52449-43-1

Basic information

• Product Name: Methyl 4-chlorophenylacetate
• Synonyms: METHYL 4-CHLOROPHENYLACETATE;AURORA KA-6004;ASISCHEM D13373;(4-CHLORO-PHENYL)-ACETIC ACID METHYL ESTER;methyl 2-(4-chlorophenyl)acetate;Methyl p-chlorophenylacetate;4-Chlorobenzeneacetic acid methyl ester;Methyl 4-chlorophenylacetate,99%
• CAS NO: 52449-43-1
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.62
• EINECS: 257-927-0
• Product Categories: Aromatic Esters
• Mol File: 52449-43-1.mol
• Article Data: 83

Chemical Properties

• Boiling Point: 115 °C / 6mmHg
• Flash Point: 250 °C
• Appearance: Clear slightly yellow/Liquid
• Density: 1.20
• Vapor Pressure: 0.0382mmHg at 25°C
• Refractive Index: 1.522-1.524
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, DCM, Methanol
• CAS DataBase Reference: Methyl 4-chlorophenylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-chlorophenylacetate(52449-43-1)
• EPA Substance Registry System: Methyl 4-chlorophenylacetate(52449-43-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39
• Hazardous Substances Data: 52449-43-1(Hazardous Substances Data)

Usage

Chemical Properties

clear slightly yellow liquid

Uses

(4-Chlorophenyl)acetic Acid Methyl Ester is an intermediate in the synthesis of 4-Chloro-N-(2-hydroxypropyl)benzeneacetamide (C368125), a reagent in the synthesis of Lorcaserin Hydrochloride (L469890).

InChI:InChI=1/C9H9ClO2/c1-12-9(11)6-7-2-4-8(10)5-3-7/h2-5H,6H2,1H3

Upstream product

• 67-56-1 methanol 
• 140-53-4 p-chlorobenzyl cyanide 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 1878-66-6 4-chlorophenylacetic Acid 
• 20667-76-9 3-methyl-1-p-tolyltriazene 
• 186581-53-3 diazomethane 
• 144-55-8 sodium hydrogencarbonate 
• 1073-67-2 4-vinylbenzyl chloride 
• 67031-09-8 methyl 2-(4-chlorophenyl)pent-4-enoate 
• 413614-15-0 1-bromo-1-fluoro-2-(4-chlorophenyl)ethylene 
• 1610542-30-7 1-chloro-4-[(Z)-2-fluoro-2-nitroethenyl]benzene 
• 108-24-7 acetic anhydride 
• 74-88-4 methyl iodide 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 

Downstream Products

• 695176-68-2 2-(4-chloro-phenyl)-4-hydroxy-hexanoic acid methyl ester 
• 34402-92-1 2-(4-chlorophenyl)malonic acid dimethyl ester 
• 1030624-36-2 2-(4-chlorophenyl)-N-(2-hydroxypropyl)acetamide 
• 93961-29-6 methyl 2-(4-chlorophenyl)-2-diazoacetate 
• 60-12-8 2-phenylethanol 
• 76636-12-9 methyl 2-(4-chlorophenyl)-3-hydroxyprop-2-enoate 
• 1262033-07-7 C₁₆H₂₁ClO₄ 
• 19202-19-8 2-(4-chlorophenyl)-1-(pyrrolidin-1-yl)-ethanone 
• 82082-47-1 N-benzyl-2-(4-chlorophenyl)acetamide 
• 1584151-36-9 tert-butyl(3-(6-(4-chlorophenyl)-2-(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)carbamate 
• 56202-98-3 2-(2-Chloro-phenyl)-N-[2-(2-hydroxy-2-phenyl-ethylamino)-propyl]-acetamide 
• 56202-75-6 2-(4-Chloro-phenyl)-N-[2-(2-hydroxy-2-phenyl-ethylamino)-ethyl]-acetamide 

Relevant articles and documents

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

B(C6F5)3-catalyzed O-H insertion reactions of diazoalkanes with phosphinic acids

A highly efficient base-, metal-, and oxidant-free catalytic O-H insertion reaction of diazoalkanes and phosphinic acids in the presence of B(C6F5)3has been developed. This powerful methodology provides a green approach towards the synthesis of a broad spectrum of α-phosphoryloxy carbonyl compounds with good to excellent yields (up to 99% yield). The protocol features the advantages of operational simplicity, high atom economy, practicality, easy scalability and environmental friendliness.

Insertion of Diazo Esters into C-F Bonds toward Diastereoselective One-Carbon Elongation of Benzylic Fluorides: Unprecedented BF3Catalysis with C-F Bond Cleavage and Re-formation

Selective transformation of C-F bonds remains a significant goal in organic chemistry, but C-F insertion of a one-carbon-atom unit has never been established. Herein we report the BF3-catalyzed formal insertion of diazo esters as one-carbon-atom sources into C-F bonds to accomplish one-carbon elongation of benzylic fluorides. A DFT calculation study revealed that the BF3 catalyst could contribute to both C-F bond cleavage and re-formation. This elongation provided α-fluoro-α,β-diaryl esters with a high level of diastereoselectivity. Various benzylic fluorides and diazo esters were applicable. The synthetic utility of this method was demonstrated by the synthesis of a fluoro analogue of a compound that is used as a transient receptor and potential canonical channel inhibitor.