1793-90-4

Basic information

• Product Name: ALLYLTRIETHYLGERMANE
• Synonyms: triethylallylgermane;triethylallyl-germaniu;ALLYLTRIETHYLGERMANE;Triethyl(2-propenyl)germane;triethyl(prop-2-enyl)germane
• CAS NO: 1793-90-4
• Molecular Formula: C₉H₂₀Ge
• Molecular Weight: 200.9
• Mol File: 1793-90-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 181-182°C
• Flash Point: 55.5°C
• Appearance: /
• Density: 1 g/cm3
• Vapor Pressure: 1.11mmHg at 25°C
• Refractive Index: 1.4594
• CAS DataBase Reference: ALLYLTRIETHYLGERMANE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYLTRIETHYLGERMANE(1793-90-4)
• EPA Substance Registry System: ALLYLTRIETHYLGERMANE(1793-90-4)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• TSCA: No
• Hazardous Substances Data: 1793-90-4(Hazardous Substances Data)

Usage

General Description

Allyltriethylgermane is a chemical compound with the formula C9H20Ge, consisting of allyl and triethylgermane groups. It is a colorless liquid with a slightly unpleasant odor. The compound is used as a reagent in organic synthesis and catalysis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. Allyltriethylgermane is known for its ability to act as a nucleophile and form stable carbon-carbon bonds under mild reaction conditions. It has also been studied for its potential applications in the development of new pharmaceuticals and materials. However, it is important to handle allyltriethylgermane with caution due to its toxic and flammable nature.

InChI:InChI=1/C9H20Ge/c1-5-9-10(6-2,7-3)8-4/h5H,1,6-9H2,2-4H3

Upstream product

• 7749-86-2 triethylgermyltributylstannane 
• 106-95-6 allyl bromide 
• 925-90-6 ethylmagnesium bromide 
• 2622-05-1 allylmagnesium bromide 
• 994-28-5 triethylchlorogermane 
• 181476-24-4 tributyl(triethylgermyl)stannane 
• 107-05-1 3-chloroprop-1-ene 
• 52522-40-4 tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex 

Downstream Products

• 51980-05-3 4-allylbenzonitrile 
• 81225-12-9 2-cyano-5,6-diphenylpyrazine 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 66489-79-0 phenyl-(1-phenyl-but-3-enyl)-amine 
• 1356450-46-8 1-bromo-3-(1-chlorobut-3-enyl)benzene 
• 1010831-49-8 1-(1-chlorobut-3-enyl)-4-fluorobenzene 
• 134619-72-0 4-(4-chlorophenyl)-4-bromo-1-butene 
• 54322-72-4 (1-chlorobut-3-en-1-yl)benzene 
• 134619-69-5 (1-bromobut-3-en-1-yl)benzene 
• 1010831-51-2 1-(1-chlorobut-3-enyl)-2-methylbenzene 
• 1033605-69-4 C₁₁H₁₀ClN 
• 208998-91-8 3-phenyl-5-triethylgermylmethylisoxazoline-2 
• 61463-61-4 2-allylbenzonitrile 
• 76-63-1 allytriphenyltin 

Relevant articles and documents

Introduction of organogermyl functionalities to cage silsesquioxanes

In this work, we present the first example of highly efficient platinum-catalyzed hydrosilylation of vinyl- and allylgermanes with different types of silsesquioxanes and spherosilicates. This protocol allows the straightforward introduction of organogermyl functionalities with alkyl chains linked to the silsesquioxane core with good yields and excellent selectivity. These derivatives may be applied as precursors for the development of advanced hybrid materials in the future. In addition, a comparison made between vinylsilanes and vinylgermanes showed a higher reactivity of germanium compounds in the hydrosilylation reaction. To the best of our knowledge, this is the first literature example of the functionalization of silsesquioxanes and spherosilicates with these types of germanium derivatives. The reaction parameters and kinetics were determined by in situ FT-IR. In addition, our research is supported by extensive data obtained from NMR measurements.

Palladium-catalyzed dehalogenative germylation of allylic halides with triethylgermyltributylstannane at room temperature

Triethylgermyltributylstannane was found to react with allylic halides at room temperature in the presence of a catalytic amount of Pd2(dba)3CHCl3 to bring about regioselective dehalogenative germylation giving 2-alkenyltriethylgermanes in good yields. Using triphenylphosphine as a ligand of the palladium caused to slow the rate of the present reaction.