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Orsellinic acid

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Identification
Molecular formula
C12H16O3
CAS number
480-64-8
IUPAC name
4-hydroxy-3,5-diisopropyl-benzoic acid
State
State

Orsellinic acid is typically found as a solid at room temperature.

Melting point (Celsius)
175.00
Melting point (Kelvin)
448.00
Boiling point (Celsius)
468.00
Boiling point (Kelvin)
741.00
General information
Molecular weight
210.26g/mol
Molar mass
210.2730g/mol
Density
1.1625g/cm3
Appearence

Orsellinic acid appears as a white solid under standard conditions. It is crystalline in nature, often forming fine white crystals or powders.

Comment on solubility

Solubility of 4-hydroxy-3,5-diisopropyl-benzoic acid

The solubility of 4-hydroxy-3,5-diisopropyl-benzoic acid, also known as a diisopropyl derivative of salicylic acid, can be quite intriguing owing to its structural characteristics. This compound exhibits some notable solubility properties:

  • Solvent Compatibility: It is typically soluble in organic solvents such as ethanol, acetone, and dichloromethane, showcasing its affinity for non-polar environments due to the presence of the isopropyl groups.
  • Polarity Consideration: The hydroxyl group (-OH) contributes to some degree of polarity, which enhances its solubility in hydrophilic conditions but may still limit its complete solubility in water.
  • Temperature Effects: In general, the solubility may increase with temperature, making it easier to dissolve in solvents when warmed.

It's essential to note that the presence of bulky isopropyl groups can hinder intermolecular interactions, particularly in polar solvents. Therefore, one might say:
"the compound seeks refuge in the company of organic solvents over water."

In conclusion, while 4-hydroxy-3,5-diisopropyl-benzoic acid is versatile in its solubility profile, its behavior largely depends on the solvent used and the environmental conditions such as temperature.

Interesting facts

Interesting Facts about 4-hydroxy-3,5-diisopropyl-benzoic acid

4-hydroxy-3,5-diisopropyl-benzoic acid, often referred to in scientific literature by its systematic name, is a compound with intriguing properties and applications. Below are some notable insights into this benzoic acid derivative:

  • Structure and Function: The compound features a benzoic acid backbone substituted with hydroxy and diisopropyl groups. This unique arrangement enhances its solubility and reactivity, making it valuable in various chemical processes.
  • Biological Relevance: Compounds of this nature are often studied for their potential biological activities. The hydroxy group may contribute to activities such as antioxidant properties, making it a focus in pharmaceuticals and nutraceuticals.
  • Applications in Synthesis: Researchers regularly explore this compound as a building block in organic synthesis. It often serves as an intermediate in the manufacture of polymers and fine chemicals.
  • Environmental Impact: The study of similar compounds highlights their biodegradability and environmental effects. Understanding how 4-hydroxy-3,5-diisopropyl-benzoic acid interacts with ecosystems can inform safer chemical practices.

Overall, 4-hydroxy-3,5-diisopropyl-benzoic acid exemplifies the intersection of chemistry and biology, showcasing the complexity and utility of organic compounds. As research continues, its potential applications may further expand, reinforcing the importance of studying such compounds.

Synonyms
4-Hydroxy-3,5-diisopropylbenzoic Acid
3,5-Diisopropyl-4-hydroxybenzoic acid
4-Hydroxy-3,5-bis(1-methylethyl)benzoic Acid
BRN 2582789
UNII-79DU6CB34N
79DU6CB34N
Benzoic acid, 4-hydroxy-3,5-bis(1-methylethyl)-
BENZOIC ACID, 3,5-DIISOPROPYL-4-HYDROXY-
DTXSID30158604
4-10-00-00759 (Beilstein Handbook Reference)
PROPOFOL IMPURITY N [EP IMPURITY]
PROPOFOL IMPURITY N (EP IMPURITY)
DTXCID1081095
13423-73-9
Propofol 4-Carboxylic Acid
4-hydroxy-3,5-di(propan-2-yl)benzoic acid
Propofol EP impurity N
MFCD00490203
Propofol Impurity N
4-Hydroxy-3,5-bis(1-methylethyl)benzoic Acid; Benzoic acid, 4-hydroxy-3,5-diisopropyl- (6CI,8CI); 4-Hydroxy-3,5-bis(1-methylethyl)benzoic acid; 4-Hydroxy-3,5-diisopropylbenzoic acid; Propofol Imp. N (EP); Propofol Impurity N
SCHEMBL4319072
US9676786, example 5
WYAZPCLFZZTVSP-UHFFFAOYSA-N
BDBM198936
BCP33998
STL164076
4-Hydroxy-3,5-diisopropylbenzoicAcid
AKOS005363655
FD70800
4-hydroxy-3,5-diisopropyl benzoic acid
AS-75752
SY083630
DB-252064
CS-0154316
F53733
Q27266749