1,1,3,3-tetramethylurea

• ChemBase ID: 104693
• Molecular Formular: C5H12N2O
• Molecular Mass: 116.16158
• Monoisotopic Mass: 116.09496301
• SMILES: CN(C)C(=O)N(C)C
• Canonical SMILES: CN(C(=O)N(C)C)C
• InChI: InChI=1S/C5H12N2O/c1-6(2)5(8)7(3)4/h1-4H3
• InChIKey: AVQQQNCBBIEMEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1,3,3-tetramethylurea
• IUPAC Traditional name: temur
• Synonyms: Tetramethylurea; Tetramethylurea; N,N,N′,N′-Tetramethylurea; 1,1,3,3-TETRAMETHYLUREA; 1,1,3,3-Tetramethylurea; TMU; TETRAMETHYLUREA; 1,1,3,3-四甲基脲; 四甲基脲; 四甲基脲; N,N,N′,N′-四甲基脲

Database IDs

• CAS Number: 632-22-4
• EC Number: 211-173-9
• MDL Number: MFCD00008319
• Beilstein Number: 773898
• Merck Index: 149230
• PubChem SID: 162092224; 24900039
• PubChem CID: 12437

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.46912962
• LogD (pH = 7.4): -0.4691296
• Log P: -0.4691296
• Molar Refractivity: 32.7294 cm^3
• Polarizability: 12.299049 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: miscible1 M at 20 °C; Miscible with water
• Melting Point: -1 °C(lit.); -1°C; -1°C
• Boiling Point: 176.5°C; 176-178°C; 177 °C(lit.); 62-63 °C/12 mmHg(lit.)
• Flash Point: 167 °F; 65.5°C; 75 °C; 75°C(167°F)
• Density: 0.968 g/mL at 20 °C(lit.); 0.969; 0.97 g/ml
• Refractive Index: 1.4506; n20/D 1.451; n20/D 1.451(lit.); n20/D 1.452
• Absorption Wavelength: λ: 260 nm Amax: 1.00; λ: 280 nm Amax: 0.09
• pH: 5-8 (25 °C, 1 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: YU2625000
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 61-22
• Safety Statements: 53-45
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H360D; H360-H302-H227
• GHS Precautionary statements: P201-P308 + P313; P210-P280-P281-P301+P312-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Pharmacology Properties

• Gene Information: human ... EPHX2(2053)mouse ... Ephx2(13850)

Product Information

• Purity: ≥99.0% (GC); ≥99.5% (GC); 99%
• Grade: BCR® certified Reference Material; purum
• Ignition Residue: ≤0.05%
• Impurities: ≤0.3% water
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤20 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• λ: 1 M in H2O
• Linear Formula: (CH3)2NCON(CH3)2

DETAILS

MP Biomedicals - 02156830

1 ml = approx. 0.97 g

MP Biomedicals - 05215243

MP Biomedicals Rare Chemical collection

Sigma Aldrich - T24503

Packaging
5, 100 g in glass bottle

Sigma Aldrich - STA003

Legal Information
BCR is a registered trademark of European Commission

Sigma Aldrich - STA003K

Legal Information
BCR is a registered trademark of European Commission

Sigma Aldrich - 87849

Other Notes
Liquid denaturing agent for proteins. Used for the dissociation of hemoglobin1; TMU delipidates and quantitatively liberates the apoproteins of human serum high-density lipoprotein in soluble form2

REFERENCES

• High-boiling dipolar aprotic solvent. The polar nature, wide liquid range and high solvent power of tetraalkylureas make them suitable solvents for a wide range of reactions; review: Angew. Chem. Int. Ed., 18, 503 (1979).
• Reacts with oxalyl chloride to give tetramethyl chloroformamidinium chloride, a useful reagent for the conversion of carboxylic acids and dialkyl phosphates to anhydrides and pyrophosphates respectively: Bull. Chem. Soc. Jpn., 56, 3529 (1983).