3-[(Trimethylsilyl)oxy]cyclohex-2-ene-1-carbonitrile

Base Information

• Chemical Name: 3-[(Trimethylsilyl)oxy]cyclohex-2-ene-1-carbonitrile
• CAS No.: 66885-88-9
• Molecular Formula: C10H17NOSi
• Molecular Weight: 195.337
• DSSTox Substance ID: DTXSID50497027
• Nikkaji Number: J1.717.095C
• Mol file: 66885-88-9.mol

Synonyms:66885-88-9;3-[(Trimethylsilyl)oxy]cyclohex-2-ene-1-carbonitrile;DTXSID50497027

Chemical Property of 3-[(Trimethylsilyl)oxy]cyclohex-2-ene-1-carbonitrile

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 195.107940700
• Heavy Atom Count: 13
• Complexity: 256

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OC1=CC(CCC1)C#N

Technology Process of 3-[(Trimethylsilyl)oxy]cyclohex-2-ene-1-carbonitrile

There total 5 articles about 3-[(Trimethylsilyl)oxy]cyclohex-2-ene-1-carbonitrile 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: 49.0%

cyclohexenone (930-68-7) + trimethylsilyl cyanide (7677-24-9) → 3-trimethylsiloxy-2-cyclohexene-1-carbonitrile (66885-88-9) + 1-trimethylsiloxy-2-cyclohexene-1-carbonitrile (82053-13-2) + 1-trimethylsiloxy-1,3-cyclohexanedicarbonitrile (136583-99-8)

Guidance literature:

With hydroxyapatite; In toluene; at 0 ℃; for 5h; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1246/bcsj.66.2016

Reference yield: 6.0%

cyclohexenone (930-68-7) + trimethylsilyl cyanide (7677-24-9) → 3-trimethylsiloxy-2-cyclohexene-1-carbonitrile (66885-88-9) + 1-trimethylsiloxy-2-cyclohexene-1-carbonitrile (82053-13-2)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 12h;

DOI:10.1016/S0040-4020(01)93263-6

Reference yield: 1.0%

cyclohexenone (930-68-7) + trimethylsilyl cyanide (7677-24-9) → 3-trimethylsiloxy-2-cyclohexene-1-carbonitrile (66885-88-9) + 1-trimethylsiloxy-1,3-cyclohexanedicarbonitrile (136583-99-8)

Guidance literature:

With 4 A molecular sieve; Sn-montmorillonite; In dichloromethane; at 0 ℃; for 0.2h;

DOI:10.1246/bcsj.66.2016

upstream raw materials:

chloro-trimethyl-silane

cyclohexenone

diethylaluminium cyanide

trimethylsilyl cyanide

Downstream raw materials:

3-oxo 2-phenylthiomethyl cyclohexane carbonitrile

3-cyano-2-cyclohexenone

2-methylene 3-oxo cyclohexane carbonitrile

3-oxo 2-phenylsulfonylmethyl cyclohexane carbonitrile