Silane, (1-cyclohexen-1-yloxy)trimethyl-

Base Information

• Chemical Name: Silane, (1-cyclohexen-1-yloxy)trimethyl-
• CAS No.: 6651-36-1
• Molecular Formula: C9H18OSi
• Molecular Weight: 170.327
• Hs Code.: 2931900090
• European Community (EC) Number: 229-675-1
• DSSTox Substance ID: DTXSID7064441
• Nikkaji Number: J1.483.981J,J109.081J
• Wikidata: Q72459796
• Mol file: 6651-36-1.mol

Synonyms:6651-36-1;(cyclohex-1-en-1-yloxy)trimethylsilane;1-(Trimethylsiloxy)cyclohexene;1-(Trimethylsilyloxy)cyclohexene;Silane, (1-cyclohexen-1-yloxy)trimethyl-;1-Cyclohexenyloxytrimethylsilane;cyclohexen-1-yloxy(trimethyl)silane;(1-Cyclohexen-1-yloxy)trimethylsilane;Cyclohexenyloxytrimethylsilane;(cyclohexenyloxy)trimethylsilane;1-trimethylsiloxycyclohexene;cyclohexene, 1-[(trimethylsilyl)oxy]-;1-Trimethylsilyloxycyclohexene;EINECS 229-675-1;Cyclohexene, 1-((trimethylsilyl)oxy)-;(cyclohex-1-en-1-yloxy)(trimethyl)silane;1-(Trimethylsiloxy)-Cyclohexene1,1,1,3,3,3-;ghl.PD_Mitscher_leg0.948;trimethylsiloxycyclohexene;1-trimethylsiloxy-cyclohexene;SCHEMBL817040;C9-H18-O-Si;Trimethylsilyloxy-1-Cyclohexene;1-Trimethylsiloxy-1-cyclohexene;DTXSID7064441;1-(trimethylsilyl-oxy)cyclohexene;1-trimethylsilyloxy-1-cyclohexene;.alpha.-Trimethylsiloxycyclohexene;1-(Trimethylsilyloxy)-1-cyclohexene;BBL102330;MFCD00001541;STL556130;(E)-1-(Trimethylsilyloxy)cyclohexene;1-(Trimethylsiloxy)cyclohexene, 99%;AKOS005256829;Cyclohexanone enol trimethylsilyl ether;FS-3856;CS-0204290;FT-0605885;T1556;D92487;S05075;A851804;J-802002

Chemical Property of Silane, (1-cyclohexen-1-yloxy)trimethyl-

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 1.52mmHg at 25°C
• Refractive Index: n20/D 1.447(lit.)
• Boiling Point: 175.7 °C at 760 mmHg
• Flash Point: 50.8 °C
• PSA: 9.23000
• Density: 0.87 g/cm³
• LogP: 3.29580
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Not miscible or difficult to mix.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 170.112691728
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(Trimethylsiloxy)cyclohexene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OC1=CCCCC1
• Uses: 1-(Trimethylsiloxy)cyclohexene is used as intermediate to complex compounds, including natural products. It is also used as a pharmaceutical intermediate.

Technology Process of Silane, (1-cyclohexen-1-yloxy)trimethyl-

There total 36 articles about Silane, (1-cyclohexen-1-yloxy)trimethyl- 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%

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene (31469-15-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-(Trimethylsilyloxy)cyclohexene (6651-36-1)

Guidance literature:

With SmI₃(tetrahydrofuran)3; In dichloromethane; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00791-1

Reference yield: 97.0%

chloro-trimethyl-silane (75-77-4) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-(Trimethylsilyloxy)cyclohexene (6651-36-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/jacs.9b11282

Reference yield: 90.0%

N,O-bis-(trimethylsilyl)-acetamide (10416-59-8) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-(Trimethylsilyloxy)cyclohexene (6651-36-1)

Guidance literature:

With tetrabutylammomium bromide; at 105 ℃; for 4h; Further Variations:; Reagents; Temperatures; Product distribution;

DOI:10.1021/ol015602h

upstream raw materials:

chloro-trimethyl-silane

cyclohexanone

trimethylsilanyl-acetic acid ethyl ester

trimethylsilyl trifluoromethanesulfonate

Downstream raw materials:

(2-Butylsulfanyl-cyclohexyloxy)-trimethyl-silane

2-[hydroxy(4-chlorophenyl)methyl]cyclohexan-1-one

2-ethylidenecyclohexan-1-one

2-(Tetrahydro-2-furanyl)-1-cyclohexanon

Refernces

• 1、 Schnell, Simon D.,Schilling, Mauro,Sklyaruk, Jan,Linden, Anthony,Luber, Sandra,Gademann, Karl. "Nucleophilic Attack on Nitrogen in Tetrazines by Silyl-Enol Ethers". supporting information. p. 2426 - 2430. Retrieved 2021/04/05.
• 2、 Herasymchuk, Maksym,Melnykov, Kostiantyn P.,Yarmoliuk, Dmytro V.,Serhiichuk, Dmytro,Rotar, Valeriia,Pukhovoi, Timur,Kuchkovska, Yuliya O.,Holovach, Sergey,Volochnyuk, Dmitriy M.,Ryabukhin, Sergey V.,Grygorenko, Oleksandr O.. "Last of the gem-Difluorocycloalkanes 2: Synthesis of Fluorinated Cycloheptane Building Blocks". . p. 6561 - 6569. Retrieved 2021/02/16.