Substance
ID:717203
Names and Identifiers
IUPAC name
trimethyl(prop-2-en-1-yl)silane
IUPAC Traditional name
silane, trimethyl-2-propenyl-
Synonyms
烯丙基三甲基硅烷Allyltrimethylsilane
Registration numbers
CAS Number
EC Number
Beilstein Number
MDL Number
Properties
Physical Property
Refractive Index
1.4080
Boiling Point
85-86°C
Density
0.717
Flash Point
-10°C(14°F)
Safety Information
GHS Pictograms
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
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
Hazard Class
3
Packing Group
II
Risk Statements
11-36/37/38
Safety Statements
9-16-23-26-33-37
European Hazard Symbols
Irritant (Xi)
Flammable (F)UN Number
UN1993
GHS Precautionary statements
P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
GHS Hazard statements
H225-H315-H319-H335
TSCA Listed
是
Product Information
Purity
98+%
Molecule Details
No Data Available
Click here to submit data
Molecular Spectra
No Data Available
Click here to submit data
References
• More recent studies have shown that TMS cyclopentanes are also formed in these reactions via a competing [3+2] cycloaddition mechanism: Tetrahedron, 49, 9955 (1993). Chemoselective addition to aldehydes can be accomplished in the presence of a ketone, using Scandium(III) trifluoromethanesulfonate hydrate, 40566 as catalyst: Synthesis, 1822 (1998).
• Similarly, carbonyl compounds are converted to homoallylic alcohols: J. Organomet. Chem., 69, C15 (1974). In the TiCl4 promoted reaction with enones, behaves as an allyl anion equivalent, giving the product of conjugate addition (Hosomi-Sakurai reaction): J. Am. Chem. Soc., 99, 1673 (1977);105, 2354 (1983); Org. Synth. Coll., 7, 443 (1990):
• In the presence of F-, functions as an allyl anion equivalent, affording homoallylic alcohols from carbonyl compounds: Tetrahedron Lett., 3043 (1978), and adding to a variety of Michael acceptors: Tetrahedron Lett., 25, 3213 (1984); J. Org. Chem., 51, 1745 (1986). For a review of reactivity in the presence of Lewis acids and F-, see: J. Prakt. Chem./ Chem. Ztg., 336, 375 (1994).
• Reactions with electrophiles illustrate the ?-effect (see Appendix 4); e.g. acid chlorides with a Lewis acid give allyl ketones: J. Organomet. Chem., 85, 149 (1975):
• Has also been used, in the presence of a catalyst such as p-TsOH, I2, Br2 or TfOH, as a silylating agent for alcohols, phenols and carboxylic acids: Tetrahedron Lett., 21, 835 (1980); J. Org. Chem., 46, 5212 (1981). The advantage over more conventional silylation methods is that the only by-product is the neutral gas propene.