24400-84-8

Basic information

• Product Name: ALLYLTRIISOPROPYLSILANE
• Synonyms: ALLYLTRIISOPROPYLSILANE;Allyltriisopropylsilane 98%;tri(propan-2-yl)-prop-2-enylsilane
• CAS NO: 24400-84-8
• Molecular Formula: C₁₂H₂₆Si
• Molecular Weight: 198.42
• Product Categories: Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry;Organometallic Reagents;Organosilicon;Others
• Mol File: 24400-84-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: <0°C
• Boiling Point: 130 °C
• Flash Point: 169 °F
• Appearance: colorless transparent liquid
• Density: 0.824 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.274mmHg at 25°C
• Refractive Index: n20/D 1.467(lit.)
• CAS DataBase Reference: ALLYLTRIISOPROPYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYLTRIISOPROPYLSILANE(24400-84-8)
• EPA Substance Registry System: ALLYLTRIISOPROPYLSILANE(24400-84-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 24400-84-8(Hazardous Substances Data)

Usage

General Description

Allyltriisopropylsilane is an organic compound commonly used as a reagent in organic synthesis. It is a colorless, flammable liquid with a strong and characteristic odor. Its chemical structure consists of an allyl group attached to the silicon atom, along with three isopropyl groups. Allyltriisopropylsilane is often used as a protecting group in organic chemistry, particularly in the protection of alcohols and amines. It is also utilized in the synthesis of various organic compounds, as well as in the preparation of silicon-containing polymers and materials. Additionally, it is a versatile and widely used compound in the field of organic chemistry due to its ability to undergo a variety of chemical reactions.

InChI:InChI=1/C12H26Si/c1-8-9-13(10(2)3,11(4)5)12(6)7/h8,10-12H,1,9H2,2-7H3

Upstream product

• 13154-24-0 triisopropylsilyl chloride 
• 106-95-6 allyl bromide 
• 2622-05-1 allylmagnesium bromide 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 1730-25-2 allylmagnesium bromide 
• 107-05-1 3-chloroprop-1-ene 

Downstream Products

• 231611-46-4 4-allyl-2-(1-hexynyl)-3-isopropoxy-4-(3,4-dimethoxyphenyl)-2-cyclobutenone 
• 231611-71-5 C₃₃H₅₀O₄Si 
• 1141869-53-5 C₁₉H₃₂Si 
• 1141869-45-5 C₁₉H₃₂Si 
• 1141869-54-6 C₁₉H₃₂Si 
• 1141869-48-8 (E)-triisopropyl(3-(p-tolyl)allyl)silane 
• 1141869-55-7 (Z)-triisopropyl(3-(4-methoxyphenyl)allyl)silane 
• 1141869-49-9 (E)-triisopropyl(3-(4-methoxyphenyl)allyl)silane 
• 1141869-57-9 (Z)-triisopropyl(3-(4-nitrophenyl)allyl)silane 

Relevant articles and documents

Synthesis and reactions of donor cyclopropanes: efficient routes to cis- and trans-tetrahydrofurans

Abstract A detailed study on the synthesis and reactions of silylmethylcyclopropanes is reported. In their simplest form, these donor-only cyclopropanes undergo Lewis acid promoted reaction to give either cis- or trans-tetrahydrofurans, with the selectivity being reaction condition-dependant. The adducts themselves are demonstrated to be an important scaffold for structural diversification. The combination of a silyl-donor group in a donor-acceptor cyclopropane with novel acceptor groups is also discussed.

Rhodium(II)-catalyzed stereoselective synthesis of allylsilanes

The rhodium-catalyzed decomposition of 2-(triisopropylsilyl)ethyl aryl- and vinyldiazoacetates results in the stereoselective formation of Z-allylsilanes. The transformation is considered to proceed by silyl-directed intramolecular C-H functionalization to form a β-lactone intermediate followed by a silyl-activated extrusion of carbon dioxide.

Zinc-catalyzed nucleophilic substitution reaction of chlorosilanes with organomagnesium reagents

Zinc-catalyzed nucleophilic substitution reactions of chlo-rosilanes with organomagnesium reagents afford various tetraorganosilanes under mild reaction conditions. The reactions can be performed on large scale and allow efficient preparation of functionalized tetraorganosilanes.