[(Cyclohexylethynyl)oxy]tri(propan-2-yl)silane

Base Information

• Chemical Name: [(Cyclohexylethynyl)oxy]tri(propan-2-yl)silane
• CAS No.: 104875-64-1
• Molecular Formula: C17H32OSi
• Molecular Weight: 280.526
• DSSTox Substance ID: DTXSID80546239
• Nikkaji Number: J2.550.607C
• Wikidata: Q82424014
• Mol file: 104875-64-1.mol

Synonyms:104875-64-1;[(Cyclohexylethynyl)oxy]tri(propan-2-yl)silane;SCHEMBL2987171;DTXSID80546239

Chemical Property of [(Cyclohexylethynyl)oxy]tri(propan-2-yl)silane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 280.222242174
• Heavy Atom Count: 19
• Complexity: 304

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)[Si](C(C)C)(C(C)C)OC#CC1CCCCC1

Technology Process of [(Cyclohexylethynyl)oxy]tri(propan-2-yl)silane

There total 4 articles about [(Cyclohexylethynyl)oxy]tri(propan-2-yl)silane 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: 91.0%

2-cyclohexylacetylene (931-48-6) + triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → 2-cyclohexyl-1-(triisopropylsiloxy)ethyne (104875-64-1)

Guidance literature:

2-cyclohexylacetylene; With lithium tert-butyl hydroperoxide; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; at -78 - 0 ℃; for 2.5h;

triisopropylsilyl trifluoromethanesulfonate; With lithium tert-butyl hydroperoxide; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; at -78 - 0 ℃;

DOI:10.1002/anie.200601276

Reference yield: 68.0%

triisopropylsilyl chloride (13154-24-0) + ethyl cyclohexanecarboxylate (3289-28-9) → 2-cyclohexyl-1-(triisopropylsiloxy)ethyne (104875-64-1)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; 1,1-dibromomethane; In tetrahydrofuran; hexane; 1.) -78 deg C, 10 min, 30 deg C, 30 min; 2.) 0 deg C, 3.5 h;

DOI:10.1021/ja00282a061

Reference yield:

triisopropylsilyl chloride (13154-24-0) + ethyl cyclohexanecarboxylate (3289-28-9) + 1,1-dibromomethane (74-95-3) → 2-cyclohexyl-1-(triisopropylsiloxy)ethyne (104875-64-1)

Guidance literature:

With n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium; Yield given. Multistep reaction; 1)THF, -78 to 25 deg C, 2) -78 to 0 deg C;

DOI:10.1016/S0040-4039(00)80640-1

upstream raw materials:

triisopropylsilyl chloride

ethyl cyclohexanecarboxylate

dibromomethyllithium

1,1-dibromomethane

Downstream raw materials:

2-Cyclohexyl-3-triisopropylsilanyloxy-cyclobut-2-enone

5-Butyl-2-cyclohexyl-3-triisopropylsilanyloxy-phenol

2-cyclohexyl-7-(methoxycarbonyl)-3-(triisopropylsiloxy)-1-naphthol

3-Butyl-2-chloro-6-cyclohexyl-5-triisopropylsilanyloxy-phenol