99642-76-9

Basic information

• Product Name: (C₅(CH₃)5)2YbCl(O(C₂H₅)2)
• Synonyms: (C₅(CH₃)5)2YbCl(O(C₂H₅)2)
• CAS NO: 99642-76-9
• Molecular Weight: 553.074
• Mol File: 99642-76-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (C₅(CH₃)5)2YbCl(O(C₂H₅)2)(CAS DataBase Reference)
• NIST Chemistry Reference: (C₅(CH₃)5)2YbCl(O(C₂H₅)2)(99642-76-9)
• EPA Substance Registry System: (C₅(CH₃)5)2YbCl(O(C₂H₅)2)(99642-76-9)

Safety Data

• Hazardous Substances Data: 99642-76-9(Hazardous Substances Data)

Upstream product

• 507-20-0 tertiary butyl chloride 
• 100-44-7 benzyl chloride 
• 109-69-3 n-Butyl chloride 

Downstream Products

• 61731-06-4 YbCl₃(O(C₂H₅)2) 
• 60-29-7 diethyl ether 
• 100692-30-6 4-((1,2,3,4,5-pentamethylcyclopenta-2,4-dienyl)methyl)benzene 
• 13760-80-0 ytterbium(III) fluoride 
• 10361-91-8 ytterbium(III) chloride 

Relevant articles and documents

Organolanthanide and organoactinide oxidative additions exhibiting enhanced reactivity. 5. Stoichiometry, kinetic, and mechanistic studies of (C5Me5)2YbII·OEt2 oxidative-addition reactions and of (C5Me5)2YbIIIR (R = R, X) YbIII ...

Full title: Organolanthanide and organoactinide oxidative additions exhibiting enhanced reactivity. 5. Stoichiometry, kinetic, and mechanistic studies of (C5Me5)2YbII·OEt2 oxidative-addition reactions and of (C5Me5)2YbIIIR (R = R, X) YbIII-Grignard reactions with alkyl and aryl halides. Evidence for the dominance of inner-sphere mechanisms. (C5Me5)2YbII·OEt 2 undergoes atom-abstraction oxidative addition with alkyl and aryl halides according to the generalized stoichiometry 1.0(C5Me5)2YbII·OEt 2 + (1 + a)RX → (1 - a)(C5Me5)2YbIIIX + (a)(C5Me5)1YbIIIX2 + (a)C5Me5R + 1.0Et2O + 1.0[R-R, R-H(alkanes), R(-H)(olefins)]. A reactive Yb-alkyl intermediate, (C5Me5)2YbIIIR, is formed from R? trapping by diamagnetic (C5Me5)2YbII. This (C5Me5)2YbIIIR intermediate and the initial product (C5Me5)2YbIIIX react further with RX in subsequent YbIII-Grignard reactions that are retarded by added Et2O and, therefore, apparently operate via an inner-sphere pathway. The observed YbIII-Grignard stoichiometries are (C5Me5)2YbIIIR + 2RX → (C5Me5)2YbIIIX2 + C5Me5R + R-R and (C5Me5)2YbIIIX + RX → (C5Me5)1YbIIIX2 + C5Me5R. The absolute rates of reaction of RX with (C5Me5)2YbII·OEt2 are found to be first-order each in (C5Me5)2YbII·OEt-2 and RX, with an added inverse dependence upon Et2O. The Et2O dependence is consistent with a requirement for a site of coordinative unsaturation and an inner-sphere pathway. Comparison of the rates of reactions of (C5Me5)2UIII(Cl)(THF) and (C5Me5)2YbII·OEt2 with RX provides compelling evidence for participation of electron transfer in these net atom-abstraction reactions.