1,1,3,3-Tetramethylurea Chemical Properties

Melting point:

−1 °C(lit.)

Boiling point:

177 °C(lit.)

Density 

0.968 g/mL at 20 °C(lit.)

refractive index 

n20/D 1.451(lit.)

Flash point:

150 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Miscible with water, petroleum ether and common solvents.

form 

Liquid

pka

2.0(at 25℃)

color 

Clear colorless to pale yellow

PH

5-8 (25℃, 1M in H2O)

Relative polarity

5

Odor

faint pleasant odor

Water Solubility 

H2O: 1 M at 20 °C, miscible

Merck 

14,9230

BRN 

773898

Dielectric constant

24.460000000000001

InChIKey

AVQQQNCBBIEMEU-UHFFFAOYSA-N

CAS DataBase Reference

632-22-4(CAS DataBase Reference)

NIST Chemistry Reference

Urea, tetramethyl-(632-22-4)

EPA Substance Registry System

Tetramethylurea (632-22-4)

Safety Information

Hazard Codes 

Xn,T

Risk Statements 

22-61

Safety Statements 

53-45

RIDADR 

NA 1993 / PGIII

WGK Germany 

3

RTECS 

YU2625000

F 

3-10

TSCA 

Yes

HS Code 

29241900

Hazardous Substances Data

632-22-4(Hazardous Substances Data)

Toxicity

LD50 i.v. in rats: 1.1 g/kg (Lüttringhaus, Dirksen)

MSDS

• Language:English Provider:1,1,3,3-Tetramethylurea
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1,1,3,3-Tetramethylurea Usage And Synthesis

Chemical Properties

Tetramethylurea is a clear colorless to pale yellow liquid with mild aromatic odor that is miscible with water and many organic solvents. Unusual for an urea is the liquid state of tetramethylurea in a range of > 170 °C.

Uses

Tetramethylurea is used as a solvent in dyestuff industries, in condensation reaction and intermediates in surfactant. It is utilized for base catalyzed isomerization and alkylation hydrocyanation due to its low permittivity. It reacts with oxalyl chloride to prepare tetramethyl chloroformamidinium chloride, which is used for the conversion of carboxylic acids and dialkyl phosphates to anhydrides and pyrophosphates respectively.

Definition

ChEBI: 1,1,3,3-tetramethylurea is a member of the class of ureas that is urea substituted by methyl groups at positions 1, 1, 3 and 3 respectively. Metabolite observed in cancer metabolism. It has a role as a human metabolite.

Preparation

The reaction of dimethylamine with phosgene in the presence of e. g. 50 % sodium hydroxide solution and subsequent extraction with 1,2-dichloroethane yields tetramethylurea in 95% yield.

Safety Profile

Moderately toxic by ingestion and intravenous routes. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. Combustible when exposed to heat, flame, and oxidizers. To fight fire, use foam, mist, spray, dry chemicals. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Dry it over BaO and distil it under nitrogen. It denatures proteins in H2O. [Elbaum & Herskovits Biochemistry 13 1268 1974, Kane Anal Biochem 53 350 1973, Beilstein 4 IV 225.]

1,1,3,3-Tetramethylurea(632-22-4)Related Product Information

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