2,7-Disilaocta-3,5-diene, 2,2,7,7-tetramethyl-, (E,E)-

Base Information

• Chemical Name: 2,7-Disilaocta-3,5-diene, 2,2,7,7-tetramethyl-, (E,E)-
• CAS No.: 22430-47-3
• Molecular Formula: C10H22 Si2
• Molecular Weight: 198.456
• Nikkaji Number: J1.005.424I,J1.113.274J,J438.017G
• Mol file: 22430-47-3.mol

Synonyms:2,7-Disilaocta-3,5-diene, 2,2,7,7-tetramethyl-, (E,E)-;1,4-bis(trimethylsilyl)-1,3-butadiene;22430-47-3;(1E,3E)-1,4-BIS(TRIMETHYLSILYL)-1,3-BUTADIENE;(1E)-1,4-Bis(trimethylsilyl)-1,3-butadiene

Chemical Property of 2,7-Disilaocta-3,5-diene, 2,2,7,7-tetramethyl-, (E,E)-

Chemical Property:

• Boiling Point: 161.4°Cat760mmHg
• Flash Point: 31°C
• Density: 0.786g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 198.12600377
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C=CC=C[Si](C)(C)C
• Isomeric SMILES: C[Si](/C=C/C=C/[Si](C)(C)C)(C)C

Technology Process of 2,7-Disilaocta-3,5-diene, 2,2,7,7-tetramethyl-, (E,E)-

There total 4 articles about 2,7-Disilaocta-3,5-diene, 2,2,7,7-tetramethyl-, (E,E)- 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: 56.0%

bromostyrene (103-64-0,1340-14-3) + (E)-2-(trimethylsilyl)-1-(trimethylstannyl)ethylene (65801-56-1,110510-36-6) → (3E)-1,4-diphenyl-1,3-butadiene (72777-78-7) + (1E,3E)-1,4-bis(trimethylsilyl)-1,3-butadiene (22430-47-3) + (3E)-4-phenyl-1-trimethylsilyl-1,3-butadiene (89567-74-8)

Guidance literature:

dichloro bis(acetonitrile) palladium(II); In N,N-dimethyl-formamide; at 25 ℃; for 23h;

DOI:10.1021/ja00237a029

Reference yield: 53.0%

(2-bromovinyl)trimethylsilane (41309-43-7,70737-20-1,13682-94-5) + (E)-trimethyl(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethen-1-yl)silane (126688-99-1) → (1E,3E)-1,4-bis(trimethylsilyl)-1,3-butadiene (22430-47-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In tetrahydrofuran; water; at 55 ℃; for 1h;

DOI:10.1039/d1dt03313a

Reference yield:

(2-bromovinyl)trimethylsilane (41309-43-7) → (1E,3E)-1,4-bis(trimethylsilyl)-1,3-butadiene (22430-47-3)

Guidance literature:

Multistep reaction; (i) Mg, (ii) CO₂, THF;

DOI:10.1021/ja00465a033

upstream raw materials:

(2-bromovinyl)trimethylsilane

bromostyrene

(E)-2-(trimethylsilyl)-1-(trimethylstannyl)ethylene

trimethylsilylacetylene

Downstream raw materials:

ostopanic acid

4,5-bis(hydroxymethyl)-3,6-bis(trimethylsilyl)cyclohex-1-ene

(1E,3E)-1-(4-nitrophenyl)-4-trimethylsilyl-1,3-butadiene

trimethyl ((1E,3E)-4-phenylbuta-1,3-dien-1-yl)silane

Refernces

• 1、 Ishikawa, Takuji,Ogawa, Akiya,Hirao, Toshikazu. "Oxovanadium(V)-induced oxidation of alkenylzirconocenes for facile inter- and intramolecular coupling". . p. 76 - 79. Retrieved 2007/10/03.