Cyclohexanone, 2-[[(trimethylsilyl)oxy]methylene]-

Base Information

• Chemical Name: Cyclohexanone, 2-[[(trimethylsilyl)oxy]methylene]-
• CAS No.: 74590-75-3
• Molecular Formula: C10H18O2Si
• Molecular Weight: 198.337
• NSC Number: 315533
• Nikkaji Number: J1.950.525A
• ChEMBL ID: CHEMBL143847
• Mol file: 74590-75-3.mol

Synonyms:NSC315533;CHEMBL143847;SCHEMBL1567437;NSC-315533;2-(Trimethylsiloxymethylene)cyclohexanone;2-Trimethylsilanyloxymethylene-cyclohexanone;Cyclohexanone, 2-[[(trimethylsilyl)oxy]methylene]-

Chemical Property of Cyclohexanone, 2-[[(trimethylsilyl)oxy]methylene]-

Chemical Property:

• Vapor Pressure: 0.0884mmHg at 25°C
• Boiling Point: 225°Cat760mmHg
• Flash Point: 74.8°C
• Density: 1.015g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.107606347
• Heavy Atom Count: 13
• Complexity: 226

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OC=C1CCCCC1=O
• Isomeric SMILES: C[Si](C)(C)O/C=C/1\CCCCC1=O

Technology Process of Cyclohexanone, 2-[[(trimethylsilyl)oxy]methylene]-

There total 4 articles about Cyclohexanone, 2-[[(trimethylsilyl)oxy]methylene]- 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) + 2-(hydroxymethylene)cyclohexanone (39695-64-2) → 6-<(trimethylsiloxy)methylene>cyclohexen-2-one (74590-75-3)

Guidance literature:

With pyridine; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jm00136a019

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 6-<(trimethylsiloxy)methylene>cyclohexen-2-one (74590-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 22.2 g / sodium hydride, ethanol / diethyl ether / 2 h

2: triethylamine / hexane

With ethanol; sodium hydride; triethylamine; In diethyl ether; hexane;

DOI:10.1021/ja00530a038

Reference yield:

chloro-trimethyl-silane (75-77-4) + 2-(hydroxymethylene)cyclohexanone (39695-64-2) → 1-Formyl-2-trimethylsiloxycyclohexenon (62269-45-8) + 6-<(trimethylsiloxy)methylene>cyclohexen-2-one (74590-75-3)

Guidance literature:

With triethylamine; In hexane; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00530a038

upstream raw materials:

chloro-trimethyl-silane

2-(hydroxymethylene)cyclohexanone

2-(hydroxymethylene)cyclohexanone

cyclohexanone

Downstream raw materials:

methyl 2-(phenylthio)-5,6,7,8-tetrahydronaphthalene-1-carboxylate

1-Benzyl-2-[1-trimethylsilanyloxy-meth-(E)-ylidene]-cyclohexanol

2-Benzyl-cyclohex-1-enecarbaldehyde

2-hydroxy-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid methyl ester