1-Octene → Nonane

HRID 962379Notes

Reaction equation

HRID 962379 reaction equation
[O-]O.[CH2:3]=[CH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[O-]O.[CH2:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH3:14]>[Ti]>[CH2:4]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH3:3].[CH3:3][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:15][CH2:13][CH3:14]

Participants

6

Reactant 3

HCID 81251-OcteneHCID 18500Perhydroxyl radicalHCID 86588999HCID 86588999, compound

Product 2

HCID 7500EthylbenzeneHCID 8141NonaneYield 10.9%

Reagents, catalysts & solvents 1

HCID 23963TitaniumCatalyst

Procedure

This example demonstrates the utility of titanium-containing catalysts prepared in accordance with the present invention in an olefin epoxidation reaction using an organic hydroperoxide. In each run, catalyst (0.5 g) was added to a 4-neck round bottom flask equipped with a condenser, thermocouple, stir bar and a sampling port. A mixture containing 17.9 g 1-octene, 10 g of an ethylbenzene hydroperoxide solution obtained by air oxidation of ethyl benzene, and 1 g nonane (internal standard) was added to the flask under an inert atmosphere. A sample was taken after the reaction mixture was stirred thoroughly. The mixture was then heated to 90° C. and maintained at that temperature for 1 hour. The observed performance of each catalyst is summarized in the following table.

Workup

  1. additioncontaining catalysts
  2. customequipped with a condenser

Sources & evidence

ORD record
ord-56022ccc07a841d8aa332a0889eda646
Source dataset
uspto-grants-1998_06
Patent number
US05759945

Reaction notes

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