111005-12-0

Basic information

• Product Name: bis(η5-cyclopentadienyl)p-tolyl{(phenylthio)(trimethylsilyl)methyl}zirconium
• Synonyms: bis(η5-cyclopentadienyl)p-tolyl{(phenylthio)(trimethylsilyl)methyl}zirconium
• CAS NO: 111005-12-0
• Molecular Weight: 507.927
• Mol File: 111005-12-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: bis(η5-cyclopentadienyl)p-tolyl{(phenylthio)(trimethylsilyl)methyl}zirconium(CAS DataBase Reference)
• NIST Chemistry Reference: bis(η5-cyclopentadienyl)p-tolyl{(phenylthio)(trimethylsilyl)methyl}zirconium(111005-12-0)
• EPA Substance Registry System: bis(η5-cyclopentadienyl)p-tolyl{(phenylthio)(trimethylsilyl)methyl}zirconium(111005-12-0)

Safety Data

• Hazardous Substances Data: 111005-12-0(Hazardous Substances Data)

Upstream product

• 102493-94-7 bis(η5-cyclopentadienyl){(phenylthio)(trimethylsilyl)methyl}zirconium(Cl) 
• 106-38-7 para-bromotoluene 
• 7439-95-4 magnesium 

Downstream Products

• 770-09-2 benzyltrimethylsilane 
• 7450-04-6 1-((trimethylsilyl)methyl)-4-methylbenzene 
• 120059-91-8 p-xylyltrimethylsilane-d1 

Relevant articles and documents

Thermally induced rearrangement of α-zirconocenyl thioethers: Carbon-carbon bond formation via a transition-metal hydroxymethyl or metalloxirane analogue

The thermal rearrangement of α-zirconocenyl thioethers (η5-C5H5)2Zr(Ar)[CH(SC 6H5)(Si(CH3)3)] (Ar = C6H5, p-C6H4CH3, p-C6H4OCH3, p-C6H4Cl) and (η5-C5H5)2ZrC6H 5[CH(SCH3)(Si(CH3)3)] in toluene solution follows clean first-order kinetics to produce (η5-C5H5)2Zr(SC 6H5)[CH(Ar)(Si(CH3)3)] and (η5-C5H5)2Zr-(SCH 3)[CH(C6H5)(Si(CH3)3)]. Labeling studies using (η5-C5H5)2Zr(p-C 6H4CH3)[CH(SC6H 5)(Si(CH3)3)] and (η5-C5H5)2ZrC6H 5[CD(SC6H5)(Si(CH3)3)] show this rearrangement to be intramolecular. Activation parameters for the rearrangement of (η5-C5H5)2ZrC6H 5[CH(SC6H5)(Si(CH3)3)] were found to be ΔH? = 20.30 (43) kcal/mol and ΔS? = -19.0 (2) eu. It is proposed that this rearrangement proceeds by intramolecular nucleophilic attack (migration) of the aryl group to the methylene carbon with commensurate breaking of the C-S bond. A Hammett plot of log (kobsd) for the rearrangement of (η5-C5H5)2Zr(Ar)[CH-(SC 6H5)(Si(CH3)3)] versus σp produces a straight line (p = -2.22 (9)), supporting this mechanism.