Silane, trimethyl[(1E)-1-methyl-2-phenylethenyl]-

Base Information

• Chemical Name: Silane, trimethyl[(1E)-1-methyl-2-phenylethenyl]-
• CAS No.: 57266-92-9
• Molecular Formula: C12H18Si
• Molecular Weight: 190.36
• DSSTox Substance ID: DTXSID80413290
• Mol file: 57266-92-9.mol

Synonyms:trimethyl(1-phenylprop-1-en-2-yl)silane;57266-92-9;DTXSID80413290

Chemical Property of Silane, trimethyl[(1E)-1-methyl-2-phenylethenyl]-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 190.117777109
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Silane, trimethyl[(1E)-1-methyl-2-phenylethenyl]-

There total 13 articles about Silane, trimethyl[(1E)-1-methyl-2-phenylethenyl]- 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: 94.0%

methylmagnesium bromide (75-16-1) + Trimethyl-((Z)-1-methylsulfanyl-2-phenyl-vinyl)-silane (185844-37-5) → (E)-1-methyl-2-phenylethenyltrimethylsilane (57266-92-9)

Guidance literature:

1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In tetrahydrofuran; for 120h; Ambient temperature;

DOI:10.1039/P19960002803

Reference yield:

(phenylacetyl)trimethylsilane (56583-94-9) → (E)-1-methyl-2-phenylethenyltrimethylsilane (57266-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / HCl, H₂S / diethyl ether / -30 °C

2: 98 percent / K₂CO₃ / acetone / Ambient temperature

3: 94 percent / Ni(dppe)Cl₂ / tetrahydrofuran / 120 h / Ambient temperature

With hydrogenchloride; hydrogen sulfide; potassium carbonate; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In tetrahydrofuran; diethyl ether; acetone;

DOI:10.1039/P19960002803

Reference yield:

(Z)-2-phenyl-1-trimethylsilylethenenethiol (185844-35-3) → (E)-1-methyl-2-phenylethenyltrimethylsilane (57266-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / K₂CO₃ / acetone / Ambient temperature

2: 94 percent / Ni(dppe)Cl₂ / tetrahydrofuran / 120 h / Ambient temperature

With potassium carbonate; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In tetrahydrofuran; acetone;

DOI:10.1039/P19960002803

upstream raw materials:

1-Phenylprop-1-yne

Tris(trimethylsilyl)aluminium

bis(trimethylsilyl)diazomethane

benzaldehyde

Downstream raw materials:

α-methyl-trans-cinnamaldehyde

Refernces

• 1、 Bonini, Bianca Flavia,Comes-Franchini, Mauro,Fochi, Mariafrancesca,Mazzanti, Germana,Peri, Francesca,Ricci, Alfredo. "Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfldes". . p. 2803 - 2809. Retrieved 2007/10/03.
• 2、 Mitchell, Terence N.,Reimann, Werner. "FORMATION OF α-SILYLVINYLLITHIUM REAGENTS: REACTIONS OF α-SILYL- AND α-STANNYL-VINYLLITHIUMS WITH ALDEHYDES AND KETONES". . p. 163 - 172. Retrieved 2007/10/02.