Allyltriisopropylsilane

Base Information

• Chemical Name: Allyltriisopropylsilane
• CAS No.: 24400-84-8
• Molecular Formula: C12H26Si
• Molecular Weight: 198.424
• European Community (EC) Number: 625-488-8
• DSSTox Substance ID: DTXSID60407556
• Nikkaji Number: J684.951B
• Wikidata: Q72437425
• Mol file: 24400-84-8.mol

Synonyms:Allyltriisopropylsilane;24400-84-8;tri(propan-2-yl)-prop-2-enylsilane;C12H26Si;Allyltriisopropylsilane, 98%;AKQHUJRZKBYZLC-UHFFFAOYSA-;DTXSID60407556;AKQHUJRZKBYZLC-UHFFFAOYSA-N;MFCD00075115;AKOS015838908;A1858;CS-0158033;S00400;T70632;InChI=1/C12H26Si/c1-8-9-13(10(2)3,11(4)5)12(6)7/h8,10-12H,1,9H2,2-7H3

Chemical Property of Allyltriisopropylsilane

Chemical Property:

• Appearance/Colour: colorless transparent liquid
• Vapor Pressure: 0.274mmHg at 25°C
• Melting Point: < 0 °C
• Refractive Index: n20/D 1.467(lit.)
• Boiling Point: 210.7 °C at 760 mmHg
• Flash Point: 76.1 °C
• PSA: 0.00000
• Density: 0.767 g/cm³
• LogP: 4.85120
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 198.180377364
• Heavy Atom Count: 13
• Complexity: 135

Purity/Quality:

99.5% ^*data from raw suppliers

Allyltriisopropylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)[Si](CC=C)(C(C)C)C(C)C

Technology Process of Allyltriisopropylsilane

There total 5 articles about Allyltriisopropylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

triisopropylsilyl chloride (13154-24-0) + allyl bromide (106-95-6) → allyl triisopropylsilane (24400-84-8)

Guidance literature:

allyl bromide; With magnesium; In diethyl ether; at 20 ℃; for 16h; Inert atmosphere; Reflux;

triisopropylsilyl chloride; With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol4028978

Reference yield: 96.0%

allylmagnesium bromide (2622-05-1) + triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → allyl triisopropylsilane (24400-84-8)

Guidance literature:

In tetrahydrofuran; for 5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)98211-X

Reference yield: 94.0%

triisopropylsilyl chloride (13154-24-0) + allylmagnesium bromide (1730-25-2) → allyl triisopropylsilane (24400-84-8)

Guidance literature:

triisopropylsilyl chloride; allylmagnesium bromide; In tetrahydrofuran; at 55 ℃; for 15h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2015.05.007

upstream raw materials:

allylmagnesium bromide

triisopropylsilyl trifluoromethanesulfonate

triisopropylsilyl chloride

3-chloroprop-1-ene

Downstream raw materials:

(Z)-triisopropyl(3-(4-methoxyphenyl)allyl)silane

(Z)-triisopropyl(3-(4-nitrophenyl)allyl)silane

1-phenyl-4-penten-1-yne

4,4-diphenyl-1-butene

Refernces

• 1、 Shenje, Raynold,Williams, Corey W.,Francois, Katherine M.,France, Stefan. "Catalysis and chemodivergence in the interrupted, formal homo-nazarov cyclization using allylsilanes". supporting information. p. 6468 - 6471. Retrieved 2015/02/05.
• 2、 Dunn, Jonathan,Motevalli, Majid,Dobbs, Adrian P.. "Donor cyclopropanes in synthesis: Utilising silylmethylcyclopropanes to prepare 2,5-disubstituted tetrahydrofurans". scheme or table. p. 6974 - 6977. Retrieved 2012/02/13.