Tetraethylurea

Base Information

• Chemical Name: Tetraethylurea
• CAS No.: 1187-03-7
• Molecular Formula: C9H20N2O
• Molecular Weight: 172.271
• Hs Code.: 2924199090
• European Community (EC) Number: 214-696-0
• UNII: W511X6RP5R
• DSSTox Substance ID: DTXSID5044522
• Nikkaji Number: J40.786K
• Wikidata: Q27292307
• ChEMBL ID: CHEMBL12024
• Mol file: 1187-03-7.mol

Synonyms:Tetraethylurea;1,1,3,3-Tetraethylurea;1187-03-7;Urea, tetraethyl-;N,N,N',N'-Tetraethylurea;UREA, 1,1,3,3-TETRAETHYL-;BRN 1763126;Urea, N,N,N',N'-tetraethyl-;EINECS 214-696-0;UNII-W511X6RP5R;AI3-26952;W511X6RP5R;DTXSID5044522;tetraethyl urea;Tetraethyl-urea;TETRAETHYLCARBAMIDE;1,1,3,3-Tetraethyl urea;CHEMBL12024;SCHEMBL210439;1,1,3,3-Tetra-ethyl Urea;DTXCID3024522;UWHSPZZUAYSGTB-UHFFFAOYSA-;Tox21_301498;MFCD00042881;AKOS025311580;NCGC00255855-01;AS-81188;CAS-1187-03-7;LS-160713;CS-0314309;FT-0605999;T0587;D92365;J-003872;Q27292307

Chemical Property of Tetraethylurea

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Vapor Pressure: 0.208mmHg at 25°C
• Melting Point: -20.15°C
• Refractive Index: n20/D 1.447
• Boiling Point: 209 °C at 760 mmHg
• PKA: -0?+-.0.70(Predicted)
• Flash Point: 87 °C
• PSA: 23.55000
• Density: 0.907 g/cm³
• LogP: 1.79000
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 172.157563266
• Heavy Atom Count: 12
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

1,1,3,3-Tetraethylurea ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)N(CC)CC
• Uses: 1,1,3,3-Tetraethylurea is mainly used as surface active agent,intermediate of medical,pesticide,and high grade solvent etc. 1,1,3,3-Tetraethylurea is a useful building block for organic synthesis.

Technology Process of Tetraethylurea

There total 37 articles about Tetraethylurea 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: 100.0%

N,N,N',N'-tetraethylselenourea (74886-49-0) → N,N,N',N'-tetraethylurea (1187-03-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1246/bcsj.69.2235

Reference yield: 85.0%

N,N-diethylcarbamyl chloride (88-10-8) + diethylamine (109-89-7) → N,N,N',N'-tetraethylurea (1187-03-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/ejoc.200500630

Reference yield: 80.0%

bis(diethylamin)nickeldibromid (14873-98-4) + diethylamine (109-89-7) → N-formyldiethylamine (617-84-5) + N,N,N',N'-tetraethylurea (1187-03-7) + N,N,N',N'-tetraethyloxamide (14288-05-2) + diethylamine hydrobromide (6274-12-0) + tetracarbonyl nickel (13463-39-3,71564-36-8)

Guidance literature:

With carbon monoxide; In tetrahydrofuran; diethyl ether; reaction in THF/Et2O = 2/1 soln., room temp., under CO (1 bar);

DOI:10.1016/S0022-328X(00)99113-7

upstream raw materials:

diethyl-N-(fluoroformyl)amine

1,1-bis(diethylamino)-2-chloroethene

N,N-diethylcarbamyl chloride

diethylamine

Downstream raw materials:

Dipropyl carbonate

n-propyl N,N-diethyl carbamate

4-morpholinium-tetraphenylborat

1--4-methylpiperazinium-tetraphenylborat

Refernces

• 1、 Chang, Yong-Goo,Lee, Hyi-Seung,Kim, Kyongtae. "A convenient synthesis of symmetrical N,N′-dialkylureas by the reactions of 4-chloro-5H-1,2,3-dithiazol-5-one with alkylamines". . p. 8197 - 8200. Retrieved 2001.
• 2、 Hoberg, Heinz,Fananas, F. Javier,Riegel, Hans Josef. "OXALSAEUREDERIVATE DURCH OXIDATIVE KUPPLUNG VON KOHLENMONOXID AN NICKEL". . p. 267 - 272. Retrieved 1983.
• 3、 Morimoto, Yoshiaki,Fujiwara, Yuzo,Taniguchi, Hiroshi,Hori, Yuji,Nagano, Yoshiaki. "PdCl2(MeCN)2-CATALYZED CARBONYLATION OF DIETHYLAMINE WITH CARBON DIOXIDE: SELECTIVE SYNTHESIS OF TETRAETHYLUREA AND DIETHYLFORMAMIDE". . p. 1809 - 1810. Retrieved 1986.
• 4、 Saegusa et al.. "". . p. 1641. Retrieved 1968.
• 5、 Luo, Zhongli,Imamura, Kenji,Shiota, Yoshihito,Yoshizawa, Kazunari,Hisaeda, Yoshio,Shimakoshi, Hisashi. "One-Pot Synthesis of Tertiary Amides from Organic Trichlorides through Oxygen Atom Incorporation from Air by Convergent Paired Electrolysis". . p. 5983 - 5990. Retrieved 2021/05/04.
• 6、 Anisimova, Tatyana B.,Bokach, Nadezhda A.,Dolgushin, Fedor M.,Kukushkin, Vadim Yu.. "Dialkylcyanamides are more reactive substrates toward metal-mediated nucleophilic addition than alkylcyanides". . p. 12460 - 12467. Retrieved 2013/09/02.