C₇₄H₉₀Si₂

Base Information

• Chemical Name: C₇₄H₉₀Si₂
• CAS No.: 388092-72-6
• Molecular Formula: C₇₄H₉₀Si₂
• Molecular Weight: 1035.7
• Mol file: 388092-72-6.mol

Synonyms:C₇₄H₉₀Si₂

Chemical Property of C₇₄H₉₀Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₇₄H₉₀Si₂

There total 10 articles about C₇₄H₉₀Si₂ 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: 30.0%

C28H26 (186772-49-6) + (3-Bromoethynyl-5-tert-butyl-phenylethynyl)-triisopropyl-silane (186772-54-3) → C46H66Si2 (388092-70-4) + C74H90Si2 (388092-72-6)

Guidance literature:

With 1,2,2,6,6-pentamethylpiperidine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; lithium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; benzene; at 20 ℃; for 7h;

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

Reference yield:

2-bromo-4-tert-butylaniline (103273-01-4) → C74H90Si2 (388092-72-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 92 percent / benzyltrimethylammonium dichloroiodate; CaCO₃ / CH₂Cl₂; methanol / 312 h / Heating

2: 69 percent / aq. H₂SO₄; NaNO₂ / benzene; ethanol / 1.5 h / Heating

3: 98 percent / Pd(PPh₃)4; CuI; Et₃N / benzene / 5 h / 40 °C

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

5: 98 percent / aq. K₂CO₃ / methanol; tetrahydrofuran / 2 h / 20 °C

6: 86 percent / Cu(OAc)2 / pyridine; methanol / 7.5 h / 20 °C

7: 96 percent / TBAF / tetrahydrofuran / 2.5 h / 20 °C

8: 30 percent / Pd₂(dba)3*CHCl₃; LiI/CuI; 1,2,2,6,6-pentamethylpiperidine / hexamethylphosphoric acid triamide; benzene / 7 h / 20 °C

With 1,2,2,6,6-pentamethylpiperidine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper diacetate; sulfuric acid; tetrabutyl ammonium fluoride; potassium carbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; triethylamine; calcium carbonate; lithium iodide; sodium nitrite; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; benzene; 6: Eglinton coupling;

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

Reference yield:

4-tert-butylacetanilide (20330-45-4) → C74H90Si2 (388092-72-6)

Guidance literature:

Multi-step reaction with 10 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

7: 98 percent / aq. K₂CO₃ / methanol; tetrahydrofuran / 2 h / 20 °C

8: 86 percent / Cu(OAc)2 / pyridine; methanol / 7.5 h / 20 °C

9: 96 percent / TBAF / tetrahydrofuran / 2.5 h / 20 °C

10: 30 percent / Pd₂(dba)3*CHCl₃; LiI/CuI; 1,2,2,6,6-pentamethylpiperidine / hexamethylphosphoric acid triamide; benzene / 7 h / 20 °C

With 1,2,2,6,6-pentamethylpiperidine; hydrogenchloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper diacetate; sulfuric acid; tetrabutyl ammonium fluoride; bromine; potassium carbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; triethylamine; calcium carbonate; lithium iodide; sodium nitrite; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; acetic acid; benzene; 8: Eglinton coupling;

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

upstream raw materials:

C₂₈H₂₆

(3-Bromoethynyl-5-tert-butyl-phenylethynyl)-triisopropyl-silane

4-tert-Butylaniline

2-bromo-4-tert-butylaniline

Downstream raw materials:

C₅₆H₅₀

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.