85953-29-3

Basic information

• Product Name: Methyl 2-chloro-4-fluorobenzoate
• Synonyms: 2-CHLORO-4-FLUOROBENZOIC ACID METHYL ESTER;METHYL 2-CHLORO-4-FLUOROBENZENECARBOXYLATE;METHYL 2-CHLORO-4-FLUOROBENZOATE;RARECHEM AL BF 0289;Methyl 2-chloro-4-fluorobenzoate 97%;Methyl2-chloro-4-fluorobenzoate97%;methyl 2-chloro-4-fluorob...;Benzoic acid, 2-chloro-4-fluoro-, Methyl ester
• CAS NO: 85953-29-3
• Molecular Formula: C₈H₆ClFO₂
• Molecular Weight: 188.58
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Esters;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 85953-29-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 103-105℃
• Boiling Point: 110 °C
• Flash Point: 103-105°C/15mm
• Appearance: /
• Density: 1.314 g/cm³
• Vapor Pressure: 0.0918mmHg at 25°C
• Refractive Index: 1.5150 to 1.5190
• Storage Temp.: Room temperature.
• CAS DataBase Reference: Methyl 2-chloro-4-fluorobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-chloro-4-fluorobenzoate(85953-29-3)
• EPA Substance Registry System: Methyl 2-chloro-4-fluorobenzoate(85953-29-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39-37/39
• RIDADR: 1993
• HazardClass: IRRITANT
• Hazardous Substances Data: 85953-29-3(Hazardous Substances Data)

Usage

General Description

Methyl 2-chloro-4-fluorobenzoate is a chemical compound that belongs to the class of benzoate esters. It is a colorless liquid with a molecular formula of C8H6ClFO2. Methyl 2-chloro-4-fluorobenzoate is used in the pharmaceutical and agrochemical industries as an intermediate for the synthesis of various drugs and pesticides. Methyl 2-chloro-4-fluorobenzoate is also used as a reagent in organic synthesis and in the production of fragrances. Its properties and structure make it a versatile and valuable chemical in the synthesis of various products.

InChI:InChI=1/C8H6ClFO2/c1-12-8(11)6-3-2-5(10)4-7(6)9/h2-4H,1H3

Upstream product

• 67-56-1 methanol 
• 21900-54-9 2-chloro-4-fluorobenzoyl chloride 
• 2252-51-9 2-choro-4-fluorobenzoic acid 
• 74-88-4 methyl iodide 
• 1996-41-4 2-chloro-4-fluorophenol 
• 79-22-1 methyl chloroformate 
• 13324-11-3 methyl 2-chloro-4-nitrobenzoate 

Downstream Products

• 175153-38-5 2-chloro-4-(pyrrolidin-1-yl)benzoic acid methyl ester 
• 313674-08-7 2-chloro-4-(piperidin-1-yl)benzoic acid methyl ester 
• 313674-10-1 methyl 2-chloro-4-(3-methylpyrrolidin-1-yl)benzoate 
• 175153-39-6 2-chloro-4-(morpholin-4-yl)benzoic acid methyl ester 
• 313674-09-8 2-chloro-4-(pyrazol-1-yl)benzoic acid methyl ester 
• 220462-02-2 2-chloro-4-(3-methylpyrazol-1-yl)benzoic acid methyl ester 
• 234082-19-0 methyl 2-chloro-4-(piperazin-1-yl)benzoate 
• 530091-53-3 (R)-methyl 2-chloro-4-(3-methylpyrrolidin-1-yl)benzoate 
• 220602-55-1 [2-chloro-4-(3-methyl-1H-pyrazol-1-yl)-phenyl]-(6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-6-yl)-methanone 

Relevant articles and documents

LIT-001, the First Nonpeptide Oxytocin Receptor Agonist that Improves Social Interaction in a Mouse Model of Autism

Oxytocin (OT) and its receptor (OT-R) are implicated in the etiology of autism spectrum disorders (ASD), and OT-R is a potential target for therapeutic intervention. Very few nonpeptide oxytocin agonists have currently been reported. Their molecular and in vivo pharmacology remain to be clarified, and none of them has been shown to be efficient in improving social interaction in animal models relevant to ASD. In an attempt to rationalize the design of centrally active nonpeptide full agonists, we studied in a systematic way the structural determinants of the affinity and efficacy of representative ligands of the V1a and V2 vasopressin receptor subtypes (V1a-R and V2-R) and of the oxytocin receptor. Our results confirm the subtlety of the structure-affinity and structure-efficacy relationships around vasopressin/oxytocin receptor ligands and lead however to the first nonpeptide OT receptor agonist active in a mouse model of ASD after peripheral ip administration.

Microwave-accelerated fluorodenitrations and nitrodehalogenations: expeditious routes to labeled PET ligands and fluoropharmaceuticals

Methods for the expeditious fluorination of arenes have been investigated, using readily available fluoride sources. An optimized procedure for microwave-accelerated fluorodenitration has been developed, giving good to excellent yields in less than 10 min, rendering it practical for use in the preparation of F18 labeled ligands for PET imaging. Application of the method in the synthesis of CNS agents is demonstrated, and a practical method for the preparation of substrates is also presented.

Selective fluorodenitration of chloronitroaromatics

Nucleophilic fluorination of chloronitrobenzenes shows a strong bias for fluorodenitration rather than halogen exchange.