Germacyclopent-3-ene, 1,1-diethyl-3,4-dimethyl-

Base Information

• Chemical Name: Germacyclopent-3-ene, 1,1-diethyl-3,4-dimethyl-
• CAS No.: 5764-67-0
• Molecular Formula: C10H20Ge
• Molecular Weight: 212.91
• NSC Number: 179712
• DSSTox Substance ID: DTXSID20306773
• Nikkaji Number: J121.691K
• Wikidata: Q82054053
• Mol file: 5764-67-0.mol

Synonyms:5764-67-0;1,1-Diethyl-3,4-dimethylgermacyclopentan-3-ene;Germacyclopent-3-ene, 1,1-diethyl-3,4-dimethyl-;NSC179712;DTXSID20306773;XMPDJBNPCIRQFS-UHFFFAOYSA-N;NSC-179712;Germacyclopent-3-ene,1-diethyl-3,4-dimethyl-;1,1-Diethyl-3,4-dimethyl-1-germacyclopent-3-ene;1,1-Diethyl-3,4-dimethyl-2,5-dihydro-1H-germole;1,1-Diethyl-3,4-dimethyl-2,5-dihydro-1H-germole #

Chemical Property of Germacyclopent-3-ene, 1,1-diethyl-3,4-dimethyl-

Chemical Property:

• Vapor Pressure: 0.26mmHg at 25°C
• Boiling Point: 211.8°C at 760 mmHg
• Flash Point: 73.6°C
• PSA: 0.00000
• LogP: 3.82500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 214.0776784
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC[Ge]1(CC(=C(C1)C)C)CC

Technology Process of Germacyclopent-3-ene, 1,1-diethyl-3,4-dimethyl-

There total 6 articles about Germacyclopent-3-ene, 1,1-diethyl-3,4-dimethyl- 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: 97.0%

ethylmagnesium bromide (925-90-6) + 1,1,-dichloro-1-germacyclopent-3-ene (1432-32-2) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → 1,1-Diethyl-3,4-dimethyl-1-germacyclopent-3-en (5764-67-0)

Guidance literature:

With durol; In benzene; byproducts: CH2(CH)2CH2; under Ar; soln. of Ge-compound, DMB and durol heated for 8 h at 87°C; ethylated with excess ethylmagnesium bromide; GLC;

DOI:10.1007/BF00950320

Reference yield: 80.0%

3,4-benzo-1,1,2,2-tetraethyl-1,2-digermacyclobut-3-ene (175659-03-7) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → 4,5-benzo-1,1,2,2,3,3-hexaethyl-1,2,3-trigermacyclopent-4-ene (175659-07-1) + 3,4:6,7-dibenzo-1,1,2,2,5,5-hexaethyl-1,2,5-trigermacyclohepta-3,6-diene (175659-08-2) + 1,1-Diethyl-3,4-dimethyl-1-germacyclopent-3-en (5764-67-0)

Guidance literature:

In neat (no solvent); heating at 160°C for 20 h under vac.; not sepd.; GC-MS;

DOI:10.1021/om9509150

Reference yield: 29.0%

2,3-dimethyl-buta-1,3-diene (513-81-5) + dibenzyldiethylgermane (109021-78-5) → (C6H5CH2)2CH2C(CH3)C(CH3)CH2 (109022-00-6) + 2,3-dimethyl-5-phenyl-1-diethylbenzylgermyl-2-pentene + 2,3-dimethyl-3-benzyl-4-diethylbenzylgermyl-1-butene (109021-98-9) + (C6H5CH2)C(CH3)C(CH3)(CH2C6H5) (73807-73-5) + 1,1-Diethyl-3,4-dimethyl-1-germacyclopent-3-en (5764-67-0)

Guidance literature:

In hexane; Irradiation (UV/VIS); further products; irradn. with medium-pressure Hg-lamp for 2 h under Ar; preparative GLC;

DOI:10.1246/bcsj.59.3169

upstream raw materials:

2,2-diethyl-4,5-diphenyl 1,3,2-dioxagermole

2,3-dimethyl-buta-1,3-diene

ethylmagnesium bromide

1,1,-dichloro-1-germacyclopent-3-ene

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