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Ibuprofen

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Identification
Molecular formula
C13H18O2
CAS number
15687-27-1
IUPAC name
2-hydroxy-4-isopropyl-6-methyl-benzoic acid
State
State

At room temperature, Ibuprofen is in a 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
206.29g/mol
Molar mass
206.2850g/mol
Density
1.0380g/cm3
Appearence

Ibuprofen typically appears as a white powder.

Comment on solubility

Solubility of 2-hydroxy-4-isopropyl-6-methyl-benzoic acid

2-hydroxy-4-isopropyl-6-methyl-benzoic acid, a compound notable for its unique structural features, exhibits some interesting solubility characteristics. Understanding the solubility of this compound is crucial for its applications and functionality in various fields.

Key Solubility Insights:

  • Solvent Compatibility: This compound is generally soluble in organic solvents such as ethanol and acetone, which is typical for many aromatic carboxylic acids.
  • Aqueous Solubility: Its solubility in water is limited due to the hydrophobic isopropyl and methyl groups, which hinder extensive hydrogen bonding.
  • pH Influence: The solubility can increase in basic or acidic solutions, as the carboxylic acid group can become deprotonated (or protonated), enhancing its interaction with the solvent.

In summary, the solubility of 2-hydroxy-4-isopropyl-6-methyl-benzoic acid can be characterized as follows:

  1. **High solubility in organic solvents**.
  2. **Limited aqueous solubility, influenced by pH**.
  3. **Hydrophobic side groups play a key role in solubility behavior**.

These attributes make it an intriguing compound for further study in terms of solubility and its implications in practical applications.

Interesting facts

Interesting Facts about 2-Hydroxy-4-isopropyl-6-methyl-benzoic Acid

2-Hydroxy-4-isopropyl-6-methyl-benzoic acid, also known as Ibuprofen, is a fascinating compound with various applications and properties that make it significant in both medicine and chemistry. Below are some intriguing insights about this compound:

  • Historical Context: Ibuprofen was discovered in the 1960s by Dr. Stewart Adams and his colleagues at Boots Pure Drug Company in the UK. It was developed as a safer alternative to aspirin and has since become one of the most widely used medications globally.
  • Mechanism of Action: As a nonsteroidal anti-inflammatory drug (NSAID), ibuprofen works primarily by inhibiting the enzyme cyclooxygenase (COX), which plays a crucial role in the formation of prostaglandins—hormones that mediate inflammation and pain. This makes it effective for treating a variety of conditions, including headaches, toothaches, arthritis, and fever.
  • Widespread Use: Ibuprofen is available over the counter in various formulations, including tablets, capsules, and suspensions, making it accessible for millions. It is commonly used in both adults and children, contributing to its popularity and importance in healthcare.
  • Research & Development: The compound continues to be the subject of research, with studies exploring its effects beyond pain relief, including potential roles in cancer therapy and neuroprotection. Scientists are constantly investigating how it can be used more effectively and safely for different medical conditions.
  • Environmental Impact: Recent studies have begun to assess the environmental impact of ibuprofen, particularly its presence in aquatic environments. Trace amounts can affect aquatic organisms, prompting discussions about the need for responsible disposal and usage of pharmaceuticals.

As a compound, 2-hydroxy-4-isopropyl-6-methyl-benzoic acid exemplifies the intersection of chemistry and everyday life, showcasing how a single compound can have profound implications in medicine, research, and environmental science. Its journey from a laboratory discovery to a household name demonstrates the incredible power of chemistry in enhancing human health.

Synonyms
BRN 2835325
m-CYMENE-6-CARBOXYLIC ACID, 5-HYDROXY-
5-Hydroxy-m-cymene-6-carboxylic acid
2-Hydroxy-4-isopropyl-6-methylbenzoic acid
17479-65-1
DTXSID50169898
DTXCID9092389
4-10-00-00735 (Beilstein Handbook Reference)