1-CYCLOPROPYL-1-(TRIMETHYLSILYLOXY)-ETHY LENE, 98

Base Information

• Chemical Name: 1-CYCLOPROPYL-1-(TRIMETHYLSILYLOXY)-ETHY LENE, 98
• CAS No.: 42161-96-6
• Molecular Formula: C8H16OSi
• Molecular Weight: 156.3
• Hs Code.: 2931900090
• Mol file: 42161-96-6.mol

Synonyms:1-CYCLOPROPYL-1-(TRIMETHYLSILYLOXY)-ETHY LENE, 98;1-Cyclopropyl-1-(trimethylsilyloxy)ethylene;1-cyclopropyl-1-(trimethylsilyloxy)-ethylene;Silane, (1-cyclopropylethenyl)oxytrimethyl-;[(1-Cyclopropylethenyl)oxy]trimethylsilane

Chemical Property of 1-CYCLOPROPYL-1-(TRIMETHYLSILYLOXY)-ETHY LENE, 98

Chemical Property:

• Vapor Pressure: 5.52mmHg at 25°C
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 38-40 °C12 mm Hg(lit.)
• Flash Point: 84 °F
• PSA: 9.23000
• Density: 0.845 g/mL at 25 °C(lit.)
• LogP: 2.76160

Purity/Quality:

98.5% ^*data from raw suppliers

1-CYCLOPROPYL-1-(TRIMETHYLSILYLOXY)ETHYLENE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-CYCLOPROPYL-1-(TRIMETHYLSILYLOXY)-ETHY LENE, 98

There total 4 articles about 1-CYCLOPROPYL-1-(TRIMETHYLSILYLOXY)-ETHY LENE, 98 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: 94.0%

chloro-trimethyl-silane (75-77-4) + Cyclopropyl methyl ketone (765-43-5) → 1-cyclopropyl-1-(trimethylsilyloxy)ethene (42161-96-6)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; 1.) 30 min, 2.) 1 h;

DOI:10.1039/a802922i

Reference yield: 87.0%

Cyclopropyl methyl ketone (765-43-5) + trimethylsilyl trifluoromethanesulfonate (27607-77-8) → 1-cyclopropyl-1-(trimethylsilyloxy)ethene (42161-96-6)

Guidance literature:

With triethylamine; In dichloromethane; at -78 ℃;

DOI:10.1021/jo901926z

Reference yield:

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7,594837-91-9,98634-97-0,313643-49-1) → 1-cyclopropyl-1-(trimethylsilyloxy)ethene (42161-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / NaI, N-methylpyrrolidone / 3 h / 170 °C

2: 1.) ZnCl₂, Et₃N / 1) bezene, 2 h; 2) benzene, 40 deg C, 12 h

With 1-methyl-pyrrolidin-2-one; triethylamine; sodium iodide; zinc(II) chloride;

upstream raw materials:

chloro-trimethyl-silane

Cyclopropyl methyl ketone

3-acetyl-2-oxo-4,5-dihydrofuran

trimethylsilyl trifluoromethanesulfonate

Downstream raw materials:

pentanal

3-Cyclopropyl-2,2-diphenyl-oxetan-3-ol

1-(trimethylsilyloxy)cyclopentene

Trimethylsilanol

Refernces

• 1、 Siegel, Dustin S.,Piizzi, Grazia,Piersanti, Giovanni,Movassaghi, Mohammad. "Enantioselective total synthesis of (-)-acylfulvene and (-)-irofulven". scheme or table. p. 9292 - 9304. Retrieved 2010/03/04.
• 2、 Gan, Chee Yong,Lambert, John N.. "The tandem intermolecular Paterno-Buechi reaction: Formation of tetrahydrooxepins". . p. 2363 - 2372. Retrieved 2007/10/03.