Sodium Hydroxide → Sodium tridecanoate

HRID 2058130Notes

Reaction equation

HRID 2058130 reaction equation
[C:1]([O:15]C)(=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[OH-].[Na+:18]>O>[C:1]([O-:15])(=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[Na+:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15608Methyl tridecanoate2×

Product 1

HCID 23663637Sodium tridecanoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of methyl tridecanoate isomers, 95% pure and containing 65% methyl n-tridecanoate, was subjected to partial hydrolysis under basic conditions. A 10 ml amount of the isomer mixture was placed with 10 ml water in a flask equipped with a reflux condenser, along with 0.15 gram sodium hydroxide. The mixture was heated to reflux with stirring. After forty minutes, a sample was taken from the organic phase and a sodium tridecanoate white crystalline solid formed therein upon cooling. The sample was acidified with sulfuric acid and solids were separated by filtration and washed three times with water. By gas chromatographic analysis it was determined that the material was 64.9% hydrolyzed, and that 97.5% of the tridecanoic acid was n-tridecanoic acids, representing a substantial enrichment from the original 65%.

Workup

  1. customwas subjected to partial hydrolysis under basic conditions
  2. temperatureThe mixture was heated
  3. temperatureto reflux
  4. waitAfter forty minutes

Sources & evidence

ORD record
ord-0788386cb1034439b95380788a6d9698
Source dataset
uspto-grants-1980_07
Patent number
US04215065

Reaction notes

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