Ethyl diethylcarbamate

Base Information

• Chemical Name: Ethyl diethylcarbamate
• CAS No.: 3553-80-8
• Molecular Formula: C7H15 N O2
• Molecular Weight: 145.202
• Hs Code.: 2924199090
• European Community (EC) Number: 222-607-1
• NSC Number: 24699
• DSSTox Substance ID: DTXSID20189028
• Nikkaji Number: J13.671I
• Wikidata: Q83060927
• Mol file: 3553-80-8.mol

Synonyms:Ethyl diethylcarbamate;Ethyl N,N-diethylcarbamate;Diethyl urethane;3553-80-8;CARBAMIC ACID, DIETHYL-, ETHYL ESTER;Ethyl N,N-diethyl carbamate;Diethylcarbamic acid ethyl ester;EINECS 222-607-1;NSC 24699;BRN 1755148;AI3-16945;4-04-00-00377 (Beilstein Handbook Reference);Diethylcarbamic acid, ethyl ester;N,N-diethyl O-ethylcarbamate;SCHEMBL758863;WLN: 2OVN2&2;DTXSID20189028;NSC24699;NSC-24699;AKOS006241255;N,N-diethyl-carbamic acid ethyl ester;LS-49326;EN300-6748329

Chemical Property of Ethyl diethylcarbamate

Chemical Property:

• Vapor Pressure: 1.2mmHg at 25°C
• Melting Point: 10.63°C (estimate)
• Refractive Index: 1.4206 (estimate)
• Boiling Point: 174.5°Cat760mmHg
• Flash Point: 59.3°C
• PSA: 29.54000
• Density: 0.937g/cm³
• LogP: 1.48470
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 99.8

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)OCC

Technology Process of Ethyl diethylcarbamate

There total 29 articles about Ethyl diethylcarbamate 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: 85.0%

chloroformic acid ethyl ester (541-41-3) + diethylamine (109-89-7) → ethyl N,N-diethylcarbamate (3553-80-8)

Guidance literature:

In diethyl ether; at 20 ℃;

Reference yield: 58.0%

chloroformic acid ethyl ester (541-41-3) + triethylamine (121-44-8) → ethyl N,N-diethylcarbamate (3553-80-8)

Guidance literature:

In ethanol; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.06.057

Reference yield: 42.0%

carbon dioxide (124-38-9,18923-20-1) + triethylamine (121-44-8) → ethyl N,N-diethylcarbamate (3553-80-8) + Diethyl carbonate (105-58-8,76619-83-5)

Guidance literature:

With ethanol; acetylene; at 160 ℃; for 40h;

DOI:10.1246/cl.1996.825

upstream raw materials:

chloroformic acid ethyl ester

diethylamine

triethylamine

benzene

Downstream raw materials:

N,N-diethylcarbamyl chloride

ethene

carbon dioxide

diethylamine

Refernces

• 1、 Stuhr-Hansen, Nicolai. "Utilization of microwave heating in the McMurry reaction for facile coupling of aldehydes and ketones to give alkenes". . p. 5491 - 5494. Retrieved 2007/10/03.
• 2、 Sasaki, Yoshiyuki. "A novel synthesis of dialkyl carbonates from carbon dioxide, alcohols, and tert-amines mediated by acetylene". . p. 825 - 826. Retrieved 2007/10/03.