[1-(Cyclohex-2-en-1-yl)ethenyl](trimethyl)silane

Base Information

• Chemical Name: [1-(Cyclohex-2-en-1-yl)ethenyl](trimethyl)silane
• CAS No.: 110434-24-7
• Molecular Formula: C₁₁H₂₀Si
• Molecular Weight: 180.365
• DSSTox Substance ID: DTXSID80553625
• Mol file: 110434-24-7.mol

Synonyms:110434-24-7;[1-(Cyclohex-2-en-1-yl)ethenyl](trimethyl)silane;DTXSID80553625

Chemical Property of [1-(Cyclohex-2-en-1-yl)ethenyl](trimethyl)silane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 180.133427172
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C(=C)C1CCCC=C1

Technology Process of [1-(Cyclohex-2-en-1-yl)ethenyl](trimethyl)silane

There total 3 articles about [1-(Cyclohex-2-en-1-yl)ethenyl](trimethyl)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%

rac-3-acetoxycyclohexene (76644-52-5,76704-31-9,14447-34-8,62247-41-0) + 1-(trimethylsilyl)vinylmagnesium bromide (49750-22-3) → 3-<1-(trimethylsilyl)vinyl>-1-cyclohexene (110434-24-7,128815-35-0)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 0.75h; Ambient temperature;

DOI:10.1016/S0040-4039(00)94338-7

Reference yield:

ethenyltrimethylsilane (754-05-2) → (Z)-1,4-bis(trimethylsilyl)-2-butene (16054-34-5) + (E)-1,4-bis(trimethylsilyl)but-2-ene (16054-35-6) + but-3-ene-1,3-diylbis(trimethylsilane) (53304-31-7) + 3-<1-(trimethylsilyl)vinyl>-1-cyclohexene (110434-24-7,128815-35-0)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; diethylaluminium chloride; cyclohexa-1,3-diene; triphenylphosphine; In toluene; at 50 ℃; for 48h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00236a037

Reference yield:

cyclohexa-1,3-diene (1165952-91-9) + ethenyltrimethylsilane (754-05-2) → (Z)-1,4-bis(trimethylsilyl)-2-butene (16054-34-5) + (E)-1,4-bis(trimethylsilyl)but-2-ene (16054-35-6) + but-3-ene-1,3-diylbis(trimethylsilane) (53304-31-7) + 3-<1-(trimethylsilyl)vinyl>-1-cyclohexene (110434-24-7,128815-35-0)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; diethylaluminium chloride; triphenylphosphine; In toluene; at 50 ℃; for 48h; Product distribution; other ligands, var. P/Ni and Al/Ni ratios, var. reaction times;

DOI:10.1021/jo00236a037

upstream raw materials:

rac-3-acetoxycyclohexene

1-(trimethylsilyl)vinylmagnesium bromide

cyclohexa-1,3-diene

ethenyltrimethylsilane