Benzene, [[4-methyl-1-[4-(trimethylsilyl)-3-butyn-1-yl]-2,3-nonadien-1-yl]sulfonyl]-

Base Information

• Chemical Name: Benzene, [[4-methyl-1-[4-(trimethylsilyl)-3-butyn-1-yl]-2,3-nonadien-1-yl]sulfonyl]-
• CAS No.: 915975-62-1
• Molecular Formula: C₂₃H₃₄O₂SSi
• Molecular Weight: 402.673
• Mol file: 915975-62-1.mol

Synonyms:

Chemical Property of Benzene, [[4-methyl-1-[4-(trimethylsilyl)-3-butyn-1-yl]-2,3-nonadien-1-yl]sulfonyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzene, [[4-methyl-1-[4-(trimethylsilyl)-3-butyn-1-yl]-2,3-nonadien-1-yl]sulfonyl]-

There total 6 articles about Benzene, [[4-methyl-1-[4-(trimethylsilyl)-3-butyn-1-yl]-2,3-nonadien-1-yl]sulfonyl]- 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:

(5-benzenesulfonyltridec-5-ene-1,7-diynyl)trimethylsilane (915975-61-0) + methyllithium (917-54-4) → (5-benzenesulfonyl-8-methyltrideca-6,7-dien-1-ynyl)-trimethylsilane (915975-62-1) + ((5Z,7Z)-5-Benzenesulfonyl-8-methyl-trideca-5,7-dien-1-ynyl)-trimethyl-silane

Guidance literature:

methyllithium; With copper(l) iodide; In diethyl ether; at -30 - 0 ℃; for 0.5h;

(5-benzenesulfonyltridec-5-ene-1,7-diynyl)trimethylsilane; With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -50 - -15 ℃; for 10h;

DOI:10.1016/j.tet.2006.06.115

Reference yield:

(5-chloropent-1-ynyl)trimethylsilane (77113-48-5) → (5-benzenesulfonyl-8-methyltrideca-6,7-dien-1-ynyl)-trimethylsilane (915975-62-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: tetrahydrofuran; hexane / -78 - 10 °C

1.3: 1.40 g / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 738 mg / DBU / tetrahydrofuran / 0.5 h / 0 °C

3.1: copper(I) iodide / diethyl ether / 0.5 h / -30 - 0 °C

3.2: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 10 h / -50 - -15 °C

With copper(l) iodide; n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1016/j.tet.2006.06.115

Reference yield:

1-phenylsulfonyl-5-(trimethylsilyl)-4-pentyne (915975-60-9) → (5-benzenesulfonyl-8-methyltrideca-6,7-dien-1-ynyl)-trimethylsilane (915975-62-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: tetrahydrofuran; hexane / -78 - 10 °C

1.3: 1.40 g / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 738 mg / DBU / tetrahydrofuran / 0.5 h / 0 °C

3.1: copper(I) iodide / diethyl ether / 0.5 h / -30 - 0 °C

3.2: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 10 h / -50 - -15 °C

With copper(l) iodide; n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1016/j.tet.2006.06.115

upstream raw materials:

(5-benzenesulfonyltridec-5-ene-1,7-diynyl)trimethylsilane

methyllithium

1-phenylsulfonyl-5-(trimethylsilyl)-4-pentyne

5-iodo-1-trimethylsilyl-1-pentyne