762-66-3

Basic information

• Product Name: ALLYLTRIMETHYLGERMANE
• Synonyms: ALLYLTRIMETHYLGERMANE;(2-Propenyl)trimethylgermane;trimethyl(prop-2-enyl)germane
• CAS NO: 762-66-3
• Molecular Formula: C₆H₁₄Ge
• Molecular Weight: 158.82
• Mol File: 762-66-3.mol

Chemical Properties

• Boiling Point: 101°C
• Flash Point: 16°C
• Appearance: /
• Density: 0,995 g/cm3
• Vapor Pressure: 22mmHg at 25°C
• Refractive Index: 1.4333
• CAS DataBase Reference: ALLYLTRIMETHYLGERMANE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYLTRIMETHYLGERMANE(762-66-3)
• EPA Substance Registry System: ALLYLTRIMETHYLGERMANE(762-66-3)

Safety Data

• Statements: 11
• Safety Statements: 9-16-33
• RIDADR: 1993
• TSCA: No
• Hazardous Substances Data: 762-66-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Allyltrimethylgermane is used as a reagent in organic synthesis for its ability to facilitate the formation of carbon-carbon bonds. It is instrumental in reactions such as the allylation of carbonyl compounds, which is crucial for the synthesis of various organic compounds.
Used in Pharmaceutical Development:
In the pharmaceutical industry, allyltrimethylgermane serves as a key reagent for the construction of complex organic molecules. Its versatility in participating in cross-coupling reactions and other organic synthesis processes makes it an essential tool for chemists working on the development of new drugs and therapeutic agents.
Used in Material Science:
Allyltrimethylgermane is also utilized in material science for the synthesis of advanced materials. Its role in creating specific organic structures contributes to the development of new materials with unique properties for various applications.

InChI:InChI=1/C6H14Ge/c1-5-6-7(2,3)4/h5H,1,6H2,2-4H3

Upstream product

• 76054-64-3 7,7-dimethyl-1,4,5,6-tetraphenyl-2,3-benzo-7-germanorbornadiene 
• 107-05-1 3-chloroprop-1-ene 
• 106-95-6 allyl bromide 
• 676-58-4 methylmagnesium chloride 

Downstream Products

• 140-67-0 Estragole 
• 3698-28-0 2-allylanisole 
• 19754-22-4 2-allyl-1,4-dimethoxybenzene 
• 300-57-2 allylbenzene 
• 138723-71-4 benzyl (1-phenylbut-3-en-1-yl)carbamate 
• 51980-05-3 4-allylbenzonitrile 
• 129732-85-0 C₁₈H₂₀OS 
• 129732-84-9 C₁₈H₂₀OS 
• 557-31-3 3-ethoxyprop-1-ene 

Relevant articles and documents

Chemistry of heavy carbene analogues R2M (M = Si, Ge, Sn). 12. Concerted and nonconcerted insertion reactions of the germylene Me2Ge into the carbon-halogen bond

During the reaction of Me2Ge with CCl3X (X = Cl, Br), PhCH2X (X = Br, I), and Ph2CHCl, 1H CIDNP is observed in the products of net insertion of Me2Ge into the carbon-halogen bond and in Me2GeX2 (X = Cl, Br). It is concluded that a two-step radical reaction takes place by an abstraction-recombination mechanism. No reaction takes place with alkyl halides that have a C-X bond dissociation energy of more than about 70 kcal/mol. Me2Ge is generated thermally at 70-95°C or photochemically from the 7-germabenzonorbornadiene 1 and reacts in both cases in the singlet state. The activation energy for forming Me2Ge from 1 is 19 kcal/mol for the reaction with CCl4. Insertion products are also formed with the alkenyl halides CH2=CHCH2X, PhCH=CHX (X = Cl, Br), and 2-bromobut-2-ene, but without showing CIDNP effects. Since Me2GeX2 was not found either, Me2Ge reacts in these cases in a nonradical manner. It does not react with 1-chlorocyclohexene, but it does react with Me2GeX2 under formation of digermanes and/or oligogermanes without CIDNP.