18292-38-1

Basic information

• Product Name: (2-METHYL-PROPENYL)TRIMETHYLSILANE
• Synonyms: METHALLYLTRIMETHYLSILANE;2-METHYLALLYL TRIMETHYLSILANE;(2-METHYL-PROPENYL)TRIMETHYLSILANE;(2-Methyl-2-propenyl)trimethylsilane;2-Methyl-2-propenyltrimethylsilane;2-Methyl-3-(trimethylsilyl)-1-propene;3-(Trimethylsilyl)-2-methyl-1-propene;Trimethyl(2-methylallyl)silane
• CAS NO: 18292-38-1
• Molecular Formula: C₇H₁₆Si
• Molecular Weight: 128.29
• Product Categories: Organometallic Reagents;Organosilicon;Others
• Mol File: 18292-38-1.mol
• Article Data: 15

Chemical Properties

• Melting Point: <0°C
• Boiling Point: 109-111 °C(lit.)
• Flash Point: 21 °F
• Appearance: /
• Density: 0.73 g/mL at 25 °C(lit.)
• Vapor Pressure: 27.1mmHg at 25°C
• Refractive Index: 1.4283
• CAS DataBase Reference: (2-METHYL-PROPENYL)TRIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-METHYL-PROPENYL)TRIMETHYLSILANE(18292-38-1)
• EPA Substance Registry System: (2-METHYL-PROPENYL)TRIMETHYLSILANE(18292-38-1)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16
• RIDADR: UN 1993 3/PG 1
• WGK Germany: 3
• TSCA: No
• HazardClass: IRRITANT
• PackingGroup: II
• Hazardous Substances Data: 18292-38-1(Hazardous Substances Data)

Usage

Uses

Trimethyl(2-methylprop-2-en-1-yl)silane is a reagent used in the synthesis of Englerin A an inhibitor of renal cancer cell growth from phyllanthus engleri.

InChI:InChI=1/C7H16Si/c1-7(2)6-8(3,4)5/h1,6H2,2-5H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 563-47-3 3-Chloro-2-methylpropene 
• 676-58-4 methylmagnesium chloride 
• 591-97-9 1-chloro-2-butene 
• 115-11-7 isobutene 
• 62477-64-9 4-[(trimethylsilyl)methyl]but-3-enoic acid 
• 18147-56-3 trichloro(2-methyl-2-propenyl)silane 
• 75-16-1 methylmagnesium bromide 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 829-53-8 2-methylallyl benzoate 
• 820-71-3 methallyl acetate 
• 5674-01-1 2-methylallylmagnesium chloride 
• 513-37-1 2-methylprop-1-enyl chloride 
• 33324-92-4 (2-methylallyl)magnesium bromide 

Downstream Products

• 23092-23-1 (+)-(R)-3-methyl-1-phenyl-3-buten-1-ol 
• 23092-23-1 (-)-(S)-3-methyl-1-phenyl-3-buten-1-ol 
• 1009632-34-1 C₁₆H₂₀O₂ 
• 10103-06-7 2,3-dimethoxynaphthalene 
• 1010831-55-6 1-(1-chloro-3-methylbut-3-enyl)-4-(trifluoromethyl)benzene 
• 1010831-54-5 1-(1-chloro-3-methylbut-3-enyl)-2,3,4,5,6-pentafluorobenzene 
• 1005794-98-8 1-chloro-4-(1-chloro-3-methylbut-3-enyl)benzene 
• 1010831-56-7 1-(1-bromo-3-methylbut-3-enyl)-4-chlorobenzene 
• 1010831-58-9 1-(1-bromo-3-methylbut-3-enyl)-3-chlorobenzene 
• 1010831-57-8 1-bromo-4-(1-bromo-3-methylbut-3-enyl)benzene 
• 1005795-15-2 1-(1-chloro-3-methylbut-3-enyl)-2-methylbenzene 
• 162443-53-0 (3-methyl-1-phenyl-3-butenyl)ferrocene 
• 41801-83-6 (±)-1-(4-chlorophenyl)-3-methylbut-3-en-1-ol 

Relevant articles and documents

33. The Halide-Promoted Fragmentation of 1-Chloro-1-fluori-2(α-silylalkyl)cyclopropanes: A new entry to Fluorodienes

When heated in the presence of tetrabutylammonium fluoride or chloride, 1-chloro-1-fluoro-2-(trimethylsilyl)methyl-cyclopropanes (1,2, and 3) undergo smooth ringopening fragmentation to afford 2-fluoro-butadienes (4, 5 and 6, resp.)with high yields.Despite unfavorable geometries, the reaction is converted and the inversion mode of rotation dominates over the retention mode by y factor of roughly 100.

Titanium Tetrachloride Promoted Reactions of Allylic Trimethylsilanes and Oxetane

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Synthesis and Applications of Silyl 2-Methylprop-2-ene-1-sulfinates in Preparative Silylation and GC-Derivatization Reactions of Polyols and Carbohydrates

Trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, and triisopropylsilyl 2-methylprop-2-ene-1-sulfinates were prepared through (CuOTf)2C6H6-catalyzed sila-ene reactions of the corresponding methallylsilanes with SO2 at 50 °C. Sterically hindered, epimerizable, and base-sensitive alcohols gave the corresponding silyl ethers in high yields and purities at room temperature and under neutral conditions. As the byproducts of the silylation reaction (SO2+isobutylene) are volatile, the workup was simplified to solvent evaporation. The developed method can be employed for the chemo- and regioselective semiprotection of polyols and glycosides and for the silylation of unstable aldols. The high reactivity of the developed reagents is shown by the synthesis of sterically hindered per-O-tert-butyldimethylsilyl-α-d-glucopyranose, the X-ray crystallographic analysis of which is the first for a per-O-silylated hexopyranose. The per-O-silylation of polyols, hydroxy carboxylic acids, and carbohydrates with trimethylsilyl 2-methylprop-2-ene-1-sulfinate was coupled with the GC analysis of nonvolatile polyhydroxy compounds both qualitatively and quantitatively. Regio- and chemoselective silylation of polyols and carbohydrates has been achieved by employing silyl sulfinates (see the picture; TBS=tert-butyldimethylsilyl, TES=triethylsilyl, TIPS=triisopropylsilyl, TMS=trimethylsilyl). The silylation reactions proceed in high yield because the reactions are mild and fast and produce only volatile byproducts. Furthermore, the silyl sulfinates are used as new derivatization reagents for the GC analysis of nonvolatile polyhydroxy compounds.

Catalytic asymmetric allylation using a chiral (acyloxy)borane complex as a versatile Lewis acid catalyst

In the presence of 20 mol % of a chiral (acyloxy)borane (CAB) complex prepared from (2R,3R)-2-O-(2,6-diisopropoxybenzoyl)tartaric acid and borane-tetrahydrofuran, various allyltrimethylsilanes react with achiral aldehydes to afford the corresponding homoa