Water → Sodium Behenate

HRID 986906Notes

Reaction equation

HRID 986906 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

Conditions

Temperature
75 °C

Procedure

87.6 kg of behenic acid (Edenor C22-85R, trade name, manufactured by Henkel Co.), 423 L of distilled water, 49.2 L of a 5 N aqueous solution of NaOH, and 120 L of tert-butanol were mixed and allowed to react with stirring at 75° C. for one hour to obtain a solution of sodium behenate. Separately, 206.2 L of an aqueous solution containing 40.4 kg of silver nitrate (pH 4.0) was prepared and kept at 10° C. A mixture of 600 L of distilled water, 30 L of tert-butanol and 35 kg of a 10 weight % of aqueous solution of triisopropylnaphthalenesulfonic acid (molecular weight: 357) contained in a reaction vessel kept at 30° C. was added with the whole amount of the aforementioned sodium behenate solution, and with the whole amount of the aqueous silver nitrate solution at constant flow rates over the periods of 62 minutes and 10 seconds, and 60 minutes, respectively. In this procedure, the solutions were added in such a manner that only the aqueous silver nitrate solution was added for 7 minutes and 20 seconds after start of the addition of the aqueous silver nitrate solution, and for 9 minutes and 30 seconds after completion of the addition of the aqueous silver nitrate solution, only the sodium behenate solution was added. In this operation, the outside temperature was controlled to adjust the temperature in the reaction vessel to 30° C. and keep the liquid temperature constant. The piping of the addition system for the sodium behenate solution was heated by steam trace and the steam opening was controlled to adjust the liquid temperature at the outlet orifice of the addition nozzle to 75° C. The piping of the addition system for the aqueous silver nitrate solution was kept cooled by circulating cold water outside a double pipe. The addition position of the sodium behenate solution and the addition position of the aqueous silver nitrate solution were arranged symmetrically relative to the stirring axis at the center, and the positions are controlled at heights not to contact with the reaction mixture.

Workup

  1. customto react

Sources & evidence

ORD record
ord-efa550d38f8f44dead0e5bcb75ad6355
Source dataset
uspto-grants-2003_10
Patent number
US06630293B1

Reaction notes

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