5764-67-0

Basic information

• Product Name: 1,1-Diethyl-3,4-dimethylgermacyclopentan-3-ene
• Synonyms: 1,1-Diethyl-3,4-dimethylgermacyclopentan-3-ene
• CAS NO: 5764-67-0
• Molecular Formula: C10H20Ge
• Molecular Weight: 212.91
• Mol File: 5764-67-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 211.8°C at 760 mmHg
• Flash Point: 73.6°C
• Appearance: /
• Vapor Pressure: 0.26mmHg at 25°C
• CAS DataBase Reference: 1,1-Diethyl-3,4-dimethylgermacyclopentan-3-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Diethyl-3,4-dimethylgermacyclopentan-3-ene(5764-67-0)
• EPA Substance Registry System: 1,1-Diethyl-3,4-dimethylgermacyclopentan-3-ene(5764-67-0)

Safety Data

• Hazardous Substances Data: 5764-67-0(Hazardous Substances Data)

Usage

Type of compound

Organogermanium compound

Subgroup

Cyclopentene derivative

Structural features

Two ethyl groups (C2H5) attached to the germanium atom
Two methyl groups (CH3) attached to the germanium atom

Bond type

Carbon-to-germanium bond

Potential applications

Medicine and materials science

Limitations

Potential toxicity
Environmental impact

InChI:InChI=1/C10H20Ge/c1-5-11(6-2)7-9(3)10(4)8-11/h5-8H2,1-4H3

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 1432-32-2 1,1,-dichloro-1-germacyclopent-3-ene 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 175659-03-7 3,4-benzo-1,1,2,2-tetraethyl-1,2-digermacyclobut-3-ene 
• 109021-78-5 dibenzyldiethylgermane 
• 1184-65-2 germanium hydride trichloride 
• 79411-55-5 ((CH₃CH₂)2Ge)4 
• 104284-23-3 2,2-diethyl-4,5-diphenyl 1,3,2-dioxagermole 

Relevant articles and documents

Synthesis and properties of a strained germacycle having a Ge-Ge bond, 3,4-benzo-1,1,2,2-tetraethyl-1,2-digermacyclobut-3-ene

A new strained germacycle, 3,4-benzo-1,1,2,2-tetraethyl-1,2-digermacyclobut-3-ene (1), was prepared by treatment of 1,2-bis(chlorodiethylgermyl)benzene with sodium in toluene. At ambient temperature, 1 was gradually oxidized in air to give 3,4-benzo-1,3-digerma-2-oxacyclopent-4-ene (2), and in the presence of sulfur, 1 was converted to 3,4-benzo-1,3-digerma-2-thiacyclopent-4-ene (3), quantitatively under similar thermal conditions. The digermacyclobutene 1 was thermally labile and readily underwent ring-opening polymerization in toluene to give the corresponding polymer 4 (Mn = 4.4 × 105, Mw = 7.4 × 105, Mw/Mn = 1.7). On thermolysis at 160 °C for 20 h, 1 gave two products, 4,5-benzo-1,2,3-trigermacyclopent-4-ene (5) and 3,4:6,7-dibenzo-1,2,5-trigermacyclohepta-3,6-diene (6), in reasonable yields. On the other hand, the thermolysis of 1 in the presence of phenylacetylene gave 2,3-benzo-1,4-digerma-5-phenyl-cyclohexa-2,5-diene (7), quantitatively. Further, 1 was thermolyzed in CCl4 to give two chlorinated products, 1,2-bis(chlorodiethylgermyl)benzene (9) and 1-(chlorodiethylgermyl)-2-(diethyl(trichloromethyl)germyl)benzene (10), in reasonable yields. The reaction mechanisms for the polymerization and the thermolysis are discussed.

DIOXA- ET DITHIAGERMOLES: SYNTHESE ET QUELQUES ASPECTS DE LEUR REACTIVITE

Synthetic methods to obtain new dioxagermoles and dithiagermoles are described.Dioxagermoles decompose to germylenes and α-diketone on thermolysis, and formation of cyclotrigermathianes (R2GeS)3 from dithiagermoles is observed at about 200 deg C via a R2Ge=S intermediate.Exchange reactions between dioxagermoles or dithiagermoles and thiophosgene give a dioxolethione and a dithiolethione, respectively.In the exchange reaction between dithia- and dioxa-germoles with GeCl2*dioxane, formation of new stable unsaturated germylenes is observed.