3693-53-6

Basic information

• Product Name: METHYLENE DIURETHANE
• Synonyms: METHYLENE DIURETHANE;bis(n-ethoxycarbonylamino)methane;Carbamic acid, methylenebis-, diethyl ester;Carbamic acid, methylenedi-, diethyl ester;Diethyl methylenedicarbamate;diethylmethylenedicarbamate;Methylene bisurethane;Methylene diurethan
• CAS NO: 3693-53-6
• Molecular Formula: C₇H₁₄N₂O₄
• Molecular Weight: 190.2
• EINECS: 223-011-4
• Mol File: 3693-53-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 130-131°C
• Boiling Point: 325.69°C (rough estimate)
• Flash Point: 151.1°C
• Appearance: /
• Density: 1.2963 (rough estimate)
• Vapor Pressure: 0.000219mmHg at 25°C
• Refractive Index: 1.4331 (estimate)
• BRN: 1812852
• CAS DataBase Reference: METHYLENE DIURETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYLENE DIURETHANE(3693-53-6)
• EPA Substance Registry System: METHYLENE DIURETHANE(3693-53-6)

Safety Data

• Statements: 40
• Safety Statements: 22-36/37
• RTECS: FC2200000
• Hazardous Substances Data: 3693-53-6(Hazardous Substances Data)

Usage

General Description

Methylene diurethane is a chemical compound commonly used in the production of polyurethane coatings, adhesives, and sealants. It is formed by reacting methylene diphenyl diisocyanate (MDI) with ethylene glycol, resulting in a liquid that can be used to create flexible and durable polymers. Methylene diurethane is known for its excellent chemical resistance, stability, and adhesion properties, making it a popular choice for a wide range of applications in the construction, automotive, and aerospace industries. However, it is important to handle and use this chemical with caution due to its potential health hazards, including skin and respiratory irritations. Proper safety measures and protective equipment should be used when working with methylene diurethane to minimize the risk of exposure.

InChI:InChI=1/C7H14N2O4/c1-3-12-6(10)8-5-9-7(11)13-4-2/h3-5H2,1-2H3,(H,8,10)(H,9,11)

Upstream product

• 21298-14-6 N-fluoro-N-methylurethan 
• 13698-16-3 ethyl N,N-dichlorocarbamate 
• 7732-18-5 water 
• 56-40-6 glycine 
• 7647-01-0 hydrogenchloride 
• 50-00-0 formaldehyd 
• 51-79-6 urethane 
• 60-29-7 diethyl ether 
• 857829-30-2 2,4-dinitroso-2,4-diaza-glutaric acid diethyl ester 
• 120-80-9 benzene-1,2-diol 
• 67-56-1 methanol 
• 7782-50-5 chlorine 
• 5027-16-7 ethyl N-(hydroxymethyl)carbamate 
• 2150-43-8 3,4-dihydroxybenzoic acid methyl ester 

Downstream Products

• 92018-97-8 N,N'-(4-chloro-benzylidene)-bis-carbamic acid diethyl ester 
• 91820-48-3 3,4-Dichlor-benzyliden-bis- 
• 94407-51-9 3,5-Dichlor-2-hydroxy-benzyliden-bis-(carbamidsaeure-ethylester) 
• 10097-16-2 (methylenedi-4,1-phenylene)bis-carbamic acid diethyl ester 
• 77586-27-7 4-(N-ethoxycarbonylaminomethyl)-N-ethoxycarbonylaniline 
• 14435-89-3 3,5-dimethyl-2,6-diphenylpyridine 
• 116916-17-7 2-ethyl-2,6-diphenyl-5-methyl-1,2-dihydropyrimidin-4(3H)-one 
• 3693-69-4 2-carbethoxy-2-azabicyclo<2.2.2>oct-5-ene 
• 101-99-5 N-carboethoxyaniline 
• 50-00-0 formaldehyd 
• 64-17-5 ethanol 
• 463-79-6 carbonic-acid 
• 7664-41-7 ammonia 
• 66286-38-2 ω,ω-Bis(ethoxycarbonylamino)acetophenone 

Relevant articles and documents

A Class of N-O-Type Oxidants to Access High-Valent Palladium Species

This article presents a new class of mild reagents that is capable of oxidizing palladacycle(II) complexes to high-valent palladium species, promoting the formation of C-N bonds in stoichiometric and catalytic conditions. The weak N-O bond and the extremely electron-withdrawing benzenesulfonate group on the oxygen atom of the oxidant are crucial moieties to ensure the desired activity. The oxidation mechanism could involve outer-sphere single-electron transfer processes, opening the possibility for a complementary reactivity of Pd(IV) species.

Polymer containing a polyisobutylene-derived backbone

Polymers, such as polysiobutylene or ethylene-propylene copolymers, are functionalized by reaction with an activated imine to yield novel polymers.

THE ELECTROCHEMICAL REDUCTION OF N-FLUOROETHANS IN ACETONITRILE. THE GENERATION OF CARBETHOXYNITRENE

The electrochemical reduction of N-fluoro-N-methylurethan (1a) and N-fluorourethan (2a) in acetonitrile generates the amide anion and fluoride ion.Both the fluoride and the amide react with the starting N-fluoroamide either as bases or as nucleophiles.Many products are formed and the coulometric results are low (0.5 to 0.7 F/mol).In the case of NFU (2a), abstraction of the proton on nitrogen both by the urethan anion and the fluoride anion generates the conjugate base EtOCOF (7) which immediately undergoes α-elimination of the fluoride ion to give carbethoxynitrene (11).This nitrene was generated also by treating NFU (2a) with a base such as triethylamine of lithium hydride.The α-elimination of F1- from EtOCOF is much easier than α-elimination of Cl1- from EtOCOCl.