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Orsellinic acid

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Identification
Molecular formula
C10H12O4
CAS number
480-65-3
IUPAC name
4-hydroxy-5-isopropyl-2-methyl-benzoic acid
State
State

Orsellinic acid is a solid at room temperature.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
397.50
Boiling point (Kelvin)
670.65
General information
Molecular weight
196.21g/mol
Molar mass
196.2100g/mol
Density
1.3000g/cm3
Appearence

Orsellinic acid typically appears as a white crystalline solid.

Comment on solubility

Solubility of 4-hydroxy-5-isopropyl-2-methyl-benzoic acid

When discussing the solubility of 4-hydroxy-5-isopropyl-2-methyl-benzoic acid, it's essential to consider several factors that influence its interaction with solvents:

  • Polarity: The presence of the hydroxyl (-OH) group enhances the compound's polarity, which generally increases solubility in polar solvents such as water.
  • Hydrophobic Effects: The isopropyl and methyl groups contribute hydrophobic characteristics, which can reduce solubility in polar solvents while enhancing solubility in non-polar solvents.
  • pH Sensitivity: As a carboxylic acid, its solubility can significantly vary with the pH of the solution. In more alkaline conditions, deprotonation can occur, increasing its solubility in water.
  • Temperature Influence: Like many organic compounds, solubility can increase with temperature, allowing for a more favorable dissolution of the compound in various solvent media.

In conclusion, the solubility of 4-hydroxy-5-isopropyl-2-methyl-benzoic acid can be described as:

  • Higher in polar solvents, particularly water, at elevated temperatures.
  • Variable in non-polar solvents based on concentration and presence of hydrogen bonding.
  • Subject to change based on pH, which can greatly affect its ionic state and thus its overall solubility.

Understanding these dynamics is crucial for practical applications and chemical processes involving this compound.

Interesting facts

Interesting Facts About 4-hydroxy-5-isopropyl-2-methyl-benzoic Acid

4-hydroxy-5-isopropyl-2-methyl-benzoic acid, commonly known as a derivative of benzoic acid, plays a significant role in both industrial and pharmaceutical contexts. This organic compound is noteworthy for its unique structure and the properties it imparts to various formulations.

Key Characteristics

  • Functional Group Diversity: The presence of hydroxyl and carboxylic acid groups in its structure enhances its potential for hydrogen bonding, leading to interesting interactions in solutions.
  • Biological Activity: Compounds with similar structures often exhibit antimicrobial and antifungal properties, making them significant in the development of preservatives and therapeutics.
  • Applications in Dermatology: Due to its hydroxyl group, it may contribute to formulations aimed at skin health, acting as a gentle exfoliant or pH balancer.

Fun Facts

  • This compound represents a mixture of both aromatic and aliphatic properties, showcasing an intricate balance between stability and reactivity.
  • Its distinct isopropyl substitution can modify the compound’s solubility and volatility, crucial for optimizing formulations in personal care products.
  • 4-hydroxy-5-isopropyl-2-methyl-benzoic acid is often studied in the context of its role in biosynthesis pathways and is regarded as an important synthetic intermediate.

In conclusion, the versatility of 4-hydroxy-5-isopropyl-2-methyl-benzoic acid reflects its importance in the intersection of organic chemistry and practical applications, showcasing the elegance of molecular design and functionality.

Synonyms
584-44-1
p-Thymotic acid
p-Thymotinic acid
5-Hydroxy-p-cymene-2-carboxylic acid
BRN 2833754
2-Methyl-4-hydroxy-5-isopropylbenzoic acid
DTXSID20207110
p-CYMENE-2-CARBOXYLIC ACID, 5-HYDROXY-
Benzoic acid, 4-hydroxy-2-methyl-5-(1-methylethyl)-
DTXCID20129601
Benzoic acid, 4-hydroxy-2-methyl-5-(1-methylethyl)-(9CI)
4-10-00-00735 (beilstein handbook reference)
4-hydroxy-2-methyl-5-(propan-2-yl)benzoic acid
4-hydroxy-2-methyl-5-propan-2-ylbenzoic acid
4-Hydroxy-5-isopropyl-2-methylbenzoic acid
SCHEMBL8945912
Benzoic acid, 4-hydroxy-2-methyl-5-(1-methylethyl)- (9CI)
AAA58444
AKOS022519565
EN300-211354
4-hydroxy-2-methyl-5-(propan-2-yl)benzoicacid
Z1262512082