Water → Sodium Behenate

HRID 856874Notes

Reaction equation

HRID 856874 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

87.6 kg of behenic acid (product name: Edenor C22-85R; manufactured by Henkel Co.), 423 L of distilled water, 49.2 L of an aqueous solution of NaOH having the concentration of 5 mol/L and 120 L of t-butyl alcohol were mixed and, then, allowed to react with one another at 75° C. for 1 hour to obtain a sodium behenate solution A. Apart from the sodium behenate solution A, 206.2 L (pH 4.0) of an aqueous solution containing 40.4 kg of silver nitrate was prepared and maintained at 10° C. A reaction vessel charged with 635 L of distilled water and 30 L of t-butyl alcohol was maintained at 30° C. and, then, while sufficiently stirring, charged with the entire amount of the foregoing sodium behenate solution A and the entire amount of the foregoing silver nitrate aqueous solution at a constant flow rate taking 93 minutes 15 seconds and 90 minutes, respectively. At that time, the silver nitrate aqueous solution was solely added for 11 minutes after the addition of the silver nitrate aqueous solution was started. After that, the addition of the sodium behenate solution A was started. For 14 minutes 15 seconds after the addition of the silver nitrate aqueous solution was completed, the sodium behenate solution A was solely added. At that time the temperature inside the reaction vessel was maintained at 30° C. and the solution temperature was maintained constant by means of an external temperature control. Further, piping of the addition system for the sodium behenate solution A was warmed by circulating warm water in the outer part of a double-walled tube so that the solution temperature at the outlet of the addition nozzle tip was adjusted to be 75° C. The piping of the addition system of the aqueous silver nitrate solution was also heat-controlled by circulating cold water in the outer part of a double-walled tube. Positions where the sodium behenate solution A and the aqueous silver nitrate solution were added were arranged symmetrically with respect to the stirring shaft at the center, and the respective heights of the positions were adjusted such that they do not touch the reaction solution.

Workup

  1. customto react with one another at 75° C. for 1 hour

Sources & evidence

ORD record
ord-aff1accd3dba4a6989f5fc7deaf10eb6
Source dataset
uspto-grants-2006_12
Patent number
US07144695B2

Reaction notes

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