Cas no 1632385-49-9 (3-Chloro-2,4-dimethylbenzoic acid)

3-Chloro-2,4-dimethylbenzoic acid is a substituted benzoic acid derivative characterized by the presence of chloro and methyl functional groups at the 3-, 2-, and 4-positions of the aromatic ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its structural features enhance reactivity in electrophilic and nucleophilic substitution reactions, making it valuable for derivatization and further functionalization. The chlorine and methyl substituents contribute to steric and electronic effects, influencing regioselectivity in synthetic applications. The compound is typically supplied as a high-purity solid, ensuring consistent performance in research and industrial processes. Proper handling and storage are recommended due to its potential reactivity.
3-Chloro-2,4-dimethylbenzoic acid structure
1632385-49-9 structure
Product Name:3-Chloro-2,4-dimethylbenzoic acid
CAS No:1632385-49-9
MF:C9H9ClO2
MW:184.619561910629
CID:5078971
PubChem ID:20527466
Update Time:2025-06-30

3-Chloro-2,4-dimethylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 3-chloro-2,4-dimethylbenzoic acid
    • D86545
    • SCHEMBL1834641
    • MFCD30529804
    • 1632385-49-9
    • CS-0194013
    • WS-02041
    • 3-chloro-2,4-dimethylbenzoicacid
    • 3-Chloro-2,4-dimethylbenzoic acid
    • Inchi: 1S/C9H9ClO2/c1-5-3-4-7(9(11)12)6(2)8(5)10/h3-4H,1-2H3,(H,11,12)
    • InChI Key: WGPMPFXXNUJNOL-UHFFFAOYSA-N
    • SMILES: ClC1=C(C)C=CC(C(=O)O)=C1C

Computed Properties

  • Exact Mass: 184.0291072g/mol
  • Monoisotopic Mass: 184.0291072g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 181
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.8
  • Topological Polar Surface Area: 37.3

3-Chloro-2,4-dimethylbenzoic acid Pricemore >>

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3-Chloro-2,4-dimethylbenzoic acid Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Trimethylaluminum (reaction products with ethanol) Catalysts: Di-μ-chlorobis[1,1′-(1,2-ethanediyl)bis[1,1-dicyclohexylphosphine-κP]]dirhodium Solvents: Dimethylacetamide ,  Tetramethylurea ;  > 1 min, rt
1.2 6 h, 145 °C
Reference
Direct carboxylation of simple arenes with CO2 through a rhodium-catalyzed C-H bond activation
Suga, Takuya; Mizuno, Hajime; Takaya, Jun; Iwasawa, Nobuharu, Chemical Communications (Cambridge, 2014, 50(92), 14360-14363

3-Chloro-2,4-dimethylbenzoic acid Raw materials

3-Chloro-2,4-dimethylbenzoic acid Preparation Products

Additional information on 3-Chloro-2,4-dimethylbenzoic acid

3-Chloro-2,4-Dimethylbenzoic Acid (CAS No. 1632385-49-9): A Comprehensive Overview

The compound 3-Chloro-2,4-Dimethylbenzoic Acid (CAS No. 1632385-49-9) is a significant organic compound with a diverse range of applications in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound is characterized by its unique structure, which combines a benzoic acid moiety with chlorine and methyl substituents at specific positions on the aromatic ring. The presence of these substituents imparts distinct chemical and physical properties to the molecule, making it a valuable building block in organic synthesis.

Recent advancements in synthetic chemistry have led to the development of novel methods for the preparation of 3-Chloro-2,4-Dimethylbenzoic Acid. Researchers have explored various routes, including Friedel-Crafts acylation and Suzuki coupling reactions, to synthesize this compound with high efficiency and purity. These methods not only enhance the scalability of production but also contribute to the sustainability of chemical processes by minimizing waste and reducing energy consumption.

The structural uniqueness of 3-Chloro-2,4-Dimethylbenzoic Acid makes it an attractive candidate for use in drug discovery programs. Its ability to act as a chiral auxiliary or a bioisostere has been extensively studied in recent years. For instance, studies have shown that this compound can serve as a potential lead molecule in the development of anti-inflammatory and anticancer agents due to its ability to modulate key biological pathways.

In addition to its role in pharmaceuticals, 3-Chloro-2,4-Dimethylbenzoic Acid has found applications in agrochemicals as well. Its derivatives have been investigated for their pesticidal properties, particularly as fungicides and insecticides. Recent research has focused on optimizing the bioavailability and efficacy of these derivatives through structural modifications.

The environmental impact of 3-Chloro-2,4-Dimethylbenzoic Acid has also been a topic of interest in recent studies. Scientists have evaluated its biodegradability and toxicity profiles under various environmental conditions. These studies aim to ensure that the use of this compound does not pose significant risks to ecosystems or human health.

Furthermore, the compound has been utilized in materials science for the synthesis of advanced materials such as polymers and nanoparticles. Its ability to act as a versatile monomer has opened new avenues for developing high-performance materials with tailored properties.

In conclusion, 3-Chloro-2,4-Dimethylbenzoic Acid (CAS No. 1632385-49-9) is a versatile compound with a wide range of applications across multiple disciplines. Ongoing research continues to uncover new potential uses and improve its synthesis methods, ensuring its relevance in both academic and industrial settings.

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