Cas no 151360-57-5 (Methyl 2-chloro-6-fluorobenzoate)

Methyl 2-chloro-6-fluorobenzoate is a fluorinated and chlorinated benzoate ester with the molecular formula C?H?ClFO?. This compound serves as a versatile intermediate in organic synthesis, particularly in the pharmaceutical and agrochemical industries, where its functional groups enable further derivatization. The presence of both chloro and fluoro substituents enhances its reactivity, making it valuable for constructing complex molecules. Its stability under standard conditions ensures ease of handling and storage. The ester group offers additional flexibility for hydrolysis or transesterification reactions. This compound is commonly employed in the development of active pharmaceutical ingredients (APIs) and specialty chemicals due to its precise structural features.
Methyl 2-chloro-6-fluorobenzoate structure
151360-57-5 structure
Product Name:Methyl 2-chloro-6-fluorobenzoate
CAS No:151360-57-5
MF:C8H6ClFO2
MW:188.583445072174
MDL:MFCD02245077
CID:1040350
PubChem ID:593924
Update Time:2025-05-21

Methyl 2-chloro-6-fluorobenzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-chloro-6-fluorobenzoate
    • benzoic acid, 2-chloro-6-fluoro-, methyl ester
    • CGOPETUZNLPTSU-UHFFFAOYSA-N
    • 2-Chloro-6-fluorobenzoic acid methyl ester
    • Methyl 2-chloro-6-fluorobenzoate #
    • AB0058183
    • ST24025230
    • Z4198
    • TL80090274
    • Z19748643
    • DTXSID50344022
    • EN300-138109
    • 151360-57-5
    • SCHEMBL946028
    • DS-17726
    • CS-0042682
    • AKOS003886057
    • SY103227
    • Methyl2-chloro-6-fluorobenzoate
    • MFCD02245077
    • DB-360681
    • Methyl 2-chloro-6-fluoro-benzoate
    • MDL: MFCD02245077
    • Inchi: 1S/C8H6ClFO2/c1-12-8(11)7-5(9)3-2-4-6(7)10/h2-4H,1H3
    • InChI Key: CGOPETUZNLPTSU-UHFFFAOYSA-N
    • SMILES: ClC1C=CC=C(C=1C(=O)OC)F

Computed Properties

  • Exact Mass: 188.00408
  • Monoisotopic Mass: 188.0040353g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 174
  • 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: 2.4
  • Topological Polar Surface Area: 26.3

Experimental Properties

  • PSA: 26.3

Methyl 2-chloro-6-fluorobenzoate Pricemore >>

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Additional information on Methyl 2-chloro-6-fluorobenzoate

Methyl 2-chloro-6-fluorobenzoate: A Comprehensive Overview

Methyl 2-chloro-6-fluorobenzoate, also known by its CAS number 151360-57-5, is a chemical compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound is a derivative of benzoic acid, with specific substituents that confer unique properties. The molecule consists of a benzene ring substituted with a chlorine atom at the 2-position, a fluorine atom at the 6-position, and an ester group (-COOCH3) at the para position relative to the chlorine atom. These substituents not only influence the compound's physical and chemical properties but also make it a valuable intermediate in various synthetic processes.

The synthesis of Methyl 2-chloro-6-fluorobenzoate typically involves multi-step reactions, often starting from chlorobenzene or fluorobenzene derivatives. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing production costs and environmental impact. For instance, researchers have explored the use of palladium-catalyzed cross-coupling reactions to introduce the fluorine substituent at the desired position. Such methods not only enhance yield but also improve the purity of the final product, making it more suitable for high-performance applications.

One of the most notable applications of Methyl 2-chloro-6-fluorobenzoate is in the pharmaceutical industry. The compound serves as an intermediate in the synthesis of various bioactive molecules, including antiviral agents and anticancer drugs. Its ability to undergo nucleophilic aromatic substitution reactions makes it particularly useful in constructing complex molecular frameworks. Recent studies have demonstrated its role in the development of novel antiviral agents targeting emerging pathogens, highlighting its potential in addressing global health challenges.

In addition to pharmaceutical applications, Methyl 2-chloro-6-fluorobenzoate finds utility in materials science, particularly in the synthesis of advanced polymers and optoelectronic materials. The compound's electron-withdrawing groups (chlorine and fluorine) significantly influence its electronic properties, making it a promising candidate for use in organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). Researchers have reported enhanced charge transport properties in materials derived from this compound, which could pave the way for more efficient and sustainable electronic devices.

The physical properties of Methyl 2-chloro-6-fluorobenzoate are also worth noting. It exists as a crystalline solid at room temperature with a melting point of approximately 75°C. Its solubility in common organic solvents such as dichloromethane and ethyl acetate facilitates its use in various synthetic protocols. The compound's stability under standard storage conditions further enhances its practicality for industrial applications.

From an environmental perspective, understanding the fate and transport of Methyl 2-chloro-6-fluorobenzoate is crucial for assessing its potential impact on ecosystems. Recent studies have investigated its biodegradation pathways under aerobic and anaerobic conditions, revealing that it undergoes rapid microbial degradation under aerobic conditions. This finding is reassuring for industries utilizing this compound, as it suggests minimal long-term environmental persistence.

In conclusion, Methyl 2-chloro-6-fluorobenzoate (CAS No: 151360-57-5) is a versatile compound with significant potential across multiple disciplines. Its unique chemical structure enables diverse applications ranging from pharmaceuticals to advanced materials. Ongoing research continues to uncover new avenues for its utilization, underscoring its importance in modern chemistry. As scientific advancements continue to unfold, this compound is poised to play an even greater role in shaping future innovations.

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