1187-03-7

Basic information

• Product Name: 1,1,3,3-Tetraethylurea
• Synonyms: TETRAETHYLUREA;TEU;1,1,3,3-TETRAETHYLUREA;1,1,3,3-tetraethyl-ure;N,N,N',N'-Tetraethylurea;n,n,n’,n’-tetraethylurea;Urea, 1,1,3,3-tetraethyl-;urea,tetraethyl-
• CAS NO: 1187-03-7
• Molecular Formula: C₉H₂₀N₂O
• Molecular Weight: 172.27
• EINECS: 214-696-0
• Mol File: 1187-03-7.mol
• Article Data: 21

Chemical Properties

• Melting Point: -20.15°C
• Boiling Point: 211-213 °C(lit.)
• Flash Point: 81°C
• Appearance: Colorless transparent liquid
• Density: 0.907 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.208mmHg at 25°C
• Refractive Index: n20/D 1.447
• PKA: -0?+-.0.70(Predicted)
• BRN: 1763126
• CAS DataBase Reference: 1,1,3,3-Tetraethylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,3,3-Tetraethylurea(1187-03-7)
• EPA Substance Registry System: 1,1,3,3-Tetraethylurea(1187-03-7)

Safety Data

• Statements: 36/37/38
• Safety Statements: 23-24/25
• WGK Germany: 3
• RTECS: YU2100000
• TSCA: Yes
• Hazardous Substances Data: 1187-03-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 1187-03-7 differently. You can refer to the following data:
1. 1,1,3,3-Tetraethylurea is mainly used as surface active agent,intermediate of medical,pesticide,and high grade solvent etc.
2. 1,1,3,3-Tetraethylurea is a useful building block for organic synthesis.

InChI:InChI=1/C9H20N2O/c1-5-10(6-2)9(12)11(7-3)8-4/h5-8H2,1-4H3

Upstream product

• 13439-87-7 N,N,N',N'-tetraethyl-guanidine 
• 36598-12-6 bis(N,N-diethylcarbamoyl) diselenide 
• 650-51-1 sodium trichloroacetate 
• 109-89-7 diethylamine 
• 32660-96-1 (pentamethylcyclopentadienyl)(dicarbonyl)iridium(I) 
• 71-43-2 benzene 
• 56-23-5 tetrachloromethane 
• 121-44-8 triethylamine 
• 67-66-3 chloroform 
• 617-83-4 Diethylcyanamide 
• 60003-30-7 bis-(N,N-diethylselenocarbamoyl)triselenide 
• 594-19-4 tert.-butyl lithium 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 109-72-8 n-butyllithium 

Downstream Products

• 59-26-7 N,N-diethylnicotinamide 
• 41079-13-4 1,1,3,3-tetraethyl-2-phenylguanidine 
• 623-96-1 Dipropyl carbonate 
• 93677-65-7 n-propyl N,N-diethyl carbamate 
• 89610-26-4 4-morpholinium-tetraphenylborat 
• 89610-28-6 1--4-methylpiperazinium-tetraphenylborat 
• 89610-24-2 1,1,2,2-Tetraethyl-3,3-dipentylguanidinium-tetraphenylborat 
• 89610-22-0 1,1,2,2,3,3-Hexaethylguanidinium-tetraphenylborat 
• 69082-76-4 N-[bis(diethylamino)methylene]-N-ethylethane ammonium chloride 

Relevant articles and documents

Reactions of Secondary Amines with Dichlorocarbene Generated in Aqueous–Alkaline Medium in the Presence of N-Methylmorpholine N-Oxide

Dichlorocarbene generated from chloroform in aqueous–alkaline medium in the presence of N-methylmorpholine N-oxide is converted to phosgene which reacts in situ with secondary amines to afford tetrasubstituted ureas.

Design and synthesis of new immonium-type coupling reagents

A new family of immonium-type coupling reagents is de-scribed here. The differences in the carbocation skeletons of these reagents can be correlated with differences in stability and thus reactivity. The dihydroimidazole derivatives are highly unstable to air, whereas the salts derived from dimethylamine are the most stable and the pyrrolidino derivatives are of intermediate stability. These results should be taken into account mainly when coupling reagents are deposited in open vessels, such in some automatic synthesizers. As regards both coupling yield and retention of configuration, HOAt derivatives have been confirmed to be superior to those of HOBt in all cases. For peptides containing hindered residues, fluoroformamidinium salts are more convenient than the HOAt-based reagents. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

The reaction of benzene with diethylamine in the presence of an iridium(I)/mercury(II) based system: a model route for the direct amination of aromatic hydrocarbons

N,N-Diethylaniline is formed under mild conditions either by the direct amination of benzene with diethylamine in the presence of 5-C5Me5)(CO)2> 1 and HgSO4, or by reacting (C6H5)2Hg or C6H5HgCl/Ag2SO4 with diethylamine in the presence of 1.A preliminary investigation about the chemistry underlying these reactions is also reported.Keywords: Iridium; Amination; C-H activation; N-H activation; Mercury; Catalysis

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Low-temperature synthesis of tetraalkylureas from secondary amines and carbon dioxide

The reaction of dialkylamines with CO2 giving tetraalkylureas can be performed at 60°C. The reaction requires CCl4, is weakly promoted by DMAN or PPh3, and is not promoted by a Pd catalyst. A two-step procedure, in which dialkylammonium dialkylcarbamate is produced in situ and then reacted with CCl4 and free dialkylamine, gave greater yields of urea than a simple single-stage procedure.

Copper(II)-catalysed oxidative carbonylation of aminols and amines in water: A direct access to oxazolidinones, ureas and carbamates

Copper(II) chloride catalyses the oxidative carbonylation of aminols, amine and alcohols to give 2-oxazolidinones, ureas and carbamates. Reaction proceeds smoothly in water under homogeneous conditions (Ptot = 4 MPa; PO2 = 0.6 MPa, PCO), at 100°C in relatively short reaction times (4 h) and without using bases or any other additives. This methodology represents an economic and environmentally benign non-phosgene alternative for the preparation of these three important N-containing carbonyl compounds.

Synthesis of urea derivatives from CO2 and amines catalyzed by polyethylene glycol supported potassium hydroxide without dehydrating agents

Polyethylene glycol supported potassium hydroxide (KOH/PEG1000) was developed as a recyclable catalyst for facile synthesis of urea derivatives from amines and CO2 without utilization of additional dehydrating agents. Primary aliphatic amines, secondary aliphatic amines, and diamines can be converted into the corresponding urea derivatives in moderate yields. Furthermore, the catalyst can be recovered after a simple separation procedure, and reused over 5 times with retention of high activity. Georg Thieme Verlag Stuttgart.