446-30-0

Basic information

• Product Name: 4-Chloro-2-fluorobenzoic acid
• Synonyms: RARECHEM AL BO 0755;TIMTEC-BB SBB003797;Benzoic acid, 4-chloro-2-fluoro-;4-Chloro-2-Fluorobenzoic Acid 2-Fluoro-4-Chlorobenzoic Acid;4-CHLORO-2-FLUOROBENZOIC ACID 98%(HPL&;4-Chloro-2-Fluorobenzoic;4-Chloro-2-fluorobenzoic acid 98%;4-Chloro-2-fluorobenzoicacid98%
• CAS NO: 446-30-0
• Molecular Formula: C₇H₄ClFO₂
• Molecular Weight: 174.56
• EINECS: 207-162-3
• Product Categories: blocks;Carboxes;FluoroCompounds;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Fluorobenzene;API intermediates;Acids & Esters;Chlorine Compounds;Fluorine Compounds;C7;Carbonyl Compounds;Carboxylic Acids;Fluorine series
• Mol File: 446-30-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 204-208 °C(lit.)
• Boiling Point: 274.7 °C at 760 mmHg
• Flash Point: 119.9 °C
• Appearance: White to light yellow crystal powder
• Density: 1.4016 (estimate)
• Vapor Pressure: 0.00259mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.04±0.10(Predicted)
• Water Solubility: insoluble
• BRN: 973358
• CAS DataBase Reference: 4-Chloro-2-fluorobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-2-fluorobenzoic acid(446-30-0)
• EPA Substance Registry System: 4-Chloro-2-fluorobenzoic acid(446-30-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 446-30-0(Hazardous Substances Data)

Usage

Description

4-Chloro-2-fluorobenzoic acid is a halogen benzoic acid derivative, characterized by its white to light yellow crystal powder appearance. It is a non-liquid crystalline carboxylic acid with the ability to form hydrogen-bonded complexes with certain compounds, such as benzoylhydrazine-based azobenzene. The octanol/water partition coefficient (Kow) of 4-chloro-2-fluorobenzoic acid has been determined using the shake-flask method.

Uses

Used in Pharmaceutical Synthesis:
4-Chloro-2-fluorobenzoic acid is used as a starting reagent for the synthesis of furosemide, a widely prescribed diuretic medication. It plays a crucial role in the development of this medication due to its unique chemical structure.
Used in Chemical Synthesis:
In the chemical industry, 4-chloro-2-fluorobenzoic acid serves as a key intermediate in the synthesis of 4′-chloro-2′-fluoroacetophenone, a compound with potential applications in various chemical processes.
Used in Agricultural Chemistry:
4-Chloro-2-fluorobenzoic acid is utilized in the synthesis of novel herbicidal isoxazolecarboxamides, which are designed to control the growth of unwanted plants in agricultural settings. Its unique properties contribute to the development of effective and targeted herbicides.
Used in Material Science:
4-Chloro-2-fluorobenzoic acid is also employed in the preparation of potential liquid crystals, which have a wide range of applications in display technologies and other advanced materials due to their unique optical and electrical properties.

InChI:InChI=1/C7H4ClFO2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,(H,10,11)/p-1

Upstream product

• 452-75-5 4-chloro-2-fluorotoluene 
• 148893-72-5 4-chloro-2-fluorobenzoic acid methyl ester 
• 175711-83-8 4’-chloro-2’-fluoroacetophenone 

Downstream Products

• 394-39-8 4-chloro-2-fluorobenzoyl chloride 
• 52333-65-0 2-(4-chloro-2-fluoro-phenyl)-oxazolo[4,5-b]pyridine 
• 57381-51-8 4-chloro-2-fluorobenzonitrile 
• 56456-49-6 (4-chloro-2-fluorophenyl)methanol 
• 57946-56-2 2-fluoro-4-chloroaniline 
• 689276-09-3 4-(4-chloro-2-fluoro-benzoylamino)-1-(3-hydroxy-propyl)-1H-pyrrole-2-carboxylic acid ethyl ester 
• 689276-07-1 4-(4-chloro-2-fluoro-benzoylamino)-1-(3-dimethylamino-propyl)-1H-pyrrole-2-carboxylic acid ethyl ester 
• 478803-85-9 4-(4-chloro-2-fluoro-benzoylamino)-1-methyl-1H-pyrrole-2-carboxylic acid 
• 682748-73-8 4-(4-chloro-2-fluoro-benzoylamino)-1-(3-hydroxy-propyl)-1H-pyrrole-2-carboxylic acid 
• 682749-61-7 4-(4-chloro-2-fluoro-benzoylamino)-1-(3-dimethylamino-propyl)-1H-pyrrole-2-carboxylic acid 
• 682748-75-0 4-(4-chloro-2-fluoro-benzoylamino)-1-(3-hydroxy-propyl)-1H-pyrrole-2-carboxylic acid [5-(1H-benzoimidazol-2-yl)-1-methyl-1H-pyrrol-3-yl]-amide 

Relevant articles and documents

Synthesis method of 2-fluoro-4-halogen benzoic acid

The invention provides a synthesis method of 2-fluoro-4-halogen benzoic acid. The synthesis method comprises the following steps: (a) removing hydrogen from a substance shown in a formula (I) by using a lithium amide reagent or an alkyl lithium reagent (LDA, TMPLi, n-butyl lithium and the like), and reacting with trialkyl halosilane (TMSCl, TESCl, TBSCl and the like) to obtain a compound shown in a formula (II); (b) removing hydrogen from the compound represented by the formula (II) obtained in the step (a) by using a lithium amide reagent or an alkyl lithium reagent (LDA, TMPLi, n-butyl lithium and the like), and adding into dry ice/THF to react to obtain a compound represented by a formula (III); and (c) removing a trialkyl silane protecting group from the compound shown in the formula (III) obtained in the step (b) to obtain a compound shown in a formula (IV). According to the preparation method, starting raw materials, process routes and post-treatment processes are different, the raw materials are simple and easy to obtain, the cost is low, and the preparation method is suitable for laboratory small-scale preparation and industrial production.

Continuous synthesis method for substituted benzoic acid organic matter

The invention provides a continuous synthesis method for a substituted benzoic acid organic matter. The continuous synthesis method comprises the following steps: in the presence of a catalyst and anorganic solvent, continuously putting an organic matter of a formula (I) shown in the specification, and oxygen into a continuous reaction device, carrying out a continuous oxidation reaction so as toobtain the substituted benzoic acid organic matter, and continuously discharging the substituted benzoic acid organic matter, wherein the substituted benzoic acid organic matter is of a structure ofa formula (II) shown in the specification. Oxygen is a green reagent and is cheap and easy to obtain, a great amount of wastes are not generated after reactions are completed, and the system is easy to treat. Due to continuous reaction operation, the risk that the solvent has flash evaporation explosion because of high-concentration oxygen in in-batch reactions can be reduced. Under same oxidationconditions, due to a continuous preparation process, escape of oxygen can be reduced, the utilization rate of oxygen can be greatly increased, operation can be also simplified, the security of reactions can be improved, and the yield of the substituted benzoic acid organic matter can be increased.

Oxidation of toluenes to benzoic acids by oxygen in non-acidic solvents

Oxidation of substituted toluenes by molecular oxygen at one atmosphere to the corresponding substituted benzoic acids in non-acidic solvents was investigated. Satisfactory oxidation of halo-, methoxy-, and cyano-toluenes were achieved using Co(C18H35O2) 2/NH4Br or Co(OAc)2/NaBr/AcOH as catalysts in the presence of a radical initiator.