Substance

ID:716149

Names and Identifiers
IUPAC Traditional name
hexamethyldisilane
IUPAC name
hexamethyldisilane
Synonyms
Hexamethyldisilane六甲基二硅烷
Registration numbers
Beilstein Number
EC Number
CAS Number
MDL Number
Properties
Safety Information
TSCA Listed
GHS Pictograms
GHS07
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
GHS02
Flammable gases, category 1
Flammable aerosols, categories 1,2
Flammable liquids, categories 1,2,3
Self-reactive substances and mixtures, Types B,C,D,E,F
Pyrophoric liquids, category 1
Pyrophoric solids, category 1
Self-heating substances and mixtures
Substances and mixtures, which in contact with water, emit flammable gases, categories 1,2,3
Organic peroxides, Types B,C,D,E,F
GHS Precautionary statements
P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
European Hazard Symbols
Irritant Irritant (Xi)
Flammable Flammable (F)
Risk Statements
11-36/37-43
Packing Group
II
UN Number
UN1993
GHS Hazard statements
H225-H319-H317-H335
Safety Statements
9-16-23-24-26-33-37
Hazard Class
3
RTECS
JM9170000
Physical Property
Melting Point
12-13°C
Refractive Index
1.4220
Flash Point
-1°C(30°F)
Boiling Point
112-113°C
Density
0.721
Product Information
Purity
98+%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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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).
• 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).
• 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.