Cyclohexene, 3-phenyl-1-(trimethylsilyloxy)-

Base Information

• Chemical Name: Cyclohexene, 3-phenyl-1-(trimethylsilyloxy)-
• CAS No.: 108643-81-8
• Molecular Formula: C15H22 O Si
• Molecular Weight: 246.42
• Hs Code.: 2931900090
• Mol file: 108643-81-8.mol

Synonyms:Silane,trimethyl[(3-phenyl-1-cyclohexen-1-yl)oxy]- (9CI)

Chemical Property of Cyclohexene, 3-phenyl-1-(trimethylsilyloxy)-

Chemical Property:

• Boiling Point: 295.9±40.0 °C(Predicted)
• PSA: 9.23000
• Density: 0.96±0.1 g/cm3(Predicted)
• LogP: 4.68950

Purity/Quality:

97% ^*data from raw suppliers

[3-[(Trimethylsilyl)oxy]-2-cyclohexen-1-yl]-benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: [3-[(Trimethylsilyl)oxy]-2-cyclohexen-1-yl]-benzene (cas# 108643-81-8) is a compound useful in organic synthesis.

Technology Process of Cyclohexene, 3-phenyl-1-(trimethylsilyloxy)-

There total 8 articles about Cyclohexene, 3-phenyl-1-(trimethylsilyloxy)- 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: 95.0%

chloro-trimethyl-silane (75-77-4) + cyclohexenone (930-68-7) + phenylmagnesium bromide (100-58-3) → Trimethyl-(3-phenyl-cyclohex-1-enyloxy)-silane (108643-81-8)

Guidance literature:

With copper(I) bromide dimethylsulfide complex; lithium bromide; In tetrahydrofuran; at -40 - 0 ℃; Inert atmosphere;

DOI:10.1021/jacs.9b11282

Reference yield: 94.0%

chloro-trimethyl-silane (75-77-4) + cyclohexenone (930-68-7) + phenylmagnesium bromide → Trimethyl-(3-phenyl-cyclohex-1-enyloxy)-silane (108643-81-8)

Guidance literature:

With copper(I) bromide; In diethyl ether; at -50 - -40 ℃; for 0.25h;

DOI:10.1080/00397919108021287

Reference yield: 80.0%

chloro-trimethyl-silane (75-77-4) + cyclohexenone (930-68-7) + phenylmagnesium iodide (16002-63-4) → Trimethyl-(3-phenyl-cyclohex-1-enyloxy)-silane (108643-81-8)

Guidance literature:

With copper(l) iodide; lithium chloride; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/0022-328X(95)05699-P

upstream raw materials:

chloro-trimethyl-silane

cyclohexenone

phenyl copper

bromobenzene

Downstream raw materials:

5-phenylbicyclo[4.1.0]heptan-1-ol

4-phenylbenzofuran

Refernces

• 1、 Sousa E Silva, Felipe Cesar,Van, Nguyen T.,Wengryniuk, Sarah E.. "Direct C-H α-Arylation of Enones with ArI(O2CR)2 Reagents". supporting information. p. 64 - 69. Retrieved 2020/01/22.
• 2、 Belli Paolobelli, Anna,Ruzziconi, Renzo,Lupattelli, Paolo,Scafato, Patrizia,Spezzacatena, Caterina. "A facile access to polycyclic homo- and heteroaromatic hydrocarbons based on the ceric ammonium nitrate-promoted oxidative addition of 3-aryl-1- [(trimethylsilyl)oxy]cyclohexenes to ethyl vinyl ether". . p. 3364 - 3368. Retrieved 2007/10/03.