its structure contributes to its unique properties, including enhanced stability and characteristic reactivity.
  • Reactivity: This compound displays typical reactivity of carboxylic acids, making it versatile in organic synthesis and allowing it to participate in various chemical reactions, such as esterification and amidation.
  • Pharmaceutical Implications: The parent compound's structural features have inspired derivatives that play roles in pharmaceuticals, particularly in the development of anti-inflammatory and analgesic medications.
  • Applications in Synthesis: It serves as a crucial building block in organic chemistry, enabling the formation of more complex molecules through reactions like the Grignard reaction or Friedel-Crafts reactions.
  • Biological Interest: Given its structural relationship to other bioactive compounds, 2-phenyl-2-(p-tolyl)acetic acid can be a target for studying various biological activities and mechanisms.

In conclusion, 2-phenyl-2-(p-tolyl)acetic acid exemplifies the intersection of organic chemistry and pharmaceuticals, showcasing how fundamental compounds can lead to innovative applications in health and industry. As researchers continue to explore its derivatives, the potential for discovering new therapeutic agents remains promising.

Synonyms
1882-56-0
2-(4-Methylphenyl)-2-phenylacetic acid
Phenyl(p-tolyl)acetic acid
(4-methylphenyl)(phenyl)acetic acid
ACETIC ACID, PHENYL-p-TOLYL-
2-Phenyl-2-(p-tolyl)aceticacid
Benzeneacetic acid, 4-methyl-alpha-phenyl-
2-phenyl-2-(p-tolyl)acetic acid
MFCD00983826
Benzeneacetic acid, 4-methyl-.alpha.-phenyl-
NSC 401984
4-Methyl-alpha-phenylbenzeneacetic acid
BRN 2105437
NSC401984
Phenyl-p-tolylessigsaure
4-09-00-02541 (Beilstein Handbook Reference)
F2184-0205
SCHEMBL1551142
JYDAJZSDPZCZSG-UHFFFAOYSA-N
DTXSID001295111
AR3875
AKOS015957356
NSC-401984
4-Methyl-I+/--phenylbenzeneacetic acid
2-(4-Methyl-phenyl)-2-phenyl-acetic acid
CS-0172122
EN300-234741
1W-0676