118512-62-2

Basic information

• Product Name: O-triphenylgermyl catechol
• Synonyms: O-triphenylgermyl catechol
• CAS NO: 118512-62-2
• Molecular Weight: 525.227
• Mol File: 118512-62-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: O-triphenylgermyl catechol(CAS DataBase Reference)
• NIST Chemistry Reference: O-triphenylgermyl catechol(118512-62-2)
• EPA Substance Registry System: O-triphenylgermyl catechol(118512-62-2)

Safety Data

• Hazardous Substances Data: 118512-62-2(Hazardous Substances Data)

Upstream product

• 1020-31-1 3,5-Di-tert-butylcatechol 
• 1626-24-0 chlorotriphenylgermane 
• 3383-21-9 3,5-di-tert-butyl-o-benzoquinone 
• 3839-32-5 triphenylgermyl lithium 

Downstream Products

• 2816-43-5 triphenylgermane 
• 2816-39-9 hexaphenyldigermane 
• 1020-31-1 3,5-Di-tert-butylcatechol 
• 1626-24-0 chlorotriphenylgermane 

Relevant articles and documents

Etude de la reaction de germyllithiums sur la di-t-butyl-3,5 orthoquinone: mise en evidence d'un mecanisme par transfert monoelectronique

Reactions between organogermyllithiums R3GeLi and 3,5-di-t-butylorthoquinone mainly give digermanes but also O-germylcatechol and germadioxolanes.It appears that these reactions start after an initial single electron transfer (SET) which is supported by a

Reaction de derives a liaison germanium-azote (germylamines, cyclogermazanes et germa-imines transitoires) avec la di-t-butyl-3,5-orthoquinone

Several germanium-nitrogen compounds were treated with 3,5-di-t-butylorthoquinone (1).In the case of germylamines R3GeNMe2 (R = Et, Ph), 1,2 and 1,4 adducts were formed, as shown by 1H NMR spectroscopy.The thermally unstable 1,4 adduct, decomposes with nitrene elimination to give 2,2-dialkyl or 2,2-diaryl (6,8-di-t-butyl)-4,5-benzo-2-germa-1,3-dioxolane.The 1,2 adduct, through intermolecular redistribution, leads to digermyloxide (R3Ge)2O and a gem-diamine with partial regeneration of the starting quinone 1.These addition reactions proceed through a monoelectric transfer mechanism, with formation of a transient o-semiquinonic radical identified by ESR spectroscopy.This transient radical leads to O-germyl 3,5-di-t-butylcatechol by hydrogen abstraction from the solvent.The proposed mechanism explains the formation of the germylated compounds as well as the organic by-products.Similar reactions were observed between cyclodigermazanes and 1.The 1,4 cycloaddition generates germadioxolanes with nitrene expulsion, whereas the 1,2-cycloaddition leads to the germoxane and conjugated ketoimine, or diimine.The latter is a good trapping agent for the nitrene formed in the decomposition of the 1,4 adduct.Both the 1,4 and 1,2 cycloadduct decompositions imply transient germaimine formation.The same germaimine, formed at room temperature from intramolecular dehydrogenation of the hindered R2ClGeNHR' by 1,8-diazabicyclo-7-undecene) gives the same reaction products.