(3-(4-bromophenyl)prop-1-en-2-yl)dimethyl(phenyl)silane

Base Information

• Chemical Name: (3-(4-bromophenyl)prop-1-en-2-yl)dimethyl(phenyl)silane
• CAS No.: 1234935-62-6
• Molecular Formula: C₁₇H₁₉BrSi
• Molecular Weight: 331.327
• Mol file: 1234935-62-6.mol

Synonyms:(3-(4-bromophenyl)prop-1-en-2-yl)dimethyl(phenyl)silane

Chemical Property of (3-(4-bromophenyl)prop-1-en-2-yl)dimethyl(phenyl)silane

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (3-(4-bromophenyl)prop-1-en-2-yl)dimethyl(phenyl)silane

There total 5 articles about (3-(4-bromophenyl)prop-1-en-2-yl)dimethyl(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: 78.0%

4-allenylbromobenzene (91028-07-8) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → (3-(4-bromophenyl)prop-1-en-2-yl)dimethyl(phenyl)silane (1234935-62-6)

Guidance literature:

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; With copper(l) iodide; 1,3-bis(2,4,6-trimethylphenyl)-4,5,6,7-tetrahydro-1H-1,3-diazepinium bromide; potassium tert-butylate; In tetrahydrofuran; for 0.25h; Inert atmosphere;

4-allenylbromobenzene; In tetrahydrofuran; methanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201404330

Reference yield:

dimethyl(phenyl)silyl lithium (3839-31-4) + 4-allenylbromobenzene (91028-07-8) → 2-(dimethylphenylsilyl)-3-(4-bromophenyl)-2-propene (1234935-63-7) + (3-(4-bromophenyl)prop-1-en-2-yl)dimethyl(phenyl)silane (1234935-62-6)

Guidance literature:

dimethyl(phenyl)silyl lithium; With methylmagnesium chloride; zinc(II) chloride; In tetrahydrofuran; at -78 - 0 ℃; Inert atmosphere;

4-allenylbromobenzene; In tetrahydrofuran; at -78 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1002/asia.200900452

Reference yield:

1-bromo-4-ethenyl-benzene (2039-82-9) → (3-(4-bromophenyl)prop-1-en-2-yl)dimethyl(phenyl)silane (1234935-62-6) + C17H19BrSi

Guidance literature:

Multi-step reaction with 3 steps

1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / water; dichloromethane

2: ethylmagnesium bromide / tetrahydrofuran

3: supported gold nanoparticles on TiO₂ / 1,2-dichloro-ethane / 2 h / 65 °C

With supported gold nanoparticles on TiO₂; ethylmagnesium bromide; N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; 1: |Doering-Laflamme Allene Synthesis / 2: |Doering-Laflamme Allene Synthesis;

DOI:10.1021/acs.orglett.5b02236

upstream raw materials:

dimethyl(phenyl)silyl lithium

4-allenylbromobenzene

1-bromo-4-ethenyl-benzene

1,1-dibromo-2-(4-bromophenyl)cyclopropane