Hexamethyldisilane

• Catalog No.: A13155
• CAS Number: 1450-14-2
• M. F.: C6H18Si2
• M. W.: 146.37812
• Purity: 98+%

SYNONYMS

• Title: 六甲基二硅烷
• IUPAC name: hexamethyldisilane
• IUPAC Traditional name: hexamethyldisilane

DATABASE IDS

• Beilstein Number: 1633463
• CAS Number: 1450-14-2
• MDL Number: MFCD00008258
• EC Number: 215-911-0

PROPERTIES

• Purity: 98+%
• Boiling Point: 112-113°C
• Density: 0.721
• Flash Point: -1°C(30°F)
• Melting Point: 12-13°C
• Refractive Index: 1.4220
• GHS Hazard statements: H225-H319-H317-H335
• European Hazard Symbols: Irritant (Xi)
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• Risk Statements: 11-36/37-43
• RTECS: JM9170000
• Safety Statements: 9-16-23-24-26-33-37
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN1993
• Packing Group: II

REFERENCES

• Precursor of TMSLi, TMSNa and TMSK by cleavage with alkyllithiums or alkoxides. Reaction of the metallated derivatives with aryl halides gives aryltrimethylsilanes: J. Org. Chem., 42, 2654 (1977). The anion adds 1,4-to ɑ?-enones to give ?-silyl ketones: J. Org. Chem., 41, 3063 (1976); Tetrahedron Lett., 24, 3497 (1983). The anion may also be used to deoxygenate secondary nitroalkanes (to ketoximes), nitrones (to imines), and heterocyclic N-oxides: J. Org. Chem., 64, 2211 (1999).
• Also cleaved by TBAF to give the "salt-free" silyl anion, which adds to aldehydes to give, after acid hydrolysis, ɑ-hydroxy silanes: J. Org. Chem., 48, 912 (1983). TBAF also catalyzes the silylation of OH groups under very mild conditions: Tetrahedron Lett., 35, 8413 (1994). See Appendix 4.
• Couples with aryl, benzyl or allyl halides in the presence of Tetrakis(triphenylphosphine)palladium(0), 10548, to give the corresponding silanes: J. Organomet. Chem., 148, 97 (1978); 225, 331 (1982).
• Aryl and alkenyl nitriles undergo ipso-silylation-decyanation, catalyzed by Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 10466, to give the corresponding trimethylsiliyl derivatives: J. Am. Chem. Soc., 128, 8152 (2006).