101-65-5

Basic information

• Product Name: diphenyl (methylenedi-4,1-phenylene)-dicarbamate
• Synonyms: diphenyl (methylenedi-4,1-phenylene)-dicarbamate;CARBAMICACID,(METHYLENEDI-4,1-PHENYLENE)BIS-,DIPHENYLESTER;(methylenedi-4,1-phenylene)bis-carbamic acid diphenyl ester;Diphenyl 4,4'-methylenebis(phenylcarbamate);4,4''-Methylenebis-(phenylcarbanilate);[Methylenebis(4,1-phenylene)]biscarbamic acid diphenyl ester;Methylenebis(4,1-phenylene)bis(carbamic acid phenyl) ester;N,N'-Bis(phenoxycarbonyl)(4,4'-methylenebisaniline)
• CAS NO: 101-65-5
• Molecular Formula: C₂₇H₂₂N₂O₄
• Molecular Weight: 438.47458
• EINECS: 202-963-4
• Mol File: 101-65-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 570.7°Cat760mmHg
• Flash Point: 298.9°C
• Appearance: /
• Density: 1.294g/cm³
• Vapor Pressure: 4.93E-13mmHg at 25°C
• Refractive Index: 1.675
• CAS DataBase Reference: diphenyl (methylenedi-4,1-phenylene)-dicarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: diphenyl (methylenedi-4,1-phenylene)-dicarbamate(101-65-5)
• EPA Substance Registry System: diphenyl (methylenedi-4,1-phenylene)-dicarbamate(101-65-5)

Safety Data

• Hazardous Substances Data: 101-65-5(Hazardous Substances Data)

Usage

General Description

"Diphenyl (methylenedi-4,1-phenylene)-dicarbamate is a complex organic compound primarily used as an intermediate in the production of various chemical products. It exhibits carbamate functional groups which contribute to its reactivity and properties. This chemical can be synthesized through a process involving the reaction of diphenyl carbamate with formaldehyde, and then reacted with a phenolic compound. It is important to handle it appropriately due to potential health and safety risks. Adequate ventilation, protective clothing, and goggles are necessary when working with this substance. Its specific applications can vary significantly, often based on the other chemicals it is combined with in various formulations.

InChI:InChI=1/C27H22N2O4/c30-26(32-24-7-3-1-4-8-24)28-22-15-11-20(12-16-22)19-21-13-17-23(18-14-21)29-27(31)33-25-9-5-2-6-10-25/h1-18H,19H2,(H,28,30)(H,29,31)

Upstream product

• 102-09-0 bis(phenyl) carbonate 
• 101-77-9 4,4'-diamino diphenyl methane 
• 57-13-6 urea 
• 124-38-9 carbon dioxide 
• 4223-31-8 N,N′-hexanediyl bis-carbamic acid diphenyl ester 
• 101-68-8 di(4-isocyanatophenyl)methane 
• 108-95-2 phenol 

Downstream Products

• 101-68-8 di(4-isocyanatophenyl)methane 

Relevant articles and documents

Mixed anhydrides: Key intermediates in carbamates forming processes of industrial interest

Mixed anhydrides of carbonic acid with phosphonic or carbamic acid, are mimic of relevant biological systems, and behave as key intermediates in transesterification processes that afford carbamates of industrial interest. They are formed in the phosphonic acids mediated or direct transesterification reaction of organic carbonates with amines to afford carbamates and have been isolated and characterised in the solid state and solution. Their conversion into the products has been demonstrated to occur with high regioselectivity. The application of such intermediates in some synthetic processes is discussed.

METHOD FOR PRODUCING AMIDES OR POLYAMIDES BY USING AROMATIC CARBAMATES BY WAY OF ISOCYANATES AS PRECURSORS THROUGH CATALYZED THERMAL PROCESSES AND METHOD FOR PRODUCING AROMATIC CARBAMATE PRECURSORS FROM AROMATIC AMINES

The present invention is directed to a process for preparing amides or polyamides by replacing isocyanate starting materials of a catalyzed thermal reaction with aromatic carbamates. Through the catalyzed thermal process involving a non-isocyanate precursor of the present invention, efficiency for producing amides or polyamides can be significantly improved, and the impure side products produced from a side reaction of isocyanate can be greatly curtailed. Hence, amides or polyamides of high purity and yield can be achieved. The invention also relates to a process for preparing aromatic carbamates, the new non-isocyanate precursors for amides or polyamides.

PROCESS FOR PRODUCING ISOCYANATES USING DIARYL CARBONATE

An object of the present invention is to provide a process that enables isocyanate to be produced stably over a long period of time and at high yield without encountering problems of the prior art during production of isocyanate without using phosgene. The present invention provides an isocyanate production process including the steps of: obtaining a reaction mixture containing an aryl carbamate having an aryl group originating in a diaryl carbonate, an aromatic hydroxy compound originating in a diaryl carbonate, and a diaryl carbonate, by reacting a diaryl carbonate and an amine compound in the presence of a reaction solvent in the form of an aromatic hydroxy compound; transferring the reaction mixture to a thermal decomposition reaction vessel; and obtaining isocyanate by applying the aryl carbamate to a thermal decomposition reaction, wherein the reaction vessel in which the reaction between the diaryl carbonate and the amine compound is carried out and the thermal decomposition reaction vessel for the aryl carbamate are different.