Trimethyl-(2-phenyl-cyclohex-1-enyloxy)-silane

Base Information

• Chemical Name: Trimethyl-(2-phenyl-cyclohex-1-enyloxy)-silane
• CAS No.: 53723-93-6
• Molecular Formula: C15H22OSi
• Molecular Weight: 246.425
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID10455123
• Nikkaji Number: J620.920C
• Wikidata: Q82276996
• Mol file: 53723-93-6.mol

Synonyms:53723-93-6;TRIMETHYL-(2-PHENYL-CYCLOHEX-1-ENYLOXY)-SILANE;SCHEMBL818171;DTXSID10455123;1-(Trimethylsiloxy)-2-phenylcyclohexene;Trimethyl[([3,4,5,6-tetrahydro[1,1'-biphenyl]]-2-yl)oxy]silane

Chemical Property of Trimethyl-(2-phenyl-cyclohex-1-enyloxy)-silane

Chemical Property:

• Boiling Point: 295.8±40.0 °C(Predicted)
• PSA: 9.23000
• Density: 0.97±0.1 g/cm3(Predicted)
• LogP: 4.82320
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 246.143991855
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

95% ^*data from raw suppliers

TRIMETHYL-(2-PHENYL-CYCLOHEX-1-ENYLOXY)-SILANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OC1=C(CCCC1)C2=CC=CC=C2

Technology Process of Trimethyl-(2-phenyl-cyclohex-1-enyloxy)-silane

There total 6 articles about Trimethyl-(2-phenyl-cyclohex-1-enyloxy)-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: 93.0%

chloro-trimethyl-silane (75-77-4) + (RS)-2-phenylcyclohexanone (1444-65-1) → 2-phenyl-1-(trimethylsiloxy)cyclohex-1-ene (53723-93-6)

Guidance literature:

(RS)-2-phenylcyclohexanone; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ja8041542

Reference yield:

chloro-trimethyl-silane (75-77-4) + (RS)-2-phenylcyclohexanone (1444-65-1) → 2-phenyl-1-(trimethylsiloxy)cyclohex-1-ene (53723-93-6) + 6-phenyl-1-(trimethylsilyloxy)cyclohex-1-ene

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 130 ℃; for 90h; Title compound not separated from byproducts.;

DOI:10.1021/ja001164i

Reference yield:

iodobenzene (591-50-4) → 2-phenyl-1-(trimethylsiloxy)cyclohex-1-ene (53723-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tributyltin fluoride; triethylamine; tri tert-butylphosphoniumtetrafluoroborate / benzene / 24 h / 80 °C / Inert atmosphere

2: pyridine; sodium iodide / hexane; acetonitrile / 20 h / 20 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tributyltin fluoride; triethylamine; sodium iodide; tri tert-butylphosphoniumtetrafluoroborate; In hexane; acetonitrile; benzene;

DOI:10.1021/ol201608a

upstream raw materials:

chloro-trimethyl-silane

2-chloro-2-phenylcyclohexan-1-one

(RS)-2-phenylcyclohexanone

iodobenzene

Downstream raw materials:

(2S)-2-phenyl-1-cyclohexanone

(R)-2-phenylcyclohexanone

(R)-2-hydroxymethyl-2-phenylcyclohexanone

(RS)-2-phenylcyclohexanone