2,2,6,6-tetramethyl-3,5-diaza-2,6-disilahepta-3,4-diene

• ChemBase ID: 146356
• Molecular Formular: C7H18N2Si2
• Molecular Mass: 186.40222
• Monoisotopic Mass: 186.10085165
• SMILES: C[Si](C)(C)N=C=N[Si](C)(C)C
• Canonical SMILES: C[Si](N=C=N[Si](C)(C)C)(C)C
• InChI: InChI=1S/C7H18N2Si2/c1-10(2,3)8-7-9-11(4,5)6/h1-6H3
• InChIKey: KSVMTHKYDGMXFJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,6,6-tetramethyl-3,5-diaza-2,6-disilahepta-3,4-diene
• IUPAC Traditional name: 2,2,6,6-tetramethyl-3,5-diaza-2,6-disilahepta-3,4-diene
• Synonyms: 1,3-Bis(trimethylsilyl)carbodiimide; N,N′-Methanetetraylbis[1,1,1-trimethylsilylamine]; N,N-Bis(trimethylsilyl)carbodiimide; Bis(trimethylsilyl)carbodiimide; 双(三甲基硅基)碳二亚胺

Database IDs

• CAS Number: 1000-70-0
• EC Number: 213-673-2
• MDL Number: MFCD00051538
• Beilstein Number: 2042082
• PubChem SID: 162240554; 24861243
• PubChem CID: 70473

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.006405
• LogD (pH = 7.4): 3.1180732
• Log P: 3.1197
• Molar Refractivity: 43.5792 cm^3
• Polarizability: 20.635925 Å^3
• Polar Surface Area: 24.72 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -23 °C(lit.); -23°C
• Boiling Point: 163-164°C; 164 °C(lit.)
• Flash Point: 21 °C; 42°C(107°F); 69.8 °F
• Density: 0.821 g/mL at 25 °C(lit.); 0.823
• Refractive Index: 1.4340; n20/D 1.434; n20/D 1.434(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• RTECS: VV1302500
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; III
• Risk Statements: 10-22-36/37/38
• Safety Statements: 23-26-36/37; 26-36
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H315-H319-H335; H226-H302-H315-H319-H335
• GHS Precautionary statements: P210-P261-P305 + P351 + P338; P261-P280H-P305+P351+P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2

Product Information

• Purity: ≥97.0% (GC); 97%; 98%
• Grade: purum
• Linear Formula: (CH3)3SiN=C=NSi(CH3)3

DETAILS

Sigma Aldrich - 344338

Packaging
5 g in glass bottle
Application
Reactant for preparation of:
• 4-substituted methoxylbenzoyl-aryl-thiazole analogues as potent and orally bioavailable anticancer agents1
• O-silylurethanes2
• Porous SiCN materials3
• Luminescent diketo-pyrrolo-pyrrole analog4
• Hard thin films of silicon carbonitride SiCN as potential protection coatings against wear and corrosion of metals5
• Ceramic materials6

Sigma Aldrich - 15231

Other Notes
Highly reactive synthetic equivalent of cyanamide: synthesis of N,N′-dicyano-quinodiimines from quinones7,8
Application
Reactant for preparation of:
• 4-substituted methoxylbenzoyl-aryl-thiazole analogues as potent and orally bioavailable anticancer agents1
• O-silylurethanes2
• Porous SiCN materials3
• Luminescent diketo-pyrrolo-pyrrole analog4
• Hard thin films of silicon carbonitride SiCN as potential protection coatings against wear and corrosion of metals5
• Ceramic materials6

REFERENCES

• Can behave as a protected, highly-reactive cyanamide equivalent. Reacts with ketones in the presence of CsF, or KCN + 18-crown-6, to give N-cyanoimines. In the presence of TiCl₄, quinones give N,N'-dicyanoquinodiimines: Angew. Chem. Int. Ed., 23, 447 (1984); Liebigs Ann. Chem., 142 (1986). Molecules of this type have found use as acceptor molecules in charge transfer complexes: J. Org. Chem., 57, 5726 (1992).