Silane, trimethyl(3-phenyl-2-propenyl)-

Base Information

• Chemical Name: Silane, trimethyl(3-phenyl-2-propenyl)-
• CAS No.: 40595-34-4
• Molecular Formula: C12H18 Si
• Molecular Weight: 190.36
• DSSTox Substance ID: DTXSID201246372
• Nikkaji Number: J380.274D,J655.527F
• Mol file: 40595-34-4.mol

Synonyms:cinnamyltrimethylsilane

Chemical Property of Silane, trimethyl(3-phenyl-2-propenyl)-

Chemical Property:

• Vapor Pressure: 0.0503mmHg at 25°C
• Boiling Point: 243.4°C at 760 mmHg
• Flash Point: 88.2°C
• Density: 0.882g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 190.117777109
• Heavy Atom Count: 13
• Complexity: 159

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)CC=CC1=CC=CC=C1
• Isomeric SMILES: C[Si](C)(C)C/C=C/C1=CC=CC=C1

Technology Process of Silane, trimethyl(3-phenyl-2-propenyl)-

There total 87 articles about Silane, trimethyl(3-phenyl-2-propenyl)- 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: 100.0%

(1R,2R)-1-Phenyl-2-phenylselanyl-3-trimethylsilanyl-propan-1-ol (113680-05-0,124853-62-9) → (E)-trimethyl(3-phenylallyl)silane (40595-34-4)

Guidance literature:

With 1,1'-carbonyldiimidazole; In toluene; at 115 ℃; for 2h; var.reag.: MsCl, Et₃N, toluene, 2 h;

DOI:10.1016/S0040-4039(00)96045-3

Reference yield: 96.0%

(Z)-1-phenyl-3-(trimethylsilyl)-1-propene (40595-35-5) → (E)-trimethyl(3-phenylallyl)silane (40595-34-4)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1016/S0040-4039(00)76172-7

Reference yield: 94.0%

allylbenzene (300-57-2,57807-91-7) + trimethylsilyl iodide (16029-98-4) → (E)-trimethyl(3-phenylallyl)silane (40595-34-4)

Guidance literature:

With bis(trimethylsilylmethyl)(cycloocta-1,5-diene)palladium(II); bis(3,5-di-tert-butylphenyl)(tert-butyl)phosphine; triethylamine; In 1,2-dichloro-ethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja505446y

upstream raw materials:

chloro-trimethyl-silane

C₂₄H₃₄N₂O₂S

propiophenone benzenesulfonylhydrazone

2-(trimethylsilyl)ethyltriphenylphosphonium iodide

Downstream raw materials:

(E)-1,4-diphenyl-1,5-hexadiene

(E)-(5-methylhexa-1,5-dienyl)benzene

(5-methylhexa-1,5-dien-3-yl)benzene

(4-methylhexa-1,5-dien-3-yl)benzene

Refernces

• 1、 Shiragami, Hiroshi,Kawamoto, Takuo,Imi, Katsuharu,Matsubara, Seijiro,Utimoto, Kiitiro,Nozaki, Hitosi. "NOVEL REARRANGEMENT OF CHLOROMETHYLVINYLSILANES INTO ALLYLSILANES. STEREOSELECTIVE SYNTHESIS OF METALLATED ALLYLSILANES FROM 1-ALKYNES". . p. 4009 - 4022. Retrieved 1988.
• 2、 Carlet, Federica,Bertarini, Greta,Broggini, Gianluigi,Pradal, Alexandre,Poli, Giovanni. "Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction". supporting information. p. 2162 - 2168. Retrieved 2021/04/02.
• 3、 Lu, Xiao-Lin,Shannon, Mark,Peng, Xiao-Shui,Wong, Henry N. C.. "Stereospecific Iron-Catalyzed Carbon(sp2)-Carbon(sp3) Cross-Coupling with Alkyllithium and Alkenyl Iodides". supporting information. p. 2546 - 2549. Retrieved 2019/03/26.