214262-88-1

Basic information

• Product Name: METHYL 2-CHLORO-4-FLUOROPHENYLACETATE 98
• Synonyms: METHYL 2-CHLORO-4-FLUOROPHENYLACETATE 98;Methyl 2-chloro-4-fluorophenylacetate 98%;Methyl 2-chloro-4-fluorophenylacetate, 98% 5GR;Methyl 2-(2-chloro-4-fluorophenyl)acetate;Methyl 2-(2-chloro-4-fluorophenyl)
• CAS NO: 214262-88-1
• Molecular Formula: C₉H₈ClFO₂
• Molecular Weight: 202.6112
• Mol File: 214262-88-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 240.4°Cat760mmHg
• Flash Point: 95.6°C
• Appearance: Clear slightly yellow/Liquid
• Density: 1.2875 (estimate)
• Refractive Index: 1.506
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: METHYL 2-CHLORO-4-FLUOROPHENYLACETATE 98(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-CHLORO-4-FLUOROPHENYLACETATE 98(214262-88-1)
• EPA Substance Registry System: METHYL 2-CHLORO-4-FLUOROPHENYLACETATE 98(214262-88-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 214262-88-1(Hazardous Substances Data)

Usage

Chemical Properties

clear slightly yellow liquid

Upstream product

• 67-56-1 methanol 
• 177985-32-9 2-(2-chloro-4-fluorophenyl)acetic acid 

Downstream Products

• 1329673-04-2 methyl 2-(2-chloro-4-fluorophenyl)pent-4-enoate 
• 1329673-05-3 methyl 2-(2-chloro-4-fluorophenyl)-3-(oxiran-2-yl)propanoate 
• 1262107-15-2 5-chloro-2-(2-chloro-4-fluorophenyl)pentanoic acid 
• 1389326-19-5 methyl 2-bromo-2-(2-chloro-4-fluorophenyl)acetate 
• 920501-50-4 1-(2-chloro-4-fluorophenyl)cyclopropanecarboxylic acid 
• 1268445-15-3 (4R)-1-{[1-(2-chloro-4-fluorophenyl)cyclopropyl]carbonyl}-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide 
• 1268444-82-1 (4R)-1-{[1-(2-chloro-4-fluorophenyl)cyclopropyl]carbonyl}-4-[(2-chlorophenyl)sulfonyl]-N-(1-cyanocyclopropyl)-L-prolinamide 

Relevant articles and documents

Intramolecular palladium-catalyzed alkane C-H arylation from aryl chlorides

The first examples of efficient and general palladium-catalyzed intramolecular C(sp3)-H arylation of (hetero)aryl chlorides, giving rise to a variety of valuable cyclobutarenes, indanes, indolines, dihydrobenzofurans, and indanones, are described. The use of aryl and heteroaryl chlorides significantly improves the scope of C(sp3)-H arylation by facilitating the preparation of reaction substrates. Careful optimization studies have shown that the palladium ligand and the base/solvent combination are crucial to obtaining the desired class of product in high yields. Overall, three sets of reaction conditions employing PtBu3, PCyp3, or PCy3 as the palladium ligand and K 2CO3/DMF or Cs2CO3/pivalic acid/mesitylene as the base/solvent combination allowed five different classes of products to be accessed using this methodology. In total, more than 40 examples of C-H arylation have been performed successfully. When several types of C(sp3)-H bond were present in the substrate, the arylation was found to occur regioselectively at primary C-H bonds vs secondary or tertiary positions. In addition, in the presence of several primary C-H bonds, selectivity trends correlate with the size of the palladacyclic intermediate, with five-membered rings being favored over six- and seven-membered rings. Regio- and diastereoselectivity issues were studied computationally in the prototypal case of indane formation. DFT(B3PW91) calculations demonstrated that C-H activation is the rate-determining step and that the creation of a C-H agostic interaction, increasing the acidity of a geminal C-H bond, is a critical factor for the regiochemistry control.