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o-Cresotic acid

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Identification
Molecular formula
C8H8O3
CAS number
632-87-9
IUPAC name
2-hydroxy-6-methyl-benzoic acid
State
State

At room temperature, o-Cresotic acid is in a solid state.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
313.10
Boiling point (Kelvin)
586.25
General information
Molecular weight
152.15g/mol
Molar mass
152.1510g/mol
Density
1.3695g/cm3
Appearence

o-Cresotic acid appears as a white to off-white crystalline solid. It is a derivative of salicylic acid and can form fine needlelike structures.

Comment on solubility

Solubility of 2-Hydroxy-6-methyl-benzoic acid

2-Hydroxy-6-methyl-benzoic acid, commonly known as salicylic acid, exhibits interesting solubility properties that are quite relevant in various chemical and pharmaceutical applications. When considering the solubility of this compound, several key points come into play:

  • Solvent Dependence: This acid is notably soluble in polar solvents such as water and alcohols, making it readily available for various reactions.
  • Temperature Influence: Its solubility increases with temperature, indicating that heating can enhance the dissolution in solvents.
  • pH Sensitivity: The solubility is also affected by the pH of the solution; it tends to dissolve better in basic solutions compared to acidic environments.

In summary, the solubility characteristics of 2-hydroxy-6-methyl-benzoic acid amplify its utility in both the laboratory and medicinal chemistry fields. These properties ensure that the compound can be effectively utilized in various formulations, reflecting its importance in synthesis and application.

Interesting facts

Interesting Facts about 2-hydroxy-6-methyl-benzoic acid

2-hydroxy-6-methyl-benzoic acid, commonly known as salicylic acid, is a fascinating compound with a variety of applications and properties that make it notable in both chemistry and biology.

Biological Significance

This compound plays a crucial role in the biosynthesis of the plant hormone salicylic acid, which is vital for plant defense mechanisms. Here are some key points:

  • Plant Defense: Salicylic acid is involved in the plant's systemic acquired resistance (SAR) against pathogens.
  • Aspirin Connection: Its structural similarity to acetylsalicylic acid (aspirin) leads to its therapeutic use in treating various ailments.

Chemical Properties

As a derivative of benzoic acid, 2-hydroxy-6-methyl-benzoic acid has some interesting chemical properties. Notably:

  • Acidity: The presence of the hydroxyl (-OH) group on the benzene ring allows it to act as a weak acid.
  • Reactivity: It can participate in various chemical reactions, including esterification and acylation.

Applications

The versatility of 2-hydroxy-6-methyl-benzoic acid is evident in its wide range of uses:

  • Pharmaceuticals: It is commonly used in skin care products for acne treatment and exfoliation.
  • Industrial: Its derivatives are employed in manufacturing dyes and fragrances.
  • Research: Scientists use it as a reagent in organic synthesis and a standard in analytical chemistry.

Fun Fact

Interestingly, salicylic acid was first derived from willow tree bark in ancient times, which is why it is an integral part of traditional medicine!

This compound serves as a prime example of how a single molecule can bridge the gap between nature and modern science, proving that the study of chemistry can lead to significant advancements and understanding in various fields.

Synonyms
2-HYDROXY-6-METHYLBENZOIC ACID
567-61-3
6-Methylsalicylic acid
6-Hydroxy-o-toluic acid
2,6-Cresotic acid
Benzoic acid, 2-hydroxy-6-methyl-
6-MSA
Methylsalicylic acid
NSC 403256
UNII-L5352FE23Y
BRN 2208693
CHEBI:17637
L5352FE23Y
NSC-403256
DTXSID20205257
4-10-00-00594 (Beilstein Handbook Reference)
DTXCID20127748
6-Methyl-2-hydroxybenzenecarboxylic acid
Benzoic acid, 2-hydroxy-6-methyl-(9CI)
35745-30-3
2-hydroxymethylbenzoate
hcjmnosiagszbm-uhfffaoysa-n
6-MS
MFCD01194284
6-Methyl-2-hydroxybenzenecarboxylate
2-Hydroxy-6-methylbenzoicacid
2-hydroxy-6-methyl-benzoic acid
SCHEMBL147955
CHEMBL510026
2-Hydroxy-6-methylbenzoic acid #
BCP05389
GEO-04151
LMPK13010002
NSC403256
AKOS004907081
AC-5291
CS-W002751
FH69926
FS-2603
MB01720
PD016989
SY030546
DB-006156
C02657
EN300-105059
Q6172528