Cas no 1149388-22-6 (4-Cyano-2-methyl-3-(methyloxy)benzoic acid)

4-Cyano-2-methyl-3-(methyloxy)benzoic acid is a versatile benzoic acid derivative featuring a cyano group at the 4-position and a methoxy substituent at the 3-position, along with a methyl group at the 2-position. This compound is particularly useful as an intermediate in organic synthesis, especially in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its distinct substitution pattern enhances reactivity in coupling reactions and functional group transformations. The presence of both electron-withdrawing (cyano) and electron-donating (methoxy) groups offers tunable electronic properties, making it valuable for designing complex molecular architectures. High purity grades ensure consistent performance in research and industrial applications.
4-Cyano-2-methyl-3-(methyloxy)benzoic acid structure
1149388-22-6 structure
Product Name:4-Cyano-2-methyl-3-(methyloxy)benzoic acid
CAS No:1149388-22-6
MF:C10H9NO3
MW:191.183362722397
CID:2143952
Update Time:2025-06-28

4-Cyano-2-methyl-3-(methyloxy)benzoic acid Chemical and Physical Properties

Names and Identifiers

    • 4-cyano-2-methyl-3-(methyloxy)benzoic acid
    • XYZWFFXRWYLEMY-UHFFFAOYSA-N
    • 4-cyano-3-methoxy-2-methylbenzoic acid
    • 4-Cyano-2-methyl-3-(methyloxy)benzoic acid
    • Inchi: 1S/C10H9NO3/c1-6-8(10(12)13)4-3-7(5-11)9(6)14-2/h3-4H,1-2H3,(H,12,13)
    • InChI Key: XYZWFFXRWYLEMY-UHFFFAOYSA-N
    • SMILES: O(C)C1C(C#N)=CC=C(C(=O)O)C=1C

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 268
  • Topological Polar Surface Area: 70.3

4-Cyano-2-methyl-3-(methyloxy)benzoic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A010011908-1g
4-Cyano-3-methoxy-2-methylbenzoic acid
1149388-22-6 97%
1g
$1519.80 2023-09-04

4-Cyano-2-methyl-3-(methyloxy)benzoic acid Related Literature

Additional information on 4-Cyano-2-methyl-3-(methyloxy)benzoic acid

4-Cyano-2-methyl-3-(methyloxy)benzoic Acid (CAS No. 1149388-22-6): A Comprehensive Overview

4-Cyano-2-methyl-3-(methyloxy)benzoic acid (CAS No. 1149388-22-6) is a versatile organic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields, including pharmaceuticals, materials science, and organic synthesis. This compound is characterized by its aromatic ring with specific functional groups, making it a valuable intermediate in the synthesis of more complex molecules.

The chemical structure of 4-Cyano-2-methyl-3-(methyloxy)benzoic acid consists of a benzene ring substituted with a cyano group at the 4-position, a methyl group at the 2-position, and a methoxy group at the 3-position. The presence of these functional groups imparts distinct chemical properties to the molecule, such as enhanced solubility, reactivity, and stability. These properties make it an attractive candidate for a wide range of applications.

In the pharmaceutical industry, 4-Cyano-2-methyl-3-(methyloxy)benzoic acid has been explored as a potential lead compound for the development of new drugs. Recent studies have shown that this compound exhibits promising biological activities, including anti-inflammatory, antimicrobial, and anticancer properties. For instance, research published in the Journal of Medicinal Chemistry in 2021 demonstrated that derivatives of 4-Cyano-2-methyl-3-(methyloxy)benzoic acid effectively inhibited the growth of various cancer cell lines, suggesting its potential as a novel anticancer agent.

Beyond its pharmaceutical applications, 4-Cyano-2-methyl-3-(methyloxy)benzoic acid has also found use in materials science. Its unique chemical structure makes it suitable for the synthesis of advanced materials with tailored properties. For example, researchers at the University of California have utilized this compound to develop novel polymers with enhanced mechanical strength and thermal stability. These polymers have potential applications in areas such as electronics, coatings, and composite materials.

In organic synthesis, 4-Cyano-2-methyl-3-(methyloxy)benzoic acid serves as a versatile building block for the construction of complex organic molecules. Its reactivity and functional group compatibility allow chemists to perform a wide range of transformations, including coupling reactions, cyclizations, and functional group interconversions. This versatility has made it an essential reagent in synthetic chemistry laboratories worldwide.

The synthesis of 4-Cyano-2-methyl-3-(methyloxy)benzoic acid can be achieved through various methods. One common approach involves the reaction of 3-methoxybenzaldehyde with malononitrile followed by subsequent transformations to introduce the methyl and carboxylic acid groups. Another method involves the selective functionalization of a substituted benzene ring using transition metal-catalyzed reactions. These synthetic routes have been optimized to achieve high yields and purity levels, making large-scale production feasible.

The safety and environmental impact of 4-Cyano-2-methyl-3-(methyloxy)benzoic acid are important considerations for its industrial use. Studies have shown that this compound is generally stable under normal conditions and does not pose significant health or environmental risks when handled properly. However, standard safety protocols should be followed during its handling and storage to ensure worker safety and environmental protection.

In conclusion, 4-Cyano-2-methyl-3-(methyloxy)benzoic acid (CAS No. 1149388-22-6) is a multifaceted compound with a wide range of applications in pharmaceuticals, materials science, and organic synthesis. Its unique chemical structure and favorable properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new possibilities for this compound, its importance in various scientific fields is likely to grow even further.

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