{{4-{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane

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Chemical Name:{{4-{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane
CAS No.:839683-71-5
Molecular Formula:C₅₉H₉₄Br₂O₄Si
Molecular Weight:1055.29
Hs Code.:

Synonyms:{{4-{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane

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Chemical Property of {{4-{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane

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Technology Process of {{4-{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane

There total 10 articles about {{4-{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane 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: 99.0%

: 558-13-4
carbon tetrabromide

: 350230-76-1
4-{{2,5-bis(octyloxy)-4-[(triisopropylsilyl)ethynyl]phenyl}ethynyl}-2,5-bis(octyloxy)benzaldehyde

: 839683-71-5
{{4-{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane

Guidance literature:: With triphenylphosphine; zinc; In dichloromethane; at 0 - 20 ℃; for 12h;
DOI:10.1016/S0040-4039(01)00384-7

Reference yield:

: 145483-68-7
1,4-diiodo-2,5-dioctyloxybenzene

: 839683-71-5
{{4-{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / BuLi / tetrahydrofuran; diethyl ether / 2.5 h / 0 °C

2: 79 percent / CuI / PdCl₂(PPh₃)2 / triethylamine / 48 h / 20 °C

3: 100 percent / PPh₃; Zn / CH₂Cl₂ / 13 h / 0 - 20 °C

4: 91 percent / LDA / tetrahydrofuran / 3 h / -78 - 20 °C

5: 79 percent / CuI / PdCl₂(PPh₃)2 / triethylamine / 48 h / 20 °C

6: 99 percent / PPh₃; Zn / CH₂Cl₂ / 13 h / 0 - 20 °C

With copper(l) iodide; n-butyllithium; triphenylphosphine; zinc; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; triethylamine;
DOI:10.1002/hlca.200490266

Reference yield:

: 67399-94-4
1,4-bis(octyloxy)benzene

: 839683-71-5
{{4-{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane

Guidance literature:: Multi-step reaction with 7 steps

1: 59 percent / I₂; KIO₃; aq. H₂SO₄ / acetic acid / 24 h / 80 °C

2: 85 percent / BuLi / tetrahydrofuran; diethyl ether / 2.5 h / 0 °C

3: 79 percent / CuI / PdCl₂(PPh₃)2 / triethylamine / 48 h / 20 °C

4: 100 percent / PPh₃; Zn / CH₂Cl₂ / 13 h / 0 - 20 °C

5: 91 percent / LDA / tetrahydrofuran / 3 h / -78 - 20 °C

6: 79 percent / CuI / PdCl₂(PPh₃)2 / triethylamine / 48 h / 20 °C

7: 99 percent / PPh₃; Zn / CH₂Cl₂ / 13 h / 0 - 20 °C

With potassium iodate; copper(l) iodide; n-butyllithium; sulfuric acid; iodine; triphenylphosphine; zinc; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; acetic acid; triethylamine;
DOI:10.1002/hlca.200490266