5676-71-1

Basic information

• Product Name: BIS(4-METHOXYPHENYL) CARBONATE
• Synonyms: BIS(4-METHOXYPHENYL) CARBONATE;LABOTEST-BB LT01143421
• CAS NO: 5676-71-1
• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27
• Mol File: 5676-71-1.mol

Chemical Properties

• Melting Point: 86-88°C
• Boiling Point: 390.2°C at 760 mmHg
• Flash Point: 172.5°C
• Appearance: /
• Density: 1.208g/cm³
• Vapor Pressure: 2.7E-06mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: BIS(4-METHOXYPHENYL) CARBONATE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(4-METHOXYPHENYL) CARBONATE(5676-71-1)
• EPA Substance Registry System: BIS(4-METHOXYPHENYL) CARBONATE(5676-71-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-37
• Hazardous Substances Data: 5676-71-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BIS(4-METHOXYPHENYL) CARBONATE is used as a monomer for the production of polycarbonate resins, which are essential in creating various pharmaceutical products due to their durability and transparency.
Used in Plastics Industry:
BIS(4-METHOXYPHENYL) CARBONATE is used as a monomer for the production of polycarbonate resins, contributing to the manufacturing of eyeglass lenses and other plastic products that require high impact resistance and optical clarity.
Used in Electronics Industry:
BIS(4-METHOXYPHENYL) CARBONATE is used as a monomer for the production of polycarbonate resins, which are vital in the creation of DVDs and electronic components that demand robustness and clarity.
Used in Organic Synthesis:
BIS(4-METHOXYPHENYL) CARBONATE is used as a solvent and reagent, facilitating various chemical reactions in organic synthesis processes, thereby aiding in the development of new compounds and materials.
Used in Lithium Battery Production:
BIS(4-METHOXYPHENYL) CARBONATE is used as a lithium battery electrolyte additive, enhancing the performance and safety of lithium batteries, which are crucial for various electronic devices and electric vehicles.

InChI:InChI=1/C15H14O5/c1-17-11-3-7-13(8-4-11)19-15(16)20-14-9-5-12(18-2)6-10-14/h3-10H,1-2H3

Upstream product

• 7693-41-6 4-methoxyphenylchloroformate 
• 150-76-5 4-methoxy-phenol 
• 5070-13-3 bis-(p-nitrophenyl) carbonate 
• 67-66-3 chloroform 
• 3010-81-9 tris(4-methoxyphenyl)methanol 
• 530-62-1 1,1'-carbonyldiimidazole 
• 156148-59-3 p-cyanophenyl tris(p-methoxyphenyl) orthocarbonate 
• 156420-98-3 tris(p-methoxyphenoxy)methyl azide 
• 105371-58-2 C₂₉H₂₈O₈ 
• 1122-95-8 sodium 4-methoxyphenolate 
• 503-38-8 trichloromethyl chloroformate 

Downstream Products

• 947407-47-8 hydrazinecarboxylic acid 4-methoxy-phenyl ester 
• 351197-68-7 2-(p-methoxyphenoxy)-2-phenoxy-5,5-dimethyl-Δ³-1,3,4-oxadiazoline 
• 150-76-5 4-methoxy-phenol 

Relevant articles and documents

Photo-on-Demand Base-Catalyzed Phosgenation Reactions with Chloroform: Synthesis of Arylcarbonate and Halocarbonate Esters

Carbonate esters are utilized as solvents and reagents for C1 building blocks in organic synthesis. This study reports a novel photo-on-demand in situ synthesis of carbonate esters with CHCl3 solutions containing a mixture of an aromatic or haloalkyl alcohol having relatively high acidity, and an organic base. We found that the acid-base interaction of the alcohol and base in the CHCl3 solution plays a key role in enabling the photochemical reaction. This reaction allows practical syntheses of diphenyl carbonate derivatives, haloalkyl carbonates, and polycarbonates, which are important chemicals and materials in industry.

CARBONATE DERIVATIVE PRODUCTION METHOD

The objective of the present invention is to provide a method for producing a carbonate derivative in a safe and efficient manner. The method for producing a carbonate derivative according to the present invention is characterized in comprising irradiating light on a composition containing a C1-4 halogenated hydrocarbon having one or more kinds of halogen atoms selected from the group consisting of a chlorine atom, a bromine atom and an iodine atom, a nucleophilic functional group-containing compound and the specific base in the presence of oxygen.

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.

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.

PEPTIDIC THROMBIN INHIBITOR COMPOUND

The present invention relates to a novel thrombin inhibitor compound which has a good inhibitory effect against thrombosis and can be orally administered, a process for preparing the same, and to a composition for the therapeutic and/or prophylactic treatment of various diseases associated with thrombin inhibition mechanism, which comprises the same as an active ingredient.

BENZAMIDINE DERIVATIVE

Compounds of general formula (1) and pharmacologically acceptable salts thereof: ???[wherein ??????R1 represents a hydrogen atom, a halogen atom, an alkyl group or a hydroxyl group; ??????R2 represents a hydrogen atom or a halogen atom; ??????R3 represents a hydrogen atom, an alkyl group which may be substituted, an aralkyl group, an alkylcarbonyl group which may be substituted, an alkylsulfonyl group which may be substituted or the like; ??????each of R4 and R5 represents a hydrogen atom, a halogen atom, an alkyl group which may be substituted, a carbamoyl group or the like; ??????R6 represents a heterocycle or the like; ??????each of R7 and R8 represents a hydrogen atom, an alkyl group or the like; ??????n represents 0, 1 or 2] ???exhibit excellent activated blood coagulation factor X inhibitory activity and are useful for the prevention or treatment of blood coagulation-related diseases.

Novel prodrugs for antimicrobial amidines

A methods of treating an infection comprises administering a therapeutically effective amount of a compound described by the Formula (I): wherein: X may be O, S, or NR′ wherein R′ is H or loweralkyl; R1 and R2 may be independently selected from the group consisting of H, loweralkyl, oxyalkyl, alkoxyalkyl, cycloalkyl, aryl, hydroxyalkyl, aminoalkyl, and alkylaminoalkyl; R3 and R4 are each independently selected from the group consisting of H, loweralkyl, halogen, oxyalkyl, oxyaryl, and oxyarylalkyl; R5 is represented by a formula selected from the group consisting of: ?wherein: X1, X2, and X3 are independently selected from O and S; and R6 and R7 are independently selected from the group consisting of loweralkyl, aryl, alkylaryl, oxyaryl, an ester-containing substituent, and oxyalkyl; or a pharmaceutically acceptable salt thereof.

Kinetic study of the phenolysis of bis(4-nitrophenyl) carbonate, bis(4-nitrophenyl) thionocarbonate, and methyl 4-nitrophenyl thionocarbonate

The reactions of a homogeneous series of phenols with bis(4-nitrophenyl) carbonate (BNPC), bis-(4-nitrophenyl) thionocarbonate (BNPTOC), and methyl 4-nitrophenyl thionocarbonate (MNPTOC) are subjected to a kinetic investigation in water, at 25.0 °C and ionic strength of 0.2 M (KCl). Under excess of phenol over the substrate, all the reactions obey pseudo-first-order kinetics and are first order in phenoxide anion. The reactions of BNPC show a linear Broensted-type plot with slope β=0.66, consistent with a concerted mechanism (one step). In contrast, those of BNPTOC and MNPTOC show biphasic Broensted-type plots with slopes β=0.30 and 0.44, respectively, at high pKa, and β=1.25 and 1.60, respectively, at low pKa, consistent with stepwise mechanisms. For the reactions of both thionocarbonates, the pKa value at the center of the BrSnsted plot (pKa0) is 7.1, which corresponds to the pKa of 4-nitrophenol. This confirms that the phenolyses of the thionocarbonates are stepwise processes, with the formation of an anionic tetrahedral intermediate. By the comparison of the kinetics and mechanisms of the title reactions with similar reactions, the following conclusions can be drawn: (i) Substitution of S- by O- in an anionic tetrahedral intermediate (T-) destabilizes it. (ii) The change of MeO by 4-nitrophenoxy in T- results in an increase of both the rate constant and equilibrium constant, for the formation ofT-, and also in an enlargement of the rate coefficient for the expulsion of 4-nitrophenoxide from T-. (iii) Substitution of an amino group in a tetrahedral intermediate by ArO destabilizes it. (iv) Secondary alicyclic amines and other amines show greater reactivity toward MNPTOC than isobasic phenoxide anions.

Diaryloxycarbenes from oxadiazolines

Symmetric and unsymmetric 2,2-diaryloxy-5,5-dimethyl-Δ3-1,3,4-oxadiazolines were synthesized by oxidative cyclization of aryloxycarbonyl hydrazones of acetone with lead tetraacetate and subsequent treatment of the product mixture with a phenol in acidic solution. Thermolysis of the oxadiazolines in benzene solution at 110°C afforded carbonyl ylide intermediates that cyclize, in part, to the corresponding 2,2-diaryloxyoxirane intermediates. The oxiranes, which were not observed, are required to account for the 1,1-diaryloxy-2-methylpropenes (ketene acetals) that were isolated. Most of the carbonyl ylides fragment to acetone and diaryloxycarbenes. The latter form dimers (tetraaryloxyethenes) or they can be trapped with phenols to form orthoformates. Diphenoxycarbene was also trapped with dimethyl acetylenedicarboxylate (DMAD). The method appears to be the first for generating the parent diphenoxycarbene under relatively mild conditions in solution, and the only one to date for generating unsymmetrically substituted diaryloxycarbenes. Minor competing fragmentations of the oxadiazolines to 2-diazopropane and the appropriate diaryl carbonates, were also observed.