Cyclopentadiene → HCID 178484299, compound

HRID 1613837Notes

Reaction equation

HRID 1613837 reaction equation
[CH3:1][N-:2][CH3:3].[CH3:4][N-:5][CH3:6].[CH3:7][N-:8][CH3:9].C[N-]C.[Ti+4:13].[CH:14]1[CH2:18][CH:17]=[CH:16][CH:15]=1>C1(C)C=CC=CC=1>[CH3:1][N-:2][CH3:3].[CH3:4][N-:5][CH3:6].[CH3:7][N-:8][CH3:9].[CH:15]1([Ti+3:13])[CH:14]=[CH:18][CH:17]=[CH:16]1

Participants

4

Reactant 2

HCID 7612CyclopentadieneHCID 123185Methanamine, N-methyl-, titanium(4+) salt (4:1)

Product 1

HCID 178484299HCID 178484299, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A 250 mL Schlenk flask is charged with titanium tetrakis(dimethylamide), 2.48 g (11.06 mmole), and toluene, 100 mL. Freshly cracked cyclopentadiene monomer, 2.7 mL (33.18 mmole), is added to the magnetically stirred solution. The mixture is refluxed 1 hour giving a deep red solution. All volatiles are removed under vacuum at room temperature leaving a viscous deep red oil. The oil is transferred to a microdistillation apparatus and a low melting solid is distilled at 70° C. under vacuum (0.05 mm Hg). The product is determined to be cyclopentadienyltitanium tris(dimethylamide).

Workup

  1. temperatureThe mixture is refluxed 1 hour
  2. customgiving a deep red solution
  3. customAll volatiles are removed under vacuum at room temperature
  4. customleaving a viscous deep red oil
  5. distillationa low melting solid is distilled at 70° C. under vacuum (0.05 mm Hg)

Sources & evidence

ORD record
ord-7d48d2097785410ab16d42803b60ed46
Source dataset
uspto-grants-1993_03
Patent number
US05194532

Reaction notes

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