3-(Trimethylsiloxy)-3-(phenylethynyl)cyclohexene

Base Information

• Chemical Name: 3-(Trimethylsiloxy)-3-(phenylethynyl)cyclohexene
• CAS No.: 350693-46-8
• Molecular Formula: C17H22OSi
• Molecular Weight: 270.447
• DSSTox Substance ID: DTXSID801181487
• Nikkaji Number: J1.547.863B

Synonyms:DTXSID801181487;3-(Trimethylsiloxy)-3-(phenylethynyl)cyclohexene;[2-[1-[(Trimethylsilyl)oxy]-2-cyclohexen-1-yl]ethynyl]benzene;350693-46-8

Chemical Property of 3-(Trimethylsiloxy)-3-(phenylethynyl)cyclohexene

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 270.143991855
• Heavy Atom Count: 19
• Complexity: 387

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)OC1(CCCC=C1)C#CC2=CC=CC=C2

Technology Process of 3-(Trimethylsiloxy)-3-(phenylethynyl)cyclohexene

There total 1 articles about 3-(Trimethylsiloxy)-3-(phenylethynyl)cyclohexene 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: 38.0%

chloro-trimethyl-silane (75-77-4) + cyclohexenone (930-68-7) + phenylacetylene (536-74-3) → 1-(O-trimethylsilyl)-1-phenylethynyl-2-cyclohexen-1-ol (350693-46-8)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.0833333h;

cyclohexenone; In tetrahydrofuran; at 0 ℃; for 0.333333h;

chloro-trimethyl-silane; In tetrahydrofuran; at 0 ℃; for 0.5h; Further stages.;

DOI:10.1021/jo010157p

Reference yield: 93.0%

1-(O-trimethylsilyl)-1-phenylethynyl-2-cyclohexen-1-ol (350693-46-8) + tert-butyl-dimethyl-(2-methyl-1-styryl-propenyloxy)-silane (497838-02-5) → (E)-4-Methyl-1-phenyl-4-(3-phenylethynyl-cyclohex-2-enyl)-pent-1-en-3-one

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -30 ℃;

DOI:10.1021/ol0271537

Reference yield: 93.0%

tert-butyldimethyl((2-methyl-1-phenylprop-1-en-1-yl)oxy)silane (121787-97-1) + 1-(O-trimethylsilyl)-1-phenylethynyl-2-cyclohexen-1-ol (350693-46-8) → 3-(1-benzoyl-1-methylethyl)-1-(phenylethynyl)cyclohexene

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃;

DOI:10.1021/jo010157p

upstream raw materials:

chloro-trimethyl-silane

cyclohexenone

phenylacetylene

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