Water → Dimethyl titanocene

HRID 1534291Notes

Reaction equation

HRID 1534291 reaction equation
C[Li].[CH-:3]1[CH:7]=[CH:6][CH:5]=[CH:4]1.[CH-:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1.Cl[Ti:14]Cl.O>CCOCC>[CH3:8][C-:3]1[CH:7]=[CH:6][CH:5]=[CH:4]1.[C-:8]1([CH3:3])[CH:12]=[CH:11][CH:10]=[CH:9]1.[Ti+2:14]

Participants

5

Reactant 3

HCID 962WaterHCID 6917972HCID 6917972, compoundHCID 178418348HCID 178418348, compound

Product 1

HCID 129651941Dimethyl titanocene

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In a standard procedure, methyllithium (2 equivalents) was added to an ice-cooled suspension of Cp2TiCl2 in dry ether (15 ml per gram of Cp2TiCl2). After stirring for one half hour, a small amount of water was added to quench the reaction. The contents were transferred to a separatory funnel and the orange organic layer washed once with water. Drying with anhydrous MgSO4, filtration, and removal of the solvent with a rotary evaporator provided bright orange crystals of dimethyl titanocene. Yields are typically greater then 95%. Due to its thermal instability and light sensitivity over time in the solid form, this compound is best stored as a 0.5M tetrahydrofuran or toluene solution kept in the dark, and preferably cold. The compound can be exposed to water during the normal workup procedure or to air during weighing and handling. Moreover, the reagent can be stored in the dark as, e.g., a toluene or THF solution for several months without significant decomposition, as indicated by NMR

Workup

  1. temperaturecooled
  2. customto quench
  3. customthe reaction
  4. customThe contents were transferred to a separatory funnel
  5. washthe orange organic layer washed once with water
  6. dry with materialDrying with anhydrous MgSO4, filtration, and removal of the solvent with a rotary evaporator

Sources & evidence

ORD record
ord-f933c83f3ae243aaa913df7c866fde9e
Source dataset
uspto-grants-1992_02
Patent number
US05087790

Reaction notes

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