167758-87-4

Basic information

• Product Name: Benzoic acid, 2-chloro-4-fluoro-, ethyl ester
• Synonyms: Benzoic acid, 2-chloro-4-fluoro-, ethyl ester
• CAS NO: 167758-87-4
• Molecular Formula: C₉H₈ClFO₂
• Molecular Weight: 202.6100232
• Mol File: 167758-87-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 242.8°C at 760 mmHg
• Flash Point: 97.1°C
• Appearance: /
• Density: 1.266g/cm³
• Vapor Pressure: 0.0333mmHg at 25°C
• Refractive Index: 1.506
• CAS DataBase Reference: Benzoic acid, 2-chloro-4-fluoro-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-chloro-4-fluoro-, ethyl ester(167758-87-4)
• EPA Substance Registry System: Benzoic acid, 2-chloro-4-fluoro-, ethyl ester(167758-87-4)

Safety Data

• Hazardous Substances Data: 167758-87-4(Hazardous Substances Data)

Usage

General Description

Benzoic acid, 2-chloro-4-fluoro-, ethyl ester, also known as ethyl 2-chloro-4-fluorobenzoate, is a chemical compound commonly used in the manufacturing of pharmaceuticals, fragrances, and flavorings. It is a colorless or pale yellow liquid with a fruity odor, and it is soluble in organic solvents. Benzoic acid, 2-chloro-4-fluoro-, ethyl ester is often used as an intermediate in the production of various chemicals and is also a common reagent in organic synthesis. It is important to handle this chemical with care as it can be harmful if ingested, inhaled, or come into contact with skin or eyes. It should be stored in a cool, dry place and away from incompatible materials.

InChI:InChI=1/C9H8ClFO2/c1-2-13-9(12)7-4-3-6(11)5-8(7)10/h3-5H,2H2,1H3

Upstream product

• 64-17-5 ethanol 
• 21900-54-9 2-chloro-4-fluorobenzoyl chloride 
• 2252-51-9 2-choro-4-fluorobenzoic acid 
• 451-46-7 4-fluorobenzoic acid ethyl ester 

Downstream Products

• 123614-86-8 2-chloro-4-fluorobenzohydrazide 
• 1464794-48-6 (E)-2-(2-chloro-4-fluorophenyl)-5-(3,4,5-trimethoxystyryl)-1,3,4-oxadiazole 
• 1464794-62-4 (E)-2-((2-benzo[d][1,3]dioxol-5-yl)vinyl)-5-(2-chloro-4-fluorophenyl)-1,3,4-oxadiazole 
• 84194-36-5 2-chloro-4-fluorobenzaldehyde 
• 1350374-76-3 C₁₄H₁₈ClFNO₄P 
• 1350374-68-3 C₁₅H₂₀ClFNO₄P 
• 334619-11-3 ethyl 4-{(3S)-aminopiperidin-1-yl}-2-chlorobenzoate 

Relevant articles and documents

Design, Synthesis, and Study of the Insecticidal Activity of Novel Steroidal 1,3,4-Oxadiazoles

A series of novel steroidal derivatives with a substituted 1,3,4-oxadiazole structure was designed and synthesized, and the target compounds were evaluated for their insecticidal activity against five aphid species. Most of the tested compounds exhibited potent insecticidal activity against Eriosoma lanigerum (Hausmann), Myzus persicae, and Aphis citricola. Compounds 20g and 24g displayed the highest activity against E. lanigerum, showing LC50 values of 27.6 and 30.4 μg/mL, respectively. Ultrastructural changes in the midgut cells of E. lanigerum were detected by transmission electron microscopy, indicating that these steroidal oxazole derivatives might exert their insecticidal activity by destroying the mitochondria and nuclear membranes in insect midgut cells. Furthermore, a field trial showed that compound 20g exhibited effects similar to those of the positive controls chlorpyrifos and thiamethoxam against E. lanigerum, reaching a control rate of 89.5% at a dose of 200 μg/mL after 21 days. We also investigated the hydrolysis and metabolism of the target compounds in E. lanigerum by assaying the activities of three insecticide-detoxifying enzymes. Compound 20g at 50 μg/mL exhibited inhibitory action on carboxylesterase similar to the known inhibitor triphenyl phosphate. The above results demonstrate the potential of these steroidal oxazole derivatives to be developed as novel pesticides.

Design and synthesis of new norfloxacin-1,3,4-oxadiazole hybrids as antibacterial agents against methicillin-resistant Staphylococcus aureus (MRSA)

Toward the search of new antibacterial agents to control methicillin-resistant Staphylococcus aureus (MRSA), a class of new norfloxacin-1,3,4-oxadiazole hybrids were designed and synthesized. Antibacterial activities against drug-sensitive bacteria S. aureus and clinical drug resistant isolates of MRSA were evaluated. Compound 5k exhibited excellent antibacterial activities against S. aureus (MIC: 2 μg/mL) and MRSA1–3 (MIC: 0.25–1 μg/mL). The time-kill kinetics demonstrated that compound 5k had an advantage over commonly used antibiotics vancomycin in killing S. aureus and MRSA. Moreover, compound 5k could inhibit the bacteria and destroy their membranes in a short time, and showed very low cytotoxicity to NRK-52E cells. Some interesting structure-activity relationships (SARs) were also discussed. These results indicated that these norfloxacin-1,3,4-oxadiazole hybrids could be further developed into new antibacterial agents against MRSA.

Synthesis, biologicalevaluation, and molecular modeling of (E)-2-aryl-5-styryl-1,3,4-oxadiazolederivatives as acetylcholine esterase inhibitors

A library of 2,5-disubstituted 1,3,4-oxadiazole derivatives of (E)-2-aryl-5-(3,4,5-trimethoxystyryl)-1,3,4-oxadiazoles 4(a-o) and (E)-2-aryl-5-(2-benzo[d][1,3]dioxol-5-yl)vinyl)-1,3,4-oxadiazoles 5(a-q) were synthesized and evaluated for their in vitro acetylcholinesterase (AChE) inhibitory activity. All the synthesized compounds exhibited moderate to good inhibitory activity toward the AChE enzyme. Among the oxadiazole derivatives examined, compounds 4a, 4g, 5c, and 5m (IC50 values of 24.89, 13.72, 37.65, and 19.63 μM, respectively) were found to be promising inhibitors of AChE. Molecular protein-ligand docking studies were examined for these compounds using GOLD docking software and their binding conformations were determined and the simultaneous interactions mode was also established for the potent derivatives. Springer Science+Business Media 2013.