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Salicylic acid

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Identification
Molecular formula
C11H14O3
CAS number
118-79-6
IUPAC name
2-hydroxy-6-isopropyl-3-methyl-benzoic acid
State
State

It is a solid at room temperature.

Melting point (Celsius)
153.00
Melting point (Kelvin)
426.15
Boiling point (Celsius)
211.00
Boiling point (Kelvin)
484.15
General information
Molecular weight
194.23g/mol
Molar mass
194.2310g/mol
Density
1.1960g/cm3
Appearence

The compound appears as a white crystalline solid with a mild phenolic odor.

Comment on solubility

Solubility of 2-hydroxy-6-isopropyl-3-methyl-benzoic acid

The solubility of 2-hydroxy-6-isopropyl-3-methyl-benzoic acid, also known as ibuprofen, can be quite intriguing. It is classified as a weak acid, which means its solubility may vary significantly depending on the solvent used and the environmental conditions.

Factors Affecting Solubility

The solubility of this compound can be influenced by various factors:

  • pH of the solution: The acidic nature of ibuprofen allows it to dissolve more readily in alkaline solutions compared to acidic ones.
  • Temperature: Generally, the solubility tends to increase with temperature; thus, heating the solution can enhance the dissolution process.
  • Presence of other solvents: The use of co-solvents can also affect solubility, as certain solvents can stabilize the ibuprofen molecules in solution.

In common solvents:
- Ibuprofen exhibits moderate solubility in water (especially at elevated temperatures),
- High solubility in organic solvents like ethanol and methanol.

Practical Implications

The solubility properties are crucial for its pharmaceutical applications; a compound with good solubility is often more bioavailable. As a widely used non-steroidal anti-inflammatory drug (NSAID), ibuprofen's solubility characteristics play a significant role in its effectiveness in the human body.

Therefore, understanding the solubility of 2-hydroxy-6-isopropyl-3-methyl-benzoic acid allows chemists and pharmacists to optimize formulations for maximum efficacy.

Interesting facts

Exploring 2-Hydroxy-6-Isopropyl-3-Methyl-Benzoic Acid

2-Hydroxy-6-isopropyl-3-methyl-benzoic acid, commonly known as salicylic acid derivative, is a fascinating compound with a variety of applications in the fields of chemistry and biology. This compound is primarily notable for its roles in pharmaceuticals, especially in the development of anti-inflammatory and skin care products.

Key Properties & Uses:

  • Pharmaceutical Applications: Its ability to promote the shedding of dead skin cells makes it a popular ingredient in acne treatments and anti-aging formulations.
  • Plant Growth Regulator: Interestingly, this compound can also function as a plant growth regulator, enhancing growth and stress tolerance in plants.
  • Research Relevance: Numerous studies have explored its potential as an analgesic and its effect on various biological pathways, expanding its therapeutic potential beyond dermatology.

Chemical Structure and Mechanism:

The intriguing structure of 2-hydroxy-6-isopropyl-3-methyl-benzoic acid contributes significantly to its reactivity and interaction with biological systems. Features of its structure include:

  • Hydroxyl Group: The presence of this group enhances its solubility in water and contributes to its biological activity.
  • Isopropyl Substituent: The bulky isopropyl group can influence the molecule's potency and selectivity for specific biological targets.

Interesting Insights:

As a derivative of salicylic acid, 2-hydroxy-6-isopropyl-3-methyl-benzoic acid embodies the continued innovation in synthetic methodologies within organic chemistry. Its study showcases the intricate relationship between structure and function, reinforcing the idea that small modifications to molecular structures can lead to significantly different properties and applications. As highlighted by chemists, "The essence of chemistry lies in the transformation; observe how a minor change can yield a compound with extraordinary capabilities."

Overall, 2-hydroxy-6-isopropyl-3-methyl-benzoic acid stands as a testament to the power of chemistry in addressing both medicinal and agricultural challenges, highlighting the ongoing need for research and development in this vibrant field.

Synonyms
2-Hydroxy-6-isopropyl-3-methylbenzoic acid
4389-53-1
o-Carvacrotic acid
o-Carvacrotinic acid
2-Hydroxy-p-cymene-3-carboxylic acid
6-Isopropyl-3-methylsalicylic acid
BRN 2615957
2-Hydroxy-3-methyl-6-isopropylbenzoic acid
2-Hydroxy-3-methyl-6-(1-methylethyl)benzoic acid
Benzoic acid, 2-hydroxy-3-methyl-6-(1-methylethyl)-
DTXSID00195980
4-10-00-00738 (Beilstein Handbook Reference)
p-CYMENE-3-CARBOXYLIC ACID, 2-HYDROXY-
DTXCID40118471
Benzoic acid, 2-hydroxy-3-methyl-6-(1-methylethyl)-(9CI)
623-010-2
2-hydroxy-3-methyl-6-propan-2-ylbenzoic acid
2-hydroxy-3-methyl-6-(propan-2-yl)benzoic acid
SCHEMBL504113
ZHLQYPNVDAMSFD-UHFFFAOYSA-N
Benzoic acid, 2-hydroxy-3-methyl-6-(1-methylethyl)- (9CI)
3-methyl-6-isopropylsalicylic acid
AKOS009158730
DB-051177
2-Hydroxy-6-isopropyl-3-methylbenzoic acid, 99%
InChI=1/C11H14O3/c1-6(2)8-5-4-7(3)10(12)9(8)11(13)14/h4-6,12H,1-3H3,(H,13,14