Silane, [[3-(1,1-dimethylethyl)-5-[(trimethylsilyl)ethynyl]phenyl]ethynyl]tris(1-meth ylethyl)-

Base Information

• Chemical Name: Silane, [[3-(1,1-dimethylethyl)-5-[(trimethylsilyl)ethynyl]phenyl]ethynyl]tris(1-meth ylethyl)-
• CAS No.: 186772-45-2
• Molecular Formula: C26H42Si2
• Molecular Weight: 410.79
• Mol file: 186772-45-2.mol

Synonyms:

Chemical Property of Silane, [[3-(1,1-dimethylethyl)-5-[(trimethylsilyl)ethynyl]phenyl]ethynyl]tris(1-meth ylethyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Silane, [[3-(1,1-dimethylethyl)-5-[(trimethylsilyl)ethynyl]phenyl]ethynyl]tris(1-meth ylethyl)-

There total 5 articles about Silane, [[3-(1,1-dimethylethyl)-5-[(trimethylsilyl)ethynyl]phenyl]ethynyl]tris(1-meth ylethyl)- 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%

tris-iso-propylsilyl acetylene (89343-06-6) + 1-(trimethylsilyl)-2-(3-bromo-5-tert-butylphenyl)acetylene (144001-06-9) → 1-t-butyl-3-[(triisopropylsilyl)ethynyl]-5-[(trimethylsilyl)ethynyl]benzene (186772-45-2)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In benzene; at 60 ℃; for 5h;

DOI:10.1016/S0040-4020(01)00779-7

Reference yield:

N-(2-bromo-4-tert-butylphenyl)acetamide (91801-97-7) → 1-t-butyl-3-[(triisopropylsilyl)ethynyl]-5-[(trimethylsilyl)ethynyl]benzene (186772-45-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 320 g / aq. HCl / ethanol / 3 h / Heating

2: 92 percent / benzyltrimethylammonium dichloroiodate; CaCO₃ / CH₂Cl₂; methanol / 312 h / Heating

3: 69 percent / aq. H₂SO₄; NaNO₂ / benzene; ethanol / 1.5 h / Heating

4: 98 percent / Pd(PPh₃)4; CuI; Et₃N / benzene / 5 h / 40 °C

5: 85 percent / Pd(PPh₃)4; CuI; Et₃N / benzene / 5 h / 60 °C

With hydrogenchloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; N,N,N-trimethylbenzenemethanaminium dichloroiodate; triethylamine; calcium carbonate; sodium nitrite; In methanol; ethanol; dichloromethane; benzene;

DOI:10.1016/S0040-4020(01)00779-7

Reference yield:

4-tert-butylacetanilide (20330-45-4) → 1-t-butyl-3-[(triisopropylsilyl)ethynyl]-5-[(trimethylsilyl)ethynyl]benzene (186772-45-2)

Guidance literature:

Multi-step reaction with 6 steps

1: Br₂ / acetic acid / 21 h / 50 °C

2: 320 g / aq. HCl / ethanol / 3 h / Heating

3: 92 percent / benzyltrimethylammonium dichloroiodate; CaCO₃ / CH₂Cl₂; methanol / 312 h / Heating

4: 69 percent / aq. H₂SO₄; NaNO₂ / benzene; ethanol / 1.5 h / Heating

5: 98 percent / Pd(PPh₃)4; CuI; Et₃N / benzene / 5 h / 40 °C

6: 85 percent / Pd(PPh₃)4; CuI; Et₃N / benzene / 5 h / 60 °C

With hydrogenchloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; bromine; N,N,N-trimethylbenzenemethanaminium dichloroiodate; triethylamine; calcium carbonate; sodium nitrite; In methanol; ethanol; dichloromethane; acetic acid; benzene;

DOI:10.1016/S0040-4020(01)00779-7

upstream raw materials:

tris-iso-propylsilyl acetylene

1-(trimethylsilyl)-2-(3-bromo-5-tert-butylphenyl)acetylene

4-tert-Butylaniline

2-bromo-4-tert-butylaniline

Downstream raw materials:

C₇₄H₉₀Si₂

C₅₆H₅₀

C₄₆H₆₆Si₂

C₂₈H₂₆

Refernces

• 1、 Tobe, Yoshito,Utsumi, Naoto,Kawabata, Kazuya,Naemura, Koichiro. "Synthesis and self-association properties of diethynylbenzene macrocycles". . p. 9325 - 9328. Retrieved 2007/10/03.