• 1. Examination of the hydrogen-bonding networks in small water clusters (n = 2–5, 13, 17) using absolutely localized molecular orbital energy decomposition analysis?
  Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
• 2. Excellent lithium ion storage property of porous MnCo2O4 nanorods?
  Peiyuan Zeng,Xiaoxiao Wang,Ming Ye,Qiuyang Ma,Jianwen Li,Wanwan Wang,Baoyou Geng,Zhen Fang RSC Adv., 2016,6, 23074-23084
• 3. Emerging investigators
  Polym. Chem., 2015,6, 5501-5502
• 4. Excitation dependent bidirectional electron transfer in phthalocyanine-functionalised MoS2 nanosheets?
  Christopher J. Harrison,Kyle J. Berean,Enrico Della Gaspera,Jian Zhen Ou,Richard B. Kaner,Kourosh Kalantar-zadeh,Torben Daeneke Nanoscale, 2016,8, 16276-16283
• 5. Excimer formation effects and trap-assisted charge recombination loss channels in organic solar cells of perylene diimide dimer acceptors?
  Min Kim,Jae-Joon Lee,Tengling Ye,Panagiotis E. Keivanidis,Kilwon Cho J. Mater. Chem. C, 2020,8, 1686-1696

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters

Methyl 2-Amino-3-Fluorobenzoate (CAS No. 144851-82-1): A Comprehensive Overview

Methyl 2-amino-3-fluorobenzoate, with the CAS registry number 144851-82-1, is a compound of significant interest in the fields of organic chemistry and pharmaceutical research. This compound is characterized by its unique chemical structure, which includes a benzoate ester group and substituents that confer distinct chemical properties. The molecule consists of a benzene ring with an amino group (-NH2) at the 2-position and a fluorine atom at the 3-position, with the ester group (-COOCH3) attached to the benzene ring. This configuration makes it a versatile compound with potential applications in drug design, agrochemicals, and material science.

Recent studies have highlighted the importance of methyl 2-amino-3-fluorobenzoate in medicinal chemistry, particularly in the development of bioactive compounds. Researchers have explored its role as a building block for synthesizing more complex molecules with therapeutic potential. For instance, the amino group in the molecule can act as a nucleophile in various condensation reactions, enabling the formation of heterocyclic structures that are often found in pharmaceutical agents. Additionally, the fluorine substituent introduces electronic effects that can enhance or modulate the biological activity of the compound.

The synthesis of methyl 2-amino-3-fluorobenzoate typically involves multi-step organic reactions. One common approach is the Friedel-Crafts acylation followed by esterification and subsequent fluorination. However, recent advancements in catalytic methods have allowed for more efficient and environmentally friendly syntheses. For example, microwave-assisted synthesis has been employed to accelerate reaction times while maintaining high yields. These developments underscore the importance of continuous innovation in synthetic methodologies to meet the demands of modern drug discovery.

In terms of physical properties, methyl 2-amino-3-fluorobenzoate is known to be a crystalline solid with a melting point around 150°C. Its solubility in common solvents such as water and organic solvents varies depending on the substituents' electronic effects. The presence of both electron-donating (amino) and electron-withdrawing (fluorine) groups creates a balance that influences its solubility and stability under different conditions. These properties are critical when considering its application in various chemical processes.

One of the most promising applications of methyl 2-amino-3-fluorobenzoate lies in its potential as an intermediate in drug synthesis. Researchers have investigated its ability to form bioisosteres, which are structural analogs that retain similar biological activity but differ chemically. This property makes it valuable for exploring new drug candidates with improved pharmacokinetic profiles or reduced toxicity. Furthermore, its role as a precursor for synthesizing heterocyclic compounds has been extensively studied, particularly in the context of anti-cancer agents and anti-inflammatory drugs.

Recent research has also focused on the environmental impact of methyl 2-amino-3-fluorobenzoate and its degradation pathways. Understanding its persistence in natural environments is crucial for assessing its ecological safety. Studies have shown that under aerobic conditions, the compound undergoes microbial degradation, primarily through hydrolysis and oxidation mechanisms. These findings contribute to sustainable practices by guiding waste management strategies for industries handling this compound.

In conclusion, methyl 2-amino-3-fluorobenzoate (CAS No. 144851-82-1) is a multifaceted compound with significant potential across various scientific domains. Its unique chemical structure, coupled with recent advancements in synthesis and application studies, positions it as an essential tool for researchers seeking innovative solutions in pharmaceuticals, agrochemicals, and materials science. As ongoing research continues to uncover new insights into its properties and uses, this compound is poised to play an increasingly important role in advancing modern chemistry.

• 185629-32-7(Methyl 4-amino-3-fluorobenzoate)
• 918321-27-4(Methyl 2,4,5-triamino-3-fluorobenzoate)
• 207346-42-7(Methyl 2-amino-4,5-difluorobenzoate)
• 144851-83-2(Benzoic acid,2-amino-3-fluoro-, 1-methylethyl ester)
• 1184204-30-5(Methyl 2-amino-3,6-difluorobenzoate)
• 170108-07-3(Methyl 2-amino-3,4-difluorobenzoate)
• 952479-98-0(Methyl 2-amino-5-fluoro-3-methylbenzoate)
• 319-24-4(Methyl 2-amino-5-fluorobenzoate)
• 144851-84-3(2-Amino-3-fluorobenzoic Acid Ethyl Ester)
• 2475-81-2(Methyl 2-amino-4-fluorobenzoate)