5410-99-1

Basic information

• Product Name: 4-methoxyphenyl 4-chlorobenzoate
• Synonyms: benzoic acid, 4-chloro-, 4-methoxyphenyl ester; Benzoic acid, p-chloro-, p-methoxyphenyl ester
• CAS NO: 5410-99-1
• Molecular Formula: C₁₄H₁₁ClO₃
• Molecular Weight: 262.6883
• Mol File: 5410-99-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 394.1°C at 760 mmHg
• Flash Point: 162.4°C
• Density: 1.258g/cm³
• Vapor Pressure: 2.03E-06mmHg at 25°C
• Refractive Index: 1.579
• CAS DataBase Reference: 4-methoxyphenyl 4-chlorobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methoxyphenyl 4-chlorobenzoate(5410-99-1)
• EPA Substance Registry System: 4-methoxyphenyl 4-chlorobenzoate(5410-99-1)

Safety Data

• Hazardous Substances Data: 5410-99-1(Hazardous Substances Data)

Upstream product

• 122-01-0 4-chloro-benzoyl chloride 
• 150-76-5 4-methoxy-phenol 
• 22159-41-7 methyl 4-methoxyphenyl carbonate 
• 3115-68-2 tetrabutyl phosphonium bromide 
• 5720-07-0 4-methoxyphenylboronic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 32792-53-3 4-cyanophenyl 4-chlorobenzoate 
• 456-21-3 4-chlorobenzoyl fluoride 

Relevant articles and documents

N-Heterocyclic carbene catalysed aerobic oxidation of aromatic aldehydes to aryl esters using boronic acids

The organocatalytic behavior of N-heterocyclic carbenes in the aerobic oxidation of aromatic aldehydes to esters with boronic acids has been explored. This transition metal-free protocol allows access to a wide variety of aromatic esters in good to excellent yields under mild reaction conditions.

Evidence of substituent-induced electronic interplay. Effect of the remote aromatic ring substituent of phenyl benzoates on the sensitivity of the carbonyl unit to electronic effects of phenyl or benzoyl ring substituents

Carbonyl carbon 13C NMR chemical shifts δC(C=O) measured in this work for a wide set of substituted phenyl benzoates p-Y-C 6H4CO2C6H4-p-X (X = NO2, CN, Cl, Br, H, Me, or MeO; Y = NO2, Cl, H, Me, MeO, or NMe2) have been used as a tool to study substituent effects on the carbonyl unit. The goal of the work was to study the cross-interaction between X and Y in that respect. Both the phenyl substituents X and the benzoyl substituents Y have a reverse effect on δC(C=O). Electron-withdrawing substituents cause shielding while electron-donating ones have an opposite influence, with both inductive and resonance effects being significant. The presence of cross-interaction between X and Y could be clearly verified. Electronic effects of the remote aromatic ring substituents systematically modify the sensitivity of the C=O group to the electronic effects of the phenyl or benzoyl ring substituents. Electron-withdrawing substituents in one ring decrease the sensitivity of δC(C=O) to the substitution of another ring, while electron-donating substituents inversely affect the sensitivity. It is suggested that the results can be explained by substituent-sensitive balance of the contributions of different resonance structures (electron delocalization, Scheme 1).

Process for making esters

Carboxylic acid esters are produced by the reaction of a carboxylic acid halide with a carbonate ester in the presence of an initiator. The reaction of a dicarboxylic acid dihalide and a bis(alkyl carbonate) ester produces a polymeric polyester.