(Z)-trimethyl{1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[(4-(trifluoromethyl))phenyl]vinyl}silane

Base Information

Chemical Name:(Z)-trimethyl{1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[(4-(trifluoromethyl))phenyl]vinyl}silane
CAS No.:1595282-18-0
Molecular Formula:C₁₈H₂₆BF₃O₂Si
Molecular Weight:370.295
Hs Code.:

Synonyms:(Z)-trimethyl{1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[(4-(trifluoromethyl))phenyl]vinyl}silane

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Chemical Property of (Z)-trimethyl{1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[(4-(trifluoromethyl))phenyl]vinyl}silane

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Technology Process of (Z)-trimethyl{1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[(4-(trifluoromethyl))phenyl]vinyl}silane

There total 4 articles about (Z)-trimethyl{1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[(4-(trifluoromethyl))phenyl]vinyl}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: 85.0%

: 40230-95-3
1-(4-trifluoromethylphenyl)-2-trimethylsilylethyne

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 1595282-18-0
(Z)-trimethyl{1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[(4-(trifluoromethyl))phenyl]vinyl}silane

Guidance literature:: With CoH(P(CH₃)3)4; In toluene; at 160 ℃; for 0.5h; regioselective reaction; Glovebox; Inert atmosphere; Sealed tube;
DOI:10.1055/s-0036-1588996

Reference yield: 55.0%

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 1535207-45-4
(bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)methyl)trimethylsilane

: 1595282-18-0
(Z)-trimethyl{1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[(4-(trifluoromethyl))phenyl]vinyl}silane

: (E)-trimethyl(1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(4-(trifluoromethyl)phenyl)vinyl)silane

Guidance literature:: (bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)methyl)trimethylsilane; With Li⁽¹⁺⁾*C₁₀H₁₄N₂O₈P^(1-); In tetrahydrofuran; at 0 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

4-Trifluoromethylbenzaldehyde; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Overall yield = 52 percent; Overall yield = 78 mg; stereoselective reaction; Schlenk technique; Inert atmosphere;
DOI:10.1039/d1cc01882e

Reference yield:

: 73183-34-3
bis(pinacol)diborane

: 1595282-18-0
(Z)-trimethyl{1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[(4-(trifluoromethyl))phenyl]vinyl}silane

: (E)-trimethyl(1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(4-(trifluoromethyl)phenyl)vinyl)silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: hexane / 24 h / 110 °C / Schlenk technique; Glovebox

2.1: Li⁽¹⁺⁾*C₁₀H₁₄N₂O₈P^(1-) / tetrahydrofuran / 0.5 h / 0 °C / Schlenk technique; Inert atmosphere

2.2: 16 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

With Li⁽¹⁺⁾*C₁₀H₁₄N₂O₈P^(1-); In tetrahydrofuran; hexane; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination;
DOI:10.1039/d1cc01882e