Titanium Tetrachloride → HCID 131731263, compound

HRID 1475587Notes

Reaction equation

HRID 1475587 reaction equation
[C:1]([C:5]1[NH:6][C:7]([C:15]([CH2:18][CH3:19])([CH3:17])[CH3:16])=[C:8]([C:10]([CH2:13][CH3:14])([CH3:12])[CH3:11])[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[Cl:20][Ti:21](Cl)(Cl)Cl>C1(C)C=CC=CC=1>[Cl-:20].[Cl-:20].[Cl-:20].[C:1]([C:5]1[N-:9][C:8]([C:10]([CH3:11])([CH3:12])[CH2:13][CH3:14])=[C:7]([C:15]([CH3:17])([CH3:16])[CH2:18][CH3:19])[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[Ti+4:21]

Participants

4

Reactant 2

HCID 24193Titanium TetrachlorideHCID 66723494HCID 66723494, compound

Product 1

HCID 131731263HCID 131731263, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

Solution of 4.00 g (15.15 mmol) of 2-tert-butyl-4,5-di-tert-pentyl-imidazole in 10 ml of toluene was added to 22.7 ml of 1 M TiCl4 in toluene (22.7 mmol) at RT during ˜5 minutes. The solution turned dark and formation of yellow precipitate was observed. The slurry was agitated for 24 hours and large amount of solid was formed. The solid was filtered and washed with 20 ml of toluene. 4.45 g of yellow solid, which was likely a salt of 2-tert-butyl-4,5-di-tert-pentyl-imidazolium tri-mu-chlorido-bis[trichloridotitanium(IV)] (Ti2Cl9−). Toluene was distilled out from the filtrate under vacuum and residue was dried under vacuum at 95° C. to remove traces of unreacted TiCl4 and 2-tert-butyl-4,5-di-tert-pentyl-imidazole (light yellow liquid). The residual material was transferred into 25 ml flask and sublimed under 0.2 torr at 80-100° C. to obtain 1.1 g of deep red solid (17% yield based on 2-tert-butyl-4,5-di-tert-pentyl-imidazole).

Workup

  1. customlarge amount of solid was formed
  2. filtrationThe solid was filtered
  3. washwashed with 20 ml of toluene
  4. distillationToluene was distilled out from the filtrate under vacuum and residue
  5. customwas dried under vacuum at 95° C.
  6. customto remove traces of unreacted TiCl4 and 2-tert-butyl-4,5-di-tert-pentyl-imidazole (light yellow liquid)
  7. customThe residual material was transferred into 25 ml flask and sublimed under 0.2 torr at 80-100° C.

Sources & evidence

ORD record
ord-582a68d6ff694ea69fbbfba95a426431
Source dataset
uspto-grants-2015_04
Patent number
US09018387B2

Reaction notes

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