Silane, [(4,4-dimethyl-1,5-cyclohexadien-1-yl)oxy]trimethyl-

Base Information

• Chemical Name: Silane, [(4,4-dimethyl-1,5-cyclohexadien-1-yl)oxy]trimethyl-
• CAS No.: 54781-30-5
• Molecular Formula: C11H20OSi
• Molecular Weight: 196.365
• DSSTox Substance ID: DTXSID20434489
• Nikkaji Number: J1.165.518A
• Wikidata: Q82248924
• Mol file: 54781-30-5.mol

Synonyms:54781-30-5;Silane, [(4,4-dimethyl-1,5-cyclohexadien-1-yl)oxy]trimethyl-;DTXSID20434489;2-(Trimethylsilyloxy)-5,5-dimethyl-1,3-cyclohexadiene

Chemical Property of Silane, [(4,4-dimethyl-1,5-cyclohexadien-1-yl)oxy]trimethyl-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 196.128341792
• Heavy Atom Count: 13
• Complexity: 243

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC=C(C=C1)O[Si](C)(C)C)C

Technology Process of Silane, [(4,4-dimethyl-1,5-cyclohexadien-1-yl)oxy]trimethyl-

There total 3 articles about Silane, [(4,4-dimethyl-1,5-cyclohexadien-1-yl)oxy]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: 93.9%

chloro-trimethyl-silane (75-77-4) + 4,4-dimethylcyclohexenone (1073-13-8) → 5,5-dimethyl-2-<(trimethylsilyl)oxy>-1,3-cyclohexadiene (54781-30-5)

Guidance literature:

4,4-dimethylcyclohexenone; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

chloro-trimethyl-silane; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/S0040-4020(02)01193-6

Reference yield: 79.0%

4,4-dimethylcyclohexenone (1073-13-8) + trimethylsilyl trifluoromethanesulfonate (27607-77-8) → 5,5-dimethyl-2-<(trimethylsilyl)oxy>-1,3-cyclohexadiene (54781-30-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 10 ℃; for 0.75h; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201800366

Reference yield:

→ 5,5-dimethyl-2-<(trimethylsilyl)oxy>-1,3-cyclohexadiene (54781-30-5)

Guidance literature:

4.4-Dimethyl-cyclohexenon (8), Li-diisopropylamid, Trimethylchlorsilan;

DOI:10.1016/S0040-4039(01)91898-2

upstream raw materials:

chloro-trimethyl-silane

4,4-dimethylcyclohexenone

trimethylsilyl trifluoromethanesulfonate

Downstream raw materials:

6-bromo-4,4-dimethylcyclohex-2-en-1-one

6-(1'-methyl-2'-phenylseleno)-4,4-dimethyl-2,6-exo-cyclohexadien-1-one

6-hydroxy-4,4-dimethylcyclohex-2-ene-1-one

6-chloro-4,4-dimethylcyclohex-2-en-1-one