Water → Sodium Behenate

HRID 1251301Notes

Reaction equation

HRID 1251301 reaction equation
[C:1]([OH:24])(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].O.[OH-].[Na+:27]>C(O)(C)(C)C>[C:1]([O-:24])(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[Na+:27]

Participants

5

Reactant 3

HCID 962WaterHCID 8215Docosanoic AcidHCID 14798Sodium Hydroxide

Product 1

HCID 23668838Sodium Behenate

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

Behenic acid (87.6 g) (manufactured by Henkel Co., trade name: Edenor C22-85R), 423 ml of distilled water, 49.2 ml of an aqueous solution containing 5N NaOH, and 120 ml of tert-butanol were mixed, and the mixture was allowed to react for 1 hour at 75° C., thereby a sodium behenate solution was obtained. Apart from the sodium behenate solution, 206.2 ml of an aqueous solution containing 40.4 g of silver nitrate (pH 4.0) was prepared and maintained at 10° C. A reaction vessel containing 635 ml of distilled water and 30 ml of tert-butanol was maintained at 30° C., with stirring the content in the reaction vessel, the entire amount of the above sodium behenate solution and the entire amount of the aqueous silver nitrate solution were added to the reaction vessel at a constant flow rate over 62 minutes and 10 seconds and 60 minutes, respectively, in such a manner that only the aqueous silver nitrate solution was added from the start of the addition, 7 minutes and 20 seconds after the start of the addition of the aqueous silver nitrate solution, the addition of the sodium behenate solution was started, and only the sodium behenate solution was added for 9 minutes and 30 seconds after the termination of the addition of the aqueous silver nitrate solution. The temperature in the reaction vessel was maintained at 30° C. and the outer temperature was controlled so as to maintain the solution temperature constant. The piping of the addition system of the sodium behenate solution was warmed by the steamed jacket method, and steam aperture was adjusted so that the solution temperature at the outlet of the addition nozzle tip became 75° C. The piping of the addition system of the aqueous silver nitrate solution was warmed by circulating chilled water in the outer pipe of the double pipe. The positions where the sodium behenate solution and the aqueous silver nitrate solution were added were arranged symmetrically with the stirring axle between, and the height of the position was adjusted so as not to touch the reaction solution.

Workup

  1. additionwere mixed
  2. customto react for 1 hour at 75° C.

Sources & evidence

ORD record
ord-5ef9454a12ed4a0ba9ee328059a90037
Source dataset
uspto-grants-2002_01
Patent number
US06342343B1

Reaction notes

Loading…