Substance

ID:716494

Chlorotrimethylsilane

Names and Identifiers
IUPAC name
chlorotrimethylsilane
IUPAC Traditional name
chlorotrimethylsilane
Synonyms
Trimethylchlorosilane三甲基氯硅烷ChlorotrimethylsilaneTMS chloride
Registration numbers
CAS Number
MDL Number
EC Number
Beilstein Number
Properties
Safety Information
European Hazard Symbols
Harmful Harmful (X)
Corrosive Corrosive (C)
Flammable Flammable (F)
GHS Pictograms
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
GHS06
Acute toxicity (oral, dermal, inhalation), categories 1,2,3
GHS05
Corrosive to metals, category 1
Skin corrosion, categories 1A,1B,1C
Serious eye damage, category 1
TSCA Listed
GHS Precautionary statements
P210-P303+P361+P353-P305+P351+P338-P361-P405-P501A
RTECS
VV2710000
Storage Warning
Moisture Sensitive
Risk Statements
11-14-21-34
Hazard Class
3
Packing Group
II
GHS Hazard statements
H225-H311-H314-H318
Safety Statements
8-16-26-30-36/37/39-45-60
UN Number
UN1298
Physical Property
Melting Point
-58°C
Density
0.856
Boiling Point
56-58°C
Refractive Index
1.3887
Flash Point
-27°C(-16°F)
Product Information
Purity
98+%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• For facile O-silylation of tertiary alcohols in the presence of Mg metal, see: Synlett, 1025 (2000).
• For cleavage of ethers, see Sodium iodide, A15480.
• Conjugated enones give trimethylsilyloxydienes. For examples, see: Org. Synth. Coll., 6, 445 (1988); 7, 282 (1990). TMS chloride, LiBr and trimethylamine in THF is a convenient system for silylation of enones: Acta Chem. Scand., 43, 188 (1989). The same combination converts ɑ- and ?-diketones to their bis silyl enol ethers: Acta Chem. Scand., 43, 304 (1989). See also Trimethylsilyl trifluoromethanesulfonate, A12535.
• Carbonyl compounds can be converted to their silyl enol ethers, e.g. with triethylamine in DMF: Org. Synth. Coll., 6, 327 (1988); 7,424 (1990); 8, 460 (1993); or using catalysis with NaI: Org. Synth. Coll., 9, 573 (1998).
• For further details and reviews, see Appendix 4.
• The conversion of alcohols to alkyl chlorides requires catalysis, e.g. SeO2: J. Org. Chem., 53, 3634 (1988), or by DMSO: J. Org. Chem., 60, 2638 (1995). The same system is also effective in opening epoxides.
• Silylation at carbon atoms is usually carried out using organometallic reagents, e.g. vinylmagnesium bromide: Org. Synth. Coll., 6, 1033 (1988). In aromatic rings, silyl groups can be introduced by directed metallation, followed by silylation; see e.g.: J. Org. Chem., 49, 4657 (1989). The silyl substituents can readily be replaced by electrophiles, allowing "abnormal" patterns of substitution. See 1,3-Dimethoxybenzene, A13380.