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O-Anisic acid, also known as methoxybenzoic acid, is an organic carboxylic acid. It exists in three forms depending on the substitution pattern of the aromatic ring: p-Anisic acid (4-methoxybenzoic acid), m-Anisic acid (3-methoxybenzoic acid), and o-Anisic acid (2-methoxybenzoic acid).
O-Anisic acid is an organic compound. O anisic acid formula is CH3OC6H4CO2H. What is the color of O anisic acid? It is a colorless solid and is one of the isomers of methoxybenzoic acid. What is another name for anisic acid? Another name for this compound is o-Methoxybenzoic acid; 2-methoxybenzoic acid; O-methyl salicylic acid; or salicylic acid methyl ester. The compound has been extensively studied for its intramolecular hydrogen bonding and its role as a substrate in various catalytic reactions.
O-Methoxybenzoic acid is an organic compound with the molecular formula C8H8O3. It is a methoxybenzoic acid and is a methyl ether of salicylic acid. It exhibits properties as a non-steroidal anti-inflammatory drug and flavoring agent. It is the conjugate acid of O-methyl salicylic acid. The structure of O-Anisic acid is as follows:
o-anisic acid structure
Juan Carlos López and colleagues used rotational spectroscopy to study the conformation of O-Anisic acid and its monohydrate clusters produced in supersonic jets to analyze the structural implications of ortho substitution. The primary monomer types show a trans-COOH arrangement, stabilized by an intramolecular O–H–O hydrogen bond from the acid to the methoxy group. Two non-planar monomer forms with a cis-COOH arrangement were also detected. For the most stable cis-COOH conformation isomer, tunneling double peaks have been observed. The potential energy function of the internal rotation connecting these cis forms was estimated from the experimental data. A complex with water and the trans-COOH configuration of the acid was observed for the first time. This was found to be more abundant than another complex featuring a cis-COOH arrangement. The rotational spectra of salicylic acid, salicylic acid methyl ester, and 2-methoxybenzoic acid methyl ester formed upon heating ortho-Anisic acid have generated increased interest in the chemical properties of ortho-substituted benzoic acids.
The target product can be prepared by the reaction of salicylic acid with dimethyl sulfate. First, dissolve salicylic acid in a sodium hydroxide solution and cool to below 20°C. Then, slowly add dimethyl sulfate to this solution while maintaining the temperature around 20°C. When half of the dimethyl sulfate has been added, continue adding the sodium hydroxide solution. After completion, raise the temperature to 95°C within 1 hour and continue adding sodium hydroxide solution. Stir and reflux for 6 to 7 hours. After the reaction is complete, cool the mixture to room temperature, adjust the pH to 2 using concentrated hydrochloric acid, and let it stand. Filter, wash with water, and then wash with sodium hydroxide solution until the pH is 8 to 9. Finally, add crystallizing sodium acetate and glacial acetic acid, let it stand, and filter to obtain o-Methoxybenzoic acid.
O-Anisic acid offers numerous advantages, including its important role in synthetic chemistry, pharmaceuticals, and the fragrance industry. Due to its unique chemical properties and stability, it provides excellent solutions across various fields. Whether in drug development, fragrance formulation, or other chemical synthesis processes, o-Anisic acid demonstrates its distinct value. If you are interested in the applications of o-Anisic acid, it is recommended to explore and procure this high-quality product through platforms such as Guidechem. Through Guidechem, you can access detailed product information and reliable supplier resources to support your research and production needs.
[1]https://en.wikipedia.org/wiki/O-Anisic_acid
[2]https://baike.baidu.com/item/%E9%82%BB%E7%94%B2%E6%B0%A7%E5%9F%BA%E8%8B%AF%E7%94%B2%E9%85%B8
[3]Suzhou Chenghe Pharmaceutical Chemical Co., Ltd. A method for preparing methyl o-methoxybenzoate: CN201511010501.9[P]. 2016-04-06.
[4]Wang Yan, Sun Ziming, Dai Xiaochang, et al. Study on the temperature-dependent infrared spectrum of o-methoxybenzoic acid[J]. Yunnan Chemical Industry, 1992, (03): 5-6+12.
[5]https://pubchem.ncbi.nlm.nih.gov/compound/2-Methoxybenzoic-acid
[6]https://pubs.rsc.org/en/content/articlelanding/2019/cp/c9cp00552h
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