Diethyl ethylenedicarbamate

Base Information

• Chemical Name: Diethyl ethylenedicarbamate
• CAS No.: 818-42-8
• Molecular Formula: C8H16N2O4
• Molecular Weight: 204.2236
• NSC Number: 16251
• DSSTox Substance ID: DTXSID401002229
• Nikkaji Number: J2.995.964A
• Wikidata: Q82996336
• Mol file: 818-42-8.mol

Synonyms:Diethyl ethylenedicarbamate;818-42-8;Ethyl ethylene di-urethan;Carbamic acid, ethylenedi-, diethyl ester;BRN 1787183;NSC 1035;BRN 1812838;4-04-00-01220 (Beilstein Handbook Reference);Carbamic acid, N,N'-1,2-ethanediylbis-, C,C'-diethyl ester;ethyl N-[2-(ethoxycarbonylamino)ethyl]carbamate;ethyl N-{2-[(ethoxycarbonyl)amino]ethyl}carbamate;DTXSID401002229;NSC16251;NSC 16251;NSC-16251;AKOS003885624;Ethylenebiscarbamic acid, diEthyl ester;LS-49741;LS-49751;N,N'-Ethylenebis(carbamic acid ethyl) ester;Carbamic acid,2-ethanediylbis-, diethyl ester;Carbamic acid, 1,2-ethanediylbis-, diethyl ester;Diethyl ethane-1,2-diylbis(hydrogen carbonimidate)

Chemical Property of Diethyl ethylenedicarbamate

Chemical Property:

• Vapor Pressure: 4.92E-05mmHg at 25°C
• Boiling Point: 348.8°C at 760 mmHg
• Flash Point: 164.7°C
• Density: 1.102g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 204.11100700
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NCCNC(=O)OCC

Technology Process of Diethyl ethylenedicarbamate

There total 10 articles about Diethyl ethylenedicarbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

ethyl α-methoxyvinyl carbonate (74877-64-8) + ethylenediamine (107-15-3,85404-18-8) → N,N'-ethanediyl-bis-carbamic acid diethyl ester (818-42-8)

Guidance literature:

In tetrachloromethane; at 20 ℃; for 0.166667h;

DOI:10.1021/jo01310a057

Reference yield:

chloroformic acid ethyl ester (541-41-3) + ethylenediamine (107-15-3,85404-18-8) → N,N'-ethanediyl-bis-carbamic acid diethyl ester (818-42-8)

Guidance literature:

With diethyl ether; ethanol; Reinigung durch Destillation im Vakuum;

Reference yield:

carboxy chlorine (463-73-0) + ethylenediamine (107-15-3,85404-18-8) → N,N'-ethanediyl-bis-carbamic acid diethyl ester (818-42-8)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01155a007 DOI:10.1021/ja01578a036

upstream raw materials:

ethanol

Succinyl azide

chloroformic acid ethyl ester

ethylenediamine

Downstream raw materials:

N,N'-dinitro-N,N'-ethane-1,2-diylbis(carbamic acid) diethyl ester