Acetone → Nickel dioctanoate

HRID 1757024Notes

Reaction equation

HRID 1757024 reaction equation
C([CH:3]([CH2:7][CH2:8][CH2:9][CH3:10])[C:4]([OH:6])=[O:5])C.O.[Ni:12].[CH3:13][C:14](C)=O>[Cl-].C([N+](CC)(CC)CC)C>[CH3:13][CH2:14][CH2:10][CH2:9][CH2:8][CH2:7][CH2:3][C:4]([O-:6])=[O:5].[CH3:13][CH2:14][CH2:10][CH2:9][CH2:8][CH2:7][CH2:3][C:4]([O-:6])=[O:5].[Ni+2:12]

Participants

6

Reactant 4

HCID 180AcetoneHCID 935Nickel2×HCID 962WaterHCID 86972-Ethylhexanoic Acid

Product 1

HCID 168988Nickel dioctanoate

Reagents, catalysts & solvents 1

HCID 5946Tetraethylammonium ChlorideCatalyst

Procedure

To a reaction flask equipped with a mechanical stirrer and thermometer was charged 10.0 g (0,069 mole) of 2-ethylhexanoic acid, 10.0 g mineral spirits, 80.0 g water and 0.45 g of tetraethylammonium chloride. The electrical connections were then made and 11,416 coulombs of direct current were passed. 3.30 g (0,056 mole) of nickel was consumed. After removal of the aqueous layer, a greenish semi-solid was obtained. This material was tertiurated with acetone and gave a green solid containing 7.30% nickel. The filtrate was dried and the acetone was stripped off on a rotary evaporator under reduced pressure. This resulted in a green solution of nickel octoate in mineral spirits containing 10.9% nickel.

Workup

  1. customTo a reaction flask equipped with a mechanical stirrer
  2. customAfter removal of the aqueous layer
  3. customa greenish semi-solid was obtained
  4. customgave a green solid
  5. customThe filtrate was dried
  6. customthe acetone was stripped off on a rotary evaporator under reduced pressure

Sources & evidence

ORD record
ord-8f05c9dd12034135bb58fd088e4b17ab
Source dataset
uspto-grants-1995_08
Patent number
US05443698

Reaction notes

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