1,1-Dichloro-3-methylgermacyclopenta-3-ene

Base Information

• Chemical Name: 1,1-Dichloro-3-methylgermacyclopenta-3-ene
• CAS No.: 5764-77-2
• Molecular Formula: C5H8Cl2Ge
• Molecular Weight: 211.615
• DSSTox Substance ID: DTXSID10537211
• Nikkaji Number: J122.283J
• Wikidata: Q82412140
• Mol file: 5764-77-2.mol

Synonyms:5764-77-2;1,1-Dichloro-3-methylgermacyclopenta-3-ene;DTXSID10537211;1,1-Dichloro-3-methyl-2,5-dihydro-1H-germole

Chemical Property of 1,1-Dichloro-3-methylgermacyclopenta-3-ene

Chemical Property:

• PSA: 0.00000
• LogP: 2.86610
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 211.9214834
• Heavy Atom Count: 8
• Complexity: 128

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC[Ge](C1)(Cl)Cl

Technology Process of 1,1-Dichloro-3-methylgermacyclopenta-3-ene

There total 1 articles about 1,1-Dichloro-3-methylgermacyclopenta-3-ene 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:

trichlorophenylgermane (1074-29-9) + isoprene (78-79-5,9003-31-0) → 1,1-dichloro-3-methyl-1-germacyclo-3-pentene (5764-77-2) + isopentyltrichlorogermane + 3-methyl-3-buten-2-yl germanium trichloride (266323-41-5) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

With trichlorophenylgermane; at 550 ℃; for 0.00833333h; Further Variations:; Temperatures; Product distribution; Kinetics;

Reference yield: 89.0%

methylmagnesium bromide (75-16-1) + phenylmagnesium bromide (100-58-3) + 1,1-dichloro-3-methyl-1-germacyclo-3-pentene (5764-77-2) → 1,3-dimethyl-1-phenyl-1-germacyclopent-3-ene (914644-86-3)

Guidance literature:

In diethyl ether; under N2 atm. to soln. 1,1-dichloro-3-methyl-1-germacyclopent-3-ene in Et2O at 0°C PhMgBr in Et2O was added over 1.5 h, stirred at room temp. for 15 h, MeMgBr in Et2O was added over 1.5 h and stirred under reflux for 4 h; react. mixt. was cooled and hydrolized with aq. NH4Cl, org. layer was washed with water and aq. sodium bicarbonate and dried over MgSO4, solventwas removed in vacuo, residue was chromed. on silica (pentane);

DOI:10.1139/V06-107

upstream raw materials:

trichlorophenylgermane

isoprene

Downstream raw materials:

1,3-dimethyl-1-phenyl-1-germacyclopent-3-ene

Refernces