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1,1,3,3-Tetramethylurea

1,1,3,3-Tetramethylurea Structure
CAS No.
632-22-4
Chemical Name:
1,1,3,3-Tetramethylurea
Synonyms
TMU;TETRAMETHYLUREA;Urea, tetramethyl-;Temur;tetramethyl-ure;1,1,3,3-tetramethyl-ure;NSC 91488;((CH3)2N)2CO;TERAMETHYLUREA;Four Methylurea
CBNumber:
CB1309805
Molecular Formula:
C5H12N2O
Molecular Weight:
116.16
MOL File:
632-22-4.mol
MSDS File:
SDS
Modify Date:
2023/12/8 16:27:36

1,1,3,3-Tetramethylurea 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

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H315-H318-H360D
Precautionary statements  P202-P280-P301+P312-P302+P352-P305+P351+P338-P308+P313
Hazard Codes  Xn,T
Risk Statements  22-61
Safety Statements  53-45
RIDADR  NA 1993 / PGIII
WGK Germany  3
RTECS  YU2625000
3-10
TSCA  Yes
HS Code  29241900
Toxicity LD50 i.v. in rats: 1.1 g/kg (Lüttringhaus, Dirksen)
NFPA 704
2
2 1

1,1,3,3-Tetramethylurea price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) T24503 Tetramethylurea 99% 632-22-4 5G ₹2024.28 2022-06-14 Buy
Sigma-Aldrich(India) T24503 Tetramethylurea 99% 632-22-4 100G ₹2901.1 2022-06-14 Buy
ALFA India ALF-A16295-30 Tetramethylurea, 99% 632-22-4 250g ₹6913 2022-05-26 Buy
ALFA India ALF-A16295-18 Tetramethylurea, 99% 632-22-4 50g ₹2941 2022-05-26 Buy
TCI Chemicals (India) T0158 Tetramethylurea min. 98.0 % 632-22-4 25G ₹2300 2022-05-26 Buy
Product number Packaging Price Buy
T24503 5G ₹2024.28 Buy
T24503 100G ₹2901.1 Buy
ALF-A16295-30 250g ₹6913 Buy
ALF-A16295-18 50g ₹2941 Buy
T0158 25G ₹2300 Buy

1,1,3,3-Tetramethylurea Chemical Properties,Uses,Production

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.]

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