Cas no 31490-86-5 (Benzoic acid,2-(acetyloxy)-6-methyl-)

Benzoic acid, 2-(acetyloxy)-6-methyl-, is a specialized organic compound characterized by the presence of both benzoic acid and acetyl ester functional groups. Its molecular structure, incorporating a methyl substituent at the 6-position, enhances its reactivity and utility in synthetic chemistry applications. This compound is particularly valued for its role as an intermediate in the synthesis of pharmaceuticals, fragrances, and fine chemicals, where its acetyloxy group facilitates further derivatization. Its stability under controlled conditions and predictable reactivity make it a reliable choice for researchers and industrial chemists. The compound's purity and consistent performance are critical for achieving high yields in complex organic transformations.
Benzoic acid,2-(acetyloxy)-6-methyl- structure
31490-86-5 structure
Product Name:Benzoic acid,2-(acetyloxy)-6-methyl-
CAS No:31490-86-5
MF:C10H10O4
MW:194.184003353119
MDL:MFCD11505012
CID:312788
PubChem ID:5254798
Update Time:2025-06-07

Benzoic acid,2-(acetyloxy)-6-methyl- Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid,2-(acetyloxy)-6-methyl-
    • 2-(Acetyloxy)-6-methylbenzoic acid
    • 2-Acetoxy-6-methyl-benzoesaeure
    • 2-acetoxy-6-methylbenzoic acid
    • 2-acetoxy-6-methyl-benzoic acid
    • 2-acetyloxy-6-methyl-benzoic Acid
    • 2-Methyl-6-acetoxy-benzoesaeure
    • 6-acetyloxy-2-methylbenzoic acid
    • AC1NQU9Q
    • ACMC-1BZ82
    • CTK6A2300
    • SBB052788
    • SureCN9364224
    • 31490-86-5
    • MFCD11505012
    • AKOS006326091
    • TS-02753
    • DTXSID80413573
    • SCHEMBL9364224
    • 2-Acetoxy-6-methylbenzoicacid
    • 2-acetyloxy-6-methylbenzoic acid
    • MDL: MFCD11505012
    • Inchi: 1S/C10H10O4/c1-6-4-3-5-8(14-7(2)11)9(6)10(12)13/h3-5H,1-2H3,(H,12,13)
    • InChI Key: OSRBGUCAZNZFMF-UHFFFAOYSA-N
    • SMILES: O(C(C)=O)C1=CC=CC(C)=C1C(=O)O

Computed Properties

  • Exact Mass: 194.0579
  • Monoisotopic Mass: 194.05790880g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 236
  • 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: 1.4
  • Topological Polar Surface Area: 63.6?2

Experimental Properties

  • PSA: 63.6

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Benzoic acid,2-(acetyloxy)-6-methyl- Related Literature

Additional information on Benzoic acid,2-(acetyloxy)-6-methyl-

Benzoic acid, 2-(acetyloxy)-6-methyl- (CAS No. 31490-86-5): A Comprehensive Overview

Benzoic acid, 2-(acetyloxy)-6-methyl- (CAS No. 31490-86-5) is a versatile organic compound that has garnered significant attention in the fields of pharmaceuticals, chemical synthesis, and materials science. This compound, also known as 2-acetoxy-6-methylbenzoic acid, is characterized by its unique molecular structure and diverse applications. In this article, we will delve into the chemical properties, synthesis methods, and potential uses of this compound, highlighting recent advancements and research findings.

The molecular formula of Benzoic acid, 2-(acetyloxy)-6-methyl- is C10H10O3, and its molecular weight is approximately 178.18 g/mol. The compound features a benzene ring with an acetoxy group (-OCOCH3) at the 2-position and a methyl group (-CH3) at the 6-position. This specific arrangement of functional groups imparts unique chemical and physical properties to the molecule, making it a valuable intermediate in various synthetic pathways.

In terms of physical properties, Benzoic acid, 2-(acetyloxy)-6-methyl- is a white crystalline solid at room temperature. It is soluble in organic solvents such as ethanol, acetone, and dichloromethane but has limited solubility in water. The compound exhibits a melting point of around 145-147°C and a boiling point of approximately 270°C under standard conditions. These properties make it suitable for use in a wide range of chemical processes and applications.

The synthesis of Benzoic acid, 2-(acetyloxy)-6-methyl- can be achieved through several methods. One common approach involves the acetylation of 2-hydroxy-6-methylbenzoic acid using acetic anhydride in the presence of a catalyst such as sulfuric acid or p-toluenesulfonic acid. This reaction proceeds via the formation of an ester linkage between the hydroxyl group and the acetyl group, resulting in the desired product. Another method involves the Friedel-Crafts acylation of methyl benzoate followed by hydrolysis to yield the final compound.

Benzoic acid, 2-(acetyloxy)-6-methyl- has found applications in various industries due to its unique properties. In the pharmaceutical sector, it serves as an intermediate in the synthesis of drugs with anti-inflammatory and analgesic properties. Recent studies have shown that derivatives of this compound exhibit potent anti-inflammatory activity by inhibiting cyclooxygenase (COX) enzymes, which are key mediators of inflammation. Additionally, some derivatives have demonstrated antitumor effects by inducing apoptosis in cancer cells.

In materials science, Benzoic acid, 2-(acetyloxy)-6-methyl- is used as a building block for the synthesis of functional polymers and coatings. Its ability to form stable ester linkages makes it useful in the development of biodegradable materials with controlled degradation rates. These materials have potential applications in drug delivery systems and environmental remediation technologies.

The environmental impact of Benzoic acid, 2-(acetyloxy)-6-methyl- has also been studied to ensure its safe use in various applications. Research indicates that while the compound itself is not highly toxic or environmentally hazardous, proper handling and disposal practices should be followed to minimize any potential risks. Studies on biodegradability have shown that under appropriate conditions, this compound can be broken down by microbial action, reducing its environmental footprint.

In conclusion, Benzoic acid, 2-(acetyloxy)-6-methyl- (CAS No. 31490-86-5) is a multifunctional organic compound with a wide range of applications in pharmaceuticals, chemical synthesis, and materials science. Its unique molecular structure and versatile properties make it an important intermediate in various synthetic pathways. Ongoing research continues to uncover new potential uses for this compound, further highlighting its significance in modern chemistry and related fields.

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