1,3-bis(trimethylsilyl)urea

• ChemBase ID: 146386
• Molecular Formular: C7H20N2OSi2
• Molecular Mass: 204.4175
• Monoisotopic Mass: 204.11141633
• SMILES: C[Si](C)(C)NC(=O)N[Si](C)(C)C
• Canonical SMILES: O=C(N[Si](C)(C)C)N[Si](C)(C)C
• InChI: InChI=1S/C7H20N2OSi2/c1-11(2,3)8-7(10)9-12(4,5)6/h1-6H3,(H2,8,9,10)
• InChIKey: MASDFXZJIDNRTR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-bis(trimethylsilyl)urea
• IUPAC Traditional name: 1,3-bis(trimethylsilyl)urea
• Synonyms: BSU; N,N′-Bis(trimethylsilyl)urea; 1,3-Bis(trimethylsilyl)urea; N,N′-Bis(trimethylsilyl)urea; N,N'-Bis(trimethylsilyl)urea; N,N′-二(三甲基甲硅烷基)脲; 1,3-二(三甲基甲硅烷基)脲; N,N′-二(三甲基甲硅烷基)脲; N,N'-二(三甲基甲硅烷)脲

Database IDs

• CAS Number: 18297-63-7
• EC Number: 242-177-9
• MDL Number: MFCD00008260
• Beilstein Number: 1937452
• PubChem SID: 162240583; 24849232; 24853543
• PubChem CID: 87562

CALCULATED PROPERTIES

• Acid pKa: 16.014608
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 2.1046984
• LogD (pH = 7.4): 2.1047
• Log P: 2.1047
• Molar Refractivity: 46.2232 cm^3
• Polarizability: 21.849663 Å^3
• Polar Surface Area: 41.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 219-221 °C(lit.); ca 230°C dec.

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 2
• Risk Statements: 11; 36/37/38
• Safety Statements: 16-24/25; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H228; H315-H319-H335
• GHS Precautionary statements: P210; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1325 4.1/PG 2

Product Information

• Purity: ≥98.0% (N); 95%; 98+%
• Grade: purum
• Linear Formula: (CH3)3SiNHCONHSi(CH3)3

DETAILS

Sigma Aldrich - 226106

Packaging
50 g in glass bottle

Sigma Aldrich - 15248

Other Notes
Silylating agent1,2,3

REFERENCES

• Useful reagent for the silylation of alcohols and carboxylic acids: Synthesis, 807 (1981). See Appendix 4. Generally no catalyst is required and the urea formed as by-product can be removed by filtration. For O-silylation catalyzed by TBAF (0.02 equiv.) under mild conditions, see: Tetrahedron Lett., 35, 8409 (1994). Review: Synthesis, 357 (1998).