(E)-hex-2-en-2-yldimethyl(phenyl)silane

Base Information

• Chemical Name: (E)-hex-2-en-2-yldimethyl(phenyl)silane
• CAS No.: 1222520-25-3
• Molecular Formula: C₁₄H₂₂Si
• Molecular Weight: 218.414
• Mol file: 1222520-25-3.mol

Synonyms:(E)-hex-2-en-2-yldimethyl(phenyl)silane

Chemical Property of (E)-hex-2-en-2-yldimethyl(phenyl)silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-hex-2-en-2-yldimethyl(phenyl)silane

There total 7 articles about (E)-hex-2-en-2-yldimethyl(phenyl)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: 74.0%

2-((2-(dimethyl(phenyl)silyl)hex-1-en-3-yl)sulfonyl)pyridine → (E)-hex-2-en-2-yldimethyl(phenyl)silane (1222520-25-3)

Guidance literature:

With sodium dihydrogenphosphate; sodium amalgam; In methanol; at 22 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jacs.5b02667

Reference yield:

2-Hexyne (764-35-2) + carbon monoxide (201230-82-2) + Dimethylphenylsilane (766-77-8) → (E)-3-(dimethylphenylsilyl)-2-hexene (1222520-28-6) + (E)-hex-2-en-2-yldimethyl(phenyl)silane (1222520-25-3) + (Z)-2-methyl-3-(dimethylphenylsilyl)-2-hexenal (119481-09-3) + (Z)-2-propyl-3-(dimethylphenylsilyl)-2-butenal (119481-08-2)

Guidance literature:

With [Rh₂(MeCN)2(Naft)4](BF₄)4; In dichloromethane; at 100 ℃; for 24h; under 22801.5 Torr; optical yield given as %de; chemoselective reaction; Autoclave;

DOI:10.1016/j.jorganchem.2009.12.018

Reference yield:

1-hexyn-3-ol (105-31-7) → (E)-hex-2-en-2-yldimethyl(phenyl)silane (1222520-25-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

2.1: sodium hydride / acetonitrile / 0.08 h / 0 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 0 - 22 °C / Inert atmosphere

4.1: tetrabutylammonium dihydrogen phosphate / toluene / 1 h / 22 °C / Inert atmosphere; Schlenk technique

5.1: sodium t-butanolate; copper(l) chloride; tricyclohexylphosphine / tetrahydrofuran; toluene / 0.08 h / 22 °C / Inert atmosphere; Schlenk technique

5.2: 22 °C / Inert atmosphere; Schlenk technique

6.1: sodium amalgam; sodium dihydrogenphosphate / methanol / 1 h / 22 °C / Inert atmosphere

With sodium dihydrogenphosphate; sodium amalgam; sodium hydride; tetrabutylammonium dihydrogen phosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; copper(l) chloride; sodium t-butanolate; tricyclohexylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;

DOI:10.1021/jacs.5b02667

upstream raw materials:

2-Hexyne

carbon monoxide

Dimethylphenylsilane

1-hexyn-3-ol