51533-82-5

Basic information

• Product Name: 1,3,4-trimethyl-1-phenyl-1-germacyclopent-3-ene
• Synonyms: 1,3,4-trimethyl-1-phenyl-1-germacyclopent-3-ene
• CAS NO: 51533-82-5
• Molecular Weight: 246.876
• Mol File: 51533-82-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,3,4-trimethyl-1-phenyl-1-germacyclopent-3-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4-trimethyl-1-phenyl-1-germacyclopent-3-ene(51533-82-5)
• EPA Substance Registry System: 1,3,4-trimethyl-1-phenyl-1-germacyclopent-3-ene(51533-82-5)

Safety Data

• Hazardous Substances Data: 51533-82-5(Hazardous Substances Data)

Upstream product

• 58276-72-5 methylphenylchlorogermane 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 75-16-1 methylmagnesium bromide 
• 100-58-3 phenylmagnesium bromide 
• 5764-64-7 1,1-dichloro-3,4-dimethyl-1-germacyclopent-3-ene 
• 13892-12-1 1,2-dimethyl-1,1,2,2-tetraphenylgermane 
• 134847-65-7 methyl(phenyl)bis(trimethylsilyl)germane 

Downstream Products

• 914644-85-2 (Z)-1,2-dimethyl-1,2-diphenyldigermylene 
• 914644-84-1 (E)-1,2-dimethyl-1,2-diphenyldigermylene 
• 914644-88-5 Ge(CH₃)(C₆H₅)C₂H₃C(CH₃)CH₂ 
• 914644-90-9 Ge(CH₃)(C₆H₅)C₂HC(CH₃)3 
• 914644-89-6 Ge(CH₃)(C₆H₅)C₂H₃CH₂C(CH₃)3 
• 914644-87-4 methoxymethylphenylgermane 
• 83643-11-2 Ge(CH₃)(C₆H₅)N(C₂H₅)3 
• 914644-93-2 acetoxymethylphenylgermane 
• 914644-92-1 Ge(CH₃)(C₆H₅)C₂H₂(CH₃)C(CH₃)CH₂ 

Relevant articles and documents

Direct detection of methylphenylgermylene and 1,2-dimethyl-1,2- diphenyldigermene - Kinetic studies of their reactivities in solution

Photolysis of 1,3,4-trimethyl-1-phenylgermacyclopent-3-ene (5) in hydrocarbon solvents containing isoprene, methanol, or acetic acid affords 2,3-dimethyl-1,3-butadiene (DMB) and the expected trapping products of methylphenylgermylene (GeMePh) in chemical yields exceeding 90%. The germylene has been detected in hexane solution by laser flash photolysis as a short-lived species (τ ～ 2 μs) exhibiting a UV-vis absorption spectrum centered at λmax = 490 nm. It decays with second-order kinetics and a rate constant close to the diffusion-controlled limit, with the concomitant growth of a second longer-lived transient (λmax = 420 nm) that is assigned to a mixture of (E)- and (Z)-1,2-dimethyl-1,2-diphenyldigermene (4). Absolute rate constants have been determined for the reactions of the germylene with primary and tertiary amines (n-BuNH2 and Et 3N, respectively), acetic acid (AcOH), a terminal alkyne and alkene, isoprene, DMB, CCl4, and the group 14 hydrides Et3SiH and Bu3SnH. GeMePh is slightly more reactive than GePh2 towards all the reagents studied in this work; both are significantly less reactive than GeMe2 toward the same substrates. Absolute rate constants for the reactions of 4 have also been measured or assigned upper limits in every case and are compared to previously reported values for tetraphenyl- and tetramethyl-digermene with the same reagents.

Photochemical Reactions of Aryl-Substituted Digermanes through a Pair of Organogermyl Radicals

The photochemical reactions of aryl-substituted digermanes were investigated by trapping experiments and a laser flash photolysis technique.The photolysis of phenylated digermanes resulted in germanium-germanium bond homolysis to give a pair of two germyl radicals.The germyl radicals abstracted a chlorine atom from carbon tetrachloride to give chlorogermanes.The pair of germyl radicals also underwent ipso-substitution, which was a precursor of the germylenes.The mechanism for the photochemistry of phenylated digermenes is discussed.