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Ibuprofen

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Identification
Molecular formula
C13H18O2
CAS number
15687-27-1
IUPAC name
2-(4-isobutylphenyl)acetic acid
State
State

At room temperature, ibuprofen is in a solid state. It is typically found in pharmacies as tablets or capsules, both of which are solid forms designed for oral ingestion and absorption by the human body.

Melting point (Celsius)
76.00
Melting point (Kelvin)
349.15
Boiling point (Celsius)
157.00
Boiling point (Kelvin)
430.15
General information
Molecular weight
206.29g/mol
Molar mass
206.2840g/mol
Density
1.0300g/cm3
Appearence

Ibuprofen appears as a white powder or crystalline solid. It is odorless and has a bitter taste. It is often available in tablet or capsule form, which may vary in color depending on the tablet's coatings and manufacturer specifications.

Comment on solubility

Solubility of 2-(4-isobutylphenyl)acetic acid

2-(4-isobutylphenyl)acetic acid, often denoted as IBPA, is a compound whose solubility characteristics are influenced by its structural components. The hydrophobic isobutyl groups attached to the aromatic ring tend to decrease its solubility in polar solvents while enhancing its solubility in organic solvents. This behavior is significant given its potential applications.

When considering the solubility of IBPA, here are some key points to keep in mind:

  • Solvent Polarity: The solubility of IBPA is generally higher in non-polar organic solvents (e.g., hexane, chloroform) due to the hydrophobic nature of the isobutyl group.
  • pH Sensitivity: As a carboxylic acid, IBPA may exhibit different solubility profiles depending on the pH of the solution. In neutral or basic environments, ionization can occur, thus enhancing its solubility in water.
  • Temperature Effect: Increased temperature often enhances the solubility of organic compounds, including IBPA, particularly in organic solvents.
  • Structure Influence: The bulky isobutyl group can create steric hindrance, impacting crystal packing and thus affecting dissolution rates in solids.

It is crucial to note that the solubility profile can vary significantly based on these parameters. Scientists often perform solubility tests under varying conditions to fully understand how IBPA behaves in different environments.

In summary, while the solubility of 2-(4-isobutylphenyl)acetic acid can be complex, recognizing the influence of structural and environmental factors can provide a clearer picture of its behavior in solution.

Interesting facts

Interesting Facts About 2-(4-isobutylphenyl)acetic Acid

2-(4-isobutylphenyl)acetic acid, often referred to in the context of medicinal chemistry, is a fascinating compound with various applications. Here are some intriguing aspects of this compound:

  • Pharmaceutical Relevance: This compound is considered for its potential anti-inflammatory properties, making it a subject of interest in drug development and therapeutic formulations.
  • Structural Features: The presence of the isobutyl group contributes to the compound's lipophilicity, improving its ability to permeate biological membranes.
  • Synthesis Techniques: The synthetic routes to produce this compound often involve sophisticated organic reactions, which can provide a hands-on learning experience for chemistry students. Methods such as Friedel-Crafts acylation or variations of the Grignard reaction could be employed.
  • Alternative Names: This compound may also be known by various alternate names in literature, serving as an example of how nomenclature can vary considerably across different fields.
  • Research Potential: Ongoing studies explore its potential mechanisms of action, which makes it an interesting topic for research and discussion in contemporary medicinal chemistry.

In conclusion, 2-(4-isobutylphenyl)acetic acid stands out not only for its structural uniqueness but also for its implications in health sciences. As researchers continue to delve into its properties, this compound exemplifies the intersection of organic chemistry and pharmacology, demonstrating the vital role of chemical research in developing new therapeutic agents.

Synonyms
Ibufenac
1553-60-2
4-Isobutylphenylacetic acid
Dytransin
Ibunac
Isodilan
Benzeneacetic acid, 4-(2-methylpropyl)-
Medirex
(p-Isobutylphenyl)acetic acid
Ibufenaco
Ibufenacum
(4-isobutylphenyl)acetic acid
4-(2-Methylpropyl)benzeneacetic acid
RD 11654
Ibufenacum [INN-Latin]
Ibufenaco [INN-Spanish]
p-Isobutyl-alpha-toluic acid
Ibufenac [USAN:INN:BAN]
NSC 99976
ACETIC ACID, (p-ISOBUTYLPHENYL)-
EINECS 216-302-2
5V4WIX44VI
Dytransin (TN)
NSC-99976
Kyselina p-isobutylfenyloctova
Kyselina p-isobutylfenyloctova [Czech]
BRN 2046683
DTXSID0044107
CHEBI:76158
IBUFENAC [USAN]
IBUFENAC [INN]
IBUFENAC [JAN]
IBUFENAC [MI]
IBUFENAC [MART.]
IBUFENAC [WHO-DD]
[4-(2-methylpropyl)phenyl]acetic acid
RD-11654
DTXCID8024107
NSC99976
Ibufenacum (INN-Latin)
Ibufenaco (INN-Spanish)
IBUFENAC (MART.)
(4-(2-methylpropyl)phenyl)acetic acid
216-302-2
2-(4-isobutylphenyl)acetic acid
2-[4-(2-methylpropyl)phenyl]acetic acid
4-ISO-BUTYLPHENYLACETIC ACID
CHEMBL341812
NCGC00160451-01
CAS-1553-60-2
UNII-5V4WIX44VI
MFCD00864374
p-isobutylphenylacetic acid
SCHEMBL24244
Ibufenac (JAN/USAN/INN)
Ibufenac, >=95% (HPLC)
WLN: QV1R D1Y1&1
(4-Isobutyl-phenyl)-acetic acid
HMS1746D04
BCP15270
Tox21_111821
BDBM50295285
CL8792
AKOS000280974
Tox21_111821_1
CCG-357868
CS-W021412
FI24526
HY-W040672
NCGC00160451-02
BS-13896
DB-367855
NS00025045
EN300-13982
D01963
SBI-0653913.0001
SR-01000944865
Q3791607
SR-01000944865-1
Z94602147
(p-isobutylphenyl)-aceticaci;(p-isobutylphenyl)aceticacid;4-(2-methylpropyl)-benzeneaceticaci;4-(2-methylpropyl)benzeneaceticacid;
4-(2-Methylpropyl)benzeneacetic acid;4-(2-Methylpropyl)phenylacetic acid;4-Isobutoxyphenylacetic acid