2-Ethylhexanoic Acid → Hexanoic acid, 2-ethyl-, iron(3+) salt (3:1)

HRID 1757023Notes

Reaction equation

HRID 1757023 reaction equation
[CH2:1]([CH:3]([CH2:7][CH2:8][CH2:9][CH3:10])[C:4]([OH:6])=[O:5])[CH3:2].[Fe:11]>[Cl-].C([N+](CC)(CC)CC)C.O>[CH3:10][CH2:9][CH2:8][CH2:7][CH:3]([C:4]([O-:6])=[O:5])[CH2:1][CH3:2].[CH3:10][CH2:9][CH2:8][CH2:7][CH:3]([C:4]([O-:6])=[O:5])[CH2:1][CH3:2].[CH3:10][CH2:9][CH2:8][CH2:7][CH:3]([C:4]([O-:6])=[O:5])[CH2:1][CH3:2].[Fe+3:11]

Participants

5

Reactant 2

HCID 86972-Ethylhexanoic AcidHCID 23925Iron2×

Product 1

HCID 110963Hexanoic acid, 2-ethyl-, iron(3+) salt (3:1)

Reagents, catalysts & solvents 2

HCID 5946Tetraethylammonium ChlorideCatalystHCID 962WaterSolvent

Procedure

To a reaction flask equipped with a mechanical agitator and thermometer was charged 10.0 g (0,069 mole) of 2-ethylhexanoic acid, 10.0 g mineral spirit, 80.0 g water and 0.40 g tetraethylammonium chloride. Iron foil was used as the anode and a graphite rod as the cathode. After passing 11,109 coulombs of direct current, 3.43 g (0,061 mole) of iron was consumed. The precipitated brown solid was then filtered and dried, and found to contain 45.60% iron. The organic layer was separated from the aqueous phase and was dried to give a brown solution of iron octoate in mineral spirits containing 14.10% iron.

Workup

  1. customTo a reaction flask equipped with a mechanical agitator and thermometer
  2. customwas consumed
  3. filtrationThe precipitated brown solid was then filtered
  4. customdried
  5. customThe organic layer was separated from the aqueous phase
  6. customwas dried

Sources & evidence

ORD record
ord-337a2eb5b49246efbc94d30f89d08ec4
Source dataset
uspto-grants-1995_08
Patent number
US05443698

Reaction notes

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