206551-41-9 | 3-Bromo-2-fluorobenzoic acid methyl ester

CAS:206551-41-9 | 3-Bromo-2-fluorobenzoic acid methyl ester,Description

“Methyl 3-bromo-2-fluorobenzoate” is a chemical compound that appears as white to pale cream crystals or powder. It is used as a synthetic intermediate for dabrafenib, a selective BRAF inhibitor known for treating BRAF mutation-positive cancer.

Synthesis Analysis

While specific synthesis methods for “Methyl 3-bromo-2-fluorobenzoate” were not found, it’s worth noting that the compound plays a role in the synthesis of dabrafenib. More detailed information might be available in specialized chemical synthesis databases or literature.

Molecular Structure Analysis

The molecular formula of “Methyl 3-bromo-2-fluorobenzoate” is C8H6BrFO2. The InChI code is 1S/C8H6BrFO2/c1-12-8(11)5-3-2-4-6(9)7(5)10/h2-4H,1H3. The exact mass and monoisotopic mass are 231.95352 g/mol.

Physical And Chemical Properties Analysis

“Methyl 3-bromo-2-fluorobenzoate” is a solid substance that appears as white to pale cream crystals or powder. Its molecular weight is 233.03 g/mol. The compound has a topological polar surface area of 26.3 Ų. Other properties such as boiling point, melting point, and density were not found in the search results.

Scientific Research Applications

• Synthesis Applications :
  • Methyl 3-bromo-2-fluorobenzoate is used in the synthesis of various compounds. For instance, a study by Chen Bing-he (2008) demonstrated the synthesis of Methyl 4-Bromo-2-methoxybenzoate from 4-bromo-2-fluorotoluene, indicating its utility in complex organic synthesis processes (Chen Bing-he, 2008).
• Optimization of Synthesis Methods :
  • Yin Jian-zhong (2010) explored the optimization of synthesis methods for similar compounds, such as Methyl 2-amino-5-fluorobenzoate. This indicates the ongoing research to improve the efficiency and yield of synthesis processes involving halogenated benzoates (Yin Jian-zhong, 2010).
• Novel Synthesis Pathways :
  • Research by Noriaki Kudo et al. (1996) revealed novel synthesis pathways involving methyl 2-chloro-5-ethoxycarbonylamino-4-fluorobenzoate, showcasing the compound's role in developing new chemical reactions and products (Noriaki Kudo et al., 1996).
• Antimicrobial Activity :
  • A study conducted by A. Saeed et al. (2010) examined the antimicrobial activity of compounds synthesized from halogen-substituted benzoates, highlighting the potential pharmaceutical applications of these compounds (A. Saeed et al., 2010).
• Thermochemical Properties :
  • K. Zherikova and S. Verevkin (2019) analyzed the thermochemical properties of halogenosubstituted benzoic acids, which could be relevant for understanding the physical and chemical behavior of Methyl 3-bromo-2-fluorobenzoate under different conditions (K. Zherikova & S. Verevkin, 2019) .
• Environmental and Analytical Chemistry :
  • Research by K. Londry and P. Fedorak (1993) utilized fluorinated compounds to study the degradation pathways in methanogenic consortia, indicating the use of such compounds in environmental chemistry and analysis (K. Londry & P. Fedorak, 1993).
• Sensor Development :
  • Xingpei Ye et al. (2014) developed a new fluorogenic chemosensor using compounds similar to Methyl 3-bromo-2-fluorobenzoate, demonstrating its potential in sensor technology and materials science (Xingpei Ye et al., 2014).
• Biochemistry and Enzyme Studies :
  • A study by L. Reynolds et al. (1988) investigated the enzymatic processing of halogen-substituted benzoates, shedding light on biochemical processes and enzymatic interactions (L. Reynolds et al., 1988).

Safety And Hazards

“Methyl 3-bromo-2-fluorobenzoate” is considered hazardous according to the 2012 OSHA Hazard Communication Standard. It may cause skin irritation, serious eye irritation, and may cause respiratory irritation. Precautionary measures include avoiding dust formation, avoiding breathing mist, gas or vapors, avoiding contact with skin and eyes, using personal protective equipment, wearing chemical impermeable gloves, ensuring adequate ventilation, and removing all sources of ignition.

Future Directions

“Methyl 3-bromo-2-fluorobenzoate” is currently used as a synthetic intermediate for dabrafenib, a medication used to treat BRAF mutation-positive cancer. As our understanding of cancer biology grows and new therapeutic targets are identified, it’s possible that this compound could find additional uses in the synthesis of other therapeutic agents.

More Information