2167-53-5

Basic information

• Product Name: bis(4-chlorophenyl) carbonate
• Synonyms: Bis(p-chlorophenyl) carbonate
• CAS NO: 2167-53-5
• Molecular Formula: C₁₃H₈Cl₂O₃
• Molecular Weight: 283.1068
• Mol File: 2167-53-5.mol

Chemical Properties

• Boiling Point: 368.1°C at 760 mmHg
• Flash Point: 149.3°C
• Density: 1.395g/cm³
• Vapor Pressure: 1.3E-05mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: bis(4-chlorophenyl) carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: bis(4-chlorophenyl) carbonate(2167-53-5)
• EPA Substance Registry System: bis(4-chlorophenyl) carbonate(2167-53-5)

Safety Data

• Hazardous Substances Data: 2167-53-5(Hazardous Substances Data)

Upstream product

• 1193-00-6 sodium 4-chlorophenolate 
• 503-38-8 trichloromethyl chloroformate 
• 106-48-9 4-chloro-phenol 
• 616-38-6 carbonic acid dimethyl ester 
• 7693-45-0 4-Chlorophenyl chloroformate 
• 124-38-9 carbon dioxide 
• 1121-74-0 potassium 4-chlorophenoxide 
• 3010-80-8 tris(p-chlorophenyl)methanol 
• 530-62-1 1,1'-carbonyldiimidazole 
• 75-44-5 phosgene 
• 461-81-4 1-chloro-4-(trifluoromethoxy)benzene 
• 67803-58-1 bis-(4-chlorophenyl) thionocarbonate 
• 1124-59-0 4-chlorophenyl cyanate 
• 102-09-0 bis(phenyl) carbonate 

Downstream Products

• 132906-04-8 piperidine-1-carboxylic acid-(4-chloro-phenyl ester) 
• 452335-94-3 acetone p-chlorophenoxycarbonyl hydrazone 
• 452335-95-4 2-acetoxy-2-(p-chlorophenoxy)-5,5-dimethyl-Δ³-1,3,4-oxadiazoline 
• 76964-44-8 ethyl p-chlorophenylmethylcarbamate 
• 80403-27-6 p-chlorophenyl hydrazinecarboxylate 
• 7305-03-5 O-(4-chlorophenyl)-N,N-dimethylcarbamate 

Relevant articles and documents

Diphenyl carbonate compound preparation method

The present invention relates to the field of diphenyl carbonate compounds, and discloses a preparation method of a diphenyl carbonate compound represented by a formula (I), wherein the preparation method comprises: carrying out a transesterification reac

Alkyl and aryl 4,5-dichloro-6-oxopyridazin-1(6 H)-carboxylates: A practical alternative to chloroformates for the synthesis of symmetric and asymmetric carbonates

Symmetric and asymmetric carbonates were synthesized by using alkyl or aryl 4,5-dichloro-6-oxopyridazin-1(6H)-carboxylates. Five aryl 4,5-dichloro-6-oxopyridazin-1(6H)-carboxylates were converted into the corresponding diaryl carbonates in good to excellent yields by treatment with potassium carbonate in refluxing THF. When the 4,5-dichloro-6-oxopyridazin-1(6H)-carboxylates were treated with aliphatic or aromatic alcohols in the presence of potassium tert-butoxide in toluene at room temperature, they gave the corresponding symmetric or asymmetric carbonates in moderate to excellent yields. Alkyl and aryl 4,5-dichloro-6-oxopyridazin-1(6H)-carboxylates are therefore efficient, stable, and ecofriendly alternatives to chloroformates.

Synthesis of organic carbonates with alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates and ROH/AlCl3under ambient condition

We demonstrated the synthesis of organic carbonates using alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates and alcohol in the presence of aluminum chloride. Alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates were reacted with alcohol in the presence of AlCl3 in toluene at room temperature to afford the corresponding unsymmetric and symmetric organic carbonates in good to excellent yields. These are efficient and convenient processes. Alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates are solid, stable and non-toxic CO2/CO2R(Ar) source. It is noteworthy that the reaction is carry out under an ambient and acidic conditions, the easy-to prepare and readily available starting materials and the quantitative isolation of reusable 4,5-dichloropyridazin-3(2H)-one.

Synthesis of diphenyl carbonate from CO2, phenoxide, and CCl4 with ZnCl2 as catalyst

Direct synthesis of diphenyl carbonate (DPC) from phenoxide, CO2 and CCl4 in one pot was realized with ZnCl2 as catalyst. Trichloromethyl cation may act on potassium phenyl carbonate, which brings the carbonyl more easily attached on by the phenoxide. Onium salts promote the reaction greatly, especially with phenol and potassium carbonate instead of phenoxide as reactants. Moreover, the substituent on the aromatic ring has significant effects on the selectivity and yield of carbonate. Copyright

Double- and triple-consecutive O-insertion into tert-butyl and triarylmethyl structures

(Matrix Presented) The concecutive Criegee rearrangement reactions were studied for tert-butyl trifluoroacetate, triarylcarbinols, and benzophenone ketales with trifluoroperacetic acid (TFPAA) in trifluoroacetic acid (TFA). The formation of methyl acetate and methyl trifluoroacetate indicates that the consecutive double-O-insertion process has taken place for tert-butyl trifluoroacetate. The intermediate dimethoxymethylcarbonium ion was detected below 5°C. A consecutive triple-O-insertion process has been observed for triarylmethanols and benzophenone ketals. A new high yield method of corresponding diaryl carbonates synthesis was developed.

Ortho substituent effects on transfer of aryl groups from oxygen to carbon in adducts from diaryloxycarbenes and DMAD

Diaryloxycarbenes, generated by thermolysis of 2,2-diaryloxy-5,5-dimethyl-Δ3-1,3,4-oxadiazolines in benzene, reacted with dimethyl acetylenedicarboxylate (DMAD) to afford triesters. The triesters arose by aryl-group transfer from oxygen to carb

Catalyst for decarbonylation reaction

A catalyst composed of an organic phosphorus compound having a trivalent or pentavalent phosphorus atom and at least one carbon-phosphorus bonding or a combination of the organic phosphorus compound and a halogen atom-containing compound is effective for decarbonylation, that is, for releasing carbon monoxide from a compound containing a moiety of --CO--CO--O-- in its molecular structure.

Catalyst for decarbonylation reaction

A catalyst composed of an organic phosphorus compound having a trivalent or pentavalent phosphorus atom and at least one carbon-phosphorus bonding or a combination of the organic phosphorus compound and a halogen atom-containing compound is effective for decarbonylation, that is, for releasing carbon monoxide from a compound containing a moiety of -CO-CO-O- in its molecular structure.

Synthesis of ring-substituted phenyl hydrazinecarboxylates and study of their protonation in dimethyl sulfoxide solutions

The pKa values of nineteen phenyl hydrazinecarboxylate hydrochlorides R-C6H4OCONHNH2.HCl (R = H, 3-and 4-Cl, 3-and 4-O2N, 4-Me) and their 1-methyl or 2-methyl derivatives were determined by potentiometric titration with tetrabutylammonium hydroxide in DMSO. IR spectra of the hydrazinecarboxylates and their hydrochlorides revealed that the hydrazinecarboxylate protonation occurs at N2. The methods of synthesis of phenyl hydrazinecarboxylate and their N-methyl derivatives were optimized.

Process for preparation of diaryl carbonate

A diaryl carbonate is prepared at a high yield and a high selectivity by heating a diaryl oxalate in the presence of an organic phosphorous compound to release carbon monoxide therefrom. A halogen atom-containing compound can be employed in combination with the organic phosphorous compound.