Germane, 1-dodecenyltriphenyl-, (Z)-

Base Information

• Chemical Name: Germane, 1-dodecenyltriphenyl-, (Z)-
• CAS No.: 116487-94-6
• Molecular Formula: C30H38Ge
• Molecular Weight: 471.222
• Mol file: 116487-94-6.mol

Synonyms:

Chemical Property of Germane, 1-dodecenyltriphenyl-, (Z)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Germane, 1-dodecenyltriphenyl-, (Z)-

There total 3 articles about Germane, 1-dodecenyltriphenyl-, (Z)- 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: 76.0%

1-dodecyne (765-03-7) + triphenylgermane (2816-43-5) → (Z)-1-triphenylgermyl-1-dodecene (116487-94-6)

Guidance literature:

triethyl borane; In hexane; toluene; addn. of Et3B in hexane to a soln. of acetylene-compd. and Ph3GeH (slight excess) in toluene at -78°C under Ar, stirring for 3 h at -78°C, pouring into ice-cooled H2O; extn. with ethylacetate (3 times), washing of combined org. layers with brine, drying (Na2SO4), evapn. (vac.), preparative tlc (silica-gel); product ratio Z/E=>20/1 (detd. by GC, NMR);

DOI:10.1246/bcsj.63.2268

Reference yield:

1-dodecyne (765-03-7) + triphenylgermane (2816-43-5) → (Z)-1-triphenylgermyl-1-dodecene (116487-94-6) + (E)-1-triphenylgermyl-1-dodecene (92740-99-3)

Guidance literature:

With triethyl borane; In hexane; benzene; at 60 ℃; for 2h; Product distribution; various raction temperature, time;

DOI:10.1016/S0040-4039(00)96363-9

Reference yield:

lithium tris(triphenylgermyl)manganate(II) + 1-dodecyne (765-03-7) → (Z)-1-triphenylgermyl-1-dodecene (116487-94-6) + (E)-1-triphenylgermyl-1-dodecene (92740-99-3)

Guidance literature:

With butan-1-ol; In tetrahydrofuran; 1-dodecyne (0.5 mmol) treated with germylmanganate (0.6 mmol) in THF inthe presence of n-BuOH (2.0 mmol) at 25°C for 0.5 h; (E)/(Z)-isomer ratio = 57/43;

DOI:10.1246/bcsj.73.2159

upstream raw materials:

1-dodecyne

triphenylgermane

Downstream raw materials:

(E)-1-tripropylgermyl-1-dodecene

(E)-1-triphenylgermyl-1-dodecene

Refernces

• 1、 Nozaki, Kyoko,Ichinose, Yoshifumi,Wakamatsu, Kuni,Oshima, Kichiro,Utimoto, Kiitiro. "Et3B Induced Stereoselective Radical Addition of Ph3GeH to Carbon-Carbon Multiple Bonds and Its Application to Isomerization of Olefins". . p. 2268 - 2272. Retrieved 2007/10/02.