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Methyl Salicylate

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Identification
Molecular formula
C8H8O3
CAS number
119-36-8
IUPAC name
methyl 2-hydroxy-3-methyl-benzoate
State
State

At room temperature, methyl salicylate is a liquid. It is volatile and can easily vaporize, which contributes to its use in liniments and balms for topical pain relief.

Melting point (Celsius)
-8.30
Melting point (Kelvin)
264.85
Boiling point (Celsius)
220.00
Boiling point (Kelvin)
493.15
General information
Molecular weight
152.15g/mol
Molar mass
152.1490g/mol
Density
1.1747g/cm3
Appearence

Methyl salicylate appears as a colorless or pale yellow liquid. It has a characteristic sweet, wintergreen-like odor. The compound is often used in flavoring and fragrances for its pleasant aroma.

Comment on solubility

Solubility of Methyl 2-Hydroxy-3-methylbenzoate

Methyl 2-hydroxy-3-methylbenzoate, commonly known as a derivative of salicylic acid, exhibits specific solubility characteristics that are influenced by its functional groups. Understanding its solubility can be enhanced by considering the following key points:

  • Polar nature: The presence of the hydroxyl group (–OH) contributes to the compound's ability to form hydrogen bonds, which generally enhances water solubility.
  • Non-polar characteristics: However, the methyl and benzoate groups introduce hydrophobic (non-polar) properties, potentially decreasing solubility in polar solvents.
  • Solvent dependence: Methyl 2-hydroxy-3-methylbenzoate is more soluble in organic solvents such as ethanol, acetone, and ether compared to water.

In summary, while the hydroxyl group promotes solubility in water, the overall balance of polar and non-polar interactions suggests that this compound may primarily favor solubility in organic rather than aqueous environments. To quote a common adage in chemistry, "Like dissolves like", which is particularly relevant when discussing the solubility of this ester compound.

Interesting facts

Interesting Facts about Methyl 2-Hydroxy-3-Methyl-Benzoate

Methyl 2-hydroxy-3-methyl-benzoate is an intriguing compound that belongs to the class of aromatic esters. Here are some noteworthy aspects of this fascinating chemical:

  • Nature and Origin: This compound is derived from benzoic acid, which is a common precursor in organic synthesis. The presence of both hydroxyl (–OH) and methoxy (–OCH3) groups in its structure makes it a valuable intermediate in the chemical industry.
  • Fragrance Profile: Methyl 2-hydroxy-3-methyl-benzoate is known for its pleasant aromatic scents, often reminiscent of floral and fruity fragrances. This attribute makes it a popular choice in the formulation of perfumes and flavorings.
  • Applications: Beyond its olfactory appeal, this compound has applications in various fields, including:
    • Pharmaceuticals: It may serve as a starting material for developing medicinal compounds.
    • Cosmetics: Used in skin care products for its fragrance and potential beneficial properties.
    • Food Industry: Incorporated in the formulation of food additives to enhance flavor.
  • Research Opportunities: Scientists are continuously investigating the potential benefits of methyl 2-hydroxy-3-methyl-benzoate in:
    • Biological studies related to its anti-inflammatory properties.
    • Green chemistry, where its synthesis can be optimized for sustainability.
    • Enhancement of flavor profiles in culinary applications.

In conclusion, methyl 2-hydroxy-3-methyl-benzoate is not just a chemical compound but a versatile entity that plays a significant role across many industries. As it intertwines with our daily lives, its potential has yet to be fully realized, making it an exciting area of exploration for future research and applications.

Synonyms
Methyl 2-hydroxy-3-methylbenzoate
METHYL 3-METHYLSALICYLATE
Benzoic acid, 2-hydroxy-3-methyl-, methyl ester
Methyl o-cresotinate
EINECS 245-557-2
6N2H1LOP9K
NSC 165638
BRN 2413202
UNII-6N2H1LOP9K
NSC-165638
DTXSID1066869
4-10-00-00602 (Beilstein Handbook Reference)
Methyl ester of 2-hydroxy-3-methylbenzoic acid
METHYL SALICYLATE IMPURITY I [EP IMPURITY]
METHYL SALICYLATE IMPURITY I (EP IMPURITY)
RefChem:118360
DTXCID1036836
245-557-2
SUHLUMKZPUMAFP-UHFFFAOYSA-N
23287-26-5
Levegal PT
2,3-Cresotic acid, methyl ester
2-Hydroxy-3-methylbenzoic acid methyl ester
MFCD00020051
Methyl 2-Hydroxy-3-Methyl-Benzoate
Methyl-3-methylsalicylate
3-methylsalicylic acid methyl ester
o-cresotic acid methyl ester
SCHEMBL334485
SCHEMBL6202400
CHEMBL2260708
Sodium aminosalicylate Impurity 7
ALBB-023189
3-methylsalicyclic acid methyl ester
NSC165638
SBB007735
AKOS003297656
FM70981
AS-67573
SY061790
CS-0153704
NS00021889
ST45026519
2-hydroxy-3-methyl-benzoic acid methyl ester
EN300-136232
F19979
F341753
Methyl 2-hydroxy-3-methylbenzoate;2-Hydroxy-3-methylbenzoic acid methyl ester