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Orsellinic acid

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Identification
Molecular formula
C8H8O3
CAS number
480-54-6
IUPAC name
2-hydroxy-5-methyl-benzoic acid
State
State

Orsellinic acid is a solid at room temperature, usually presented as crystalline powder with a stable form under normal conditions.

Melting point (Celsius)
175.00
Melting point (Kelvin)
448.15
Boiling point (Celsius)
384.00
Boiling point (Kelvin)
657.15
General information
Molecular weight
166.15g/mol
Molar mass
166.1470g/mol
Density
1.4800g/cm3
Appearence

Orsellinic acid is typically found as white to off-white crystalline powder. It may appear as needle-like crystals under certain conditions of crystallization.

Comment on solubility

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

2-hydroxy-5-methyl-benzoic acid, commonly known as salicylic acid, exhibits intriguing solubility characteristics that are noteworthy for various applications.

Solubility in Different Solvents

This compound demonstrates solubility that can greatly vary depending on the solvent used:

  • Water: 2-hydroxy-5-methyl-benzoic acid is moderately soluble in water, particularly at elevated temperatures.
  • Organic Solvents: It readily dissolves in a variety of organic solvents, including ethanol, methanol, and acetone.
  • Aqueous Solutions: Its solubility can increase in basic conditions, as the ionization of the carboxylic acid group at higher pH can enhance its solubility.

Factors Influencing Solubility

Several factors can influence the solubility of 2-hydroxy-5-methyl-benzoic acid:

  • Temperature: Increased temperature generally leads to higher solubility.
  • pH of the Solution: As previously mentioned, an alkaline environment can boost solubility due to ionization.
  • Molecular Structure: The presence of hydroxyl (-OH) and carboxylic acid (-COOH) functional groups aids in hydrogen bonding with solvents, enhancing solubility.

In summary, the solubility of 2-hydroxy-5-methyl-benzoic acid underscores its versatility and relevance in both pharmaceutical and industrial contexts.

Interesting facts

Interesting Facts about 2-Hydroxy-5-methyl-benzoic Acid

2-Hydroxy-5-methyl-benzoic acid, also known as salicylic acid methyl ether or 2-hydroxy-5-methylbenzoic acid, is a notable compound in organic chemistry, primarily recognized for its various applications in medicinal and industrial fields. Here are some fascinating aspects of this compound:

  • Biochemical Significance: This compound is a derivative of salicylic acid, which is famous for its role in the treatment of skin conditions such as acne and psoriasis. Its chemical modifications enhance its properties, making it beneficial for topical formulations.
  • Natural Occurrence: 2-Hydroxy-5-methyl-benzoic acid can be found in small amounts in certain plants and is an important metabolite in various biological pathways.
  • Synthesis and Reactions: The synthesis of this compound often involves the hydroxylation of methylbenzoic acids and can be achieved through various organic reactions, showcasing the versatility of organic chemistry techniques.
  • Industrial Use: Due to its properties, this compound is utilized in the production of certain antibacterial agents, preservatives, and plasticizers, highlighting its value beyond the laboratory.
  • Environmental Research: Studies have shown that compounds like 2-hydroxy-5-methyl-benzoic acid can be involved in environmental processes, particularly in understanding the degradation of pollutants.

In conclusion, 2-hydroxy-5-methyl-benzoic acid is more than just a chemical formula. Its applications range from healthcare to environmental chemistry, and its role in the science community continues to grow. As one researcher noted, "The simplicity of molecular structures often belies their profound impact on both industry and health."

Synonyms
5-Methylsalicylic acid
89-56-5
2-HYDROXY-5-METHYLBENZOIC ACID
p-Cresotic acid
2,5-Cresotic acid
p-Cresotinic acid
6-Hydroxy-m-toluic acid
p-Homosalicylic acid
Benzoic acid, 2-hydroxy-5-methyl-
5-Methyl-2-hydroxybenzoic acid
6-Hydroxy-3-methylbenzoic acid
5-methyl salicylic acid
alpha-Cresotinic acid
.alpha.-Cresotinic acid
NSC 38518
6GAI2MTV5V
EINECS 201-918-6
MFCD00002461
BRN 1909076
AI3-25422
NSC-38518
P-CRESOTIC ACID [MI]
CHEMBL1161012
DTXSID20237472
4-10-00-00610 (Beilstein Handbook Reference)
5-Methylsalicylicacid
UNII-6GAI2MTV5V
p-Kresotinsaure
5mS acid
54G
5-metylsalicylic acid
SCHEMBL127149
5-Methylsalicylic acid, 98%
5-methyl-2-hydroxobenzoic acid
DTXCID20159963
HFC48179
NSC38518
BBL027383
BDBM50252630
STL374096
AKOS000121590
FM25565
PS-4592
HY-78573
SY013534
DB-000253
CS-0008584
NS00039335
EN300-22339
Q27264861
F8889-1114
Z147642456
2-Hydroxy-5-methylbenzoic acid;2,5-Cresotic acid (8CI);5-Methyl-2-hydroxybenzoic acid