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Bis(cyclopentadienyl)dimethyltitanium

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Bis(cyclopentadienyl)dimethyltitanium Basic information

Product Name:
Bis(cyclopentadienyl)dimethyltitanium
Synonyms:
  • PETATIS REAGENT
  • Bis(cyclopentadienyl)dimethyltitanium, 5 wt% in toluene
  • BIS(CYCLOPENTADIENYL)DIMETHYLTITANIUM
  • BIS-(CYCLOPENTADIENYL)-DIMETHYLTITANIUM(IV)
  • DIMETHYLTITANOCENE
  • Bis(cyclopentadienyl)dimethyltitanium, 5 WT% solution in toluene
  • Bis(cyclopentadienyl)dimethyltitanium5 wt% in tolueneAcroSeal§3
  • Dimethyltitanocene (5% in Toluene)
CAS:
1271-66-5
MF:
C12H16Ti
MW:
208.12
Mol File:
1271-66-5.mol
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Bis(cyclopentadienyl)dimethyltitanium Chemical Properties

Melting point:
>90 °C dec
refractive index 
1.49
storage temp. 
Freezer (-20°C)
solubility 
sol most aprotic organic solvents, e.g. Et2O, THF, CH2Cl2, toluene, hexanes
form 
clear liquid
color 
Orange to Red
Water Solubility 
SLOW hydrolysis
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Safety Information

Hazard Codes 
Xn-F,Xn,F
Risk Statements 
67-65-63-48/20-38-11
Safety Statements 
62-46-36/37
RIDADR 
1993
HazardClass 
3
PackingGroup 
II
HS Code 
29310099

MSDS

  • Language:English Provider:ACROS
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Bis(cyclopentadienyl)dimethyltitanium Usage And Synthesis

Chemical Properties

Orange to dark red solution

Uses

Used as reagent of low basicity and acidity, useful for the methylenation of carbonyl compounds;
methylenates highly enolizable ketones, esters and lactones, including aldonolactones and acid-labile substrates;
homologs of the reagent perform carbonyl alkylidenations;
reacts with alkynes and nitriles and can initiate the ring-opening metathesis polymerization of strained cyclic alkenes;
Bis(cyclopentadienyl)dimethyltitanium is a useful precursor for Ziegler-Natta polymerization catalysts, a cocatalyst for alkene metathesis and a catalyst for alkene hydrogenation and the dehydrogenative coupling of silanes.

Preparation

Bis(cyclopentadienyl)dimethyltitanium is prepared by a solution of Methyllithium (2.1 equiv) in Et2O is added dropwise to a suspension of Dichlorobis(cyclopentadienyl)titanium in Et2O (3-5 mL mmol-1) cooled in an ice bath. After 1 h the reaction mixture is quenched with ice water, the ether layer is separated, dried over MgSO4, filtered and evaporated. The resulting bright orange crystals of the reagent, obtained in 95% yield, are dissolved in THF or toluene and stored in the dark, in the refrigerator or freezer.

storage

Sensitive to oxygen and light, but can be briefly exposed to air and water. In the solid state the reagent is not stable for more than a few hours at rt, but it can be stored for months in the dark as a THF or toluene solution. Although it is stable in solution at rt, the reagent is best stored in a refrigerator.

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