SODIUM STEAROYL-2-LACTYLATE
Prepared at the 46th JECFA (1996), published in FNP 52 Add 4 (1996)
superseding specifications prepared at the 44th JECFA (1995), published in
FNP 52 Add 3 (1995). Metals and arsenic specifications revised at the 55th
JECFA (2000). An ADI of 0-20 mg/kg bw was established at the 17th
JECFA (1973)
SYNONYMS Sodium stearoyl lactylate, sodium stearoyl lactate; INS No. 481(i)
DEFINITION A mixture of sodium salts of stearoyl lactylic acids and minor proportions of
other salts of related acids, formed by the esterification of commercial
stearic acid with lactic acid and neutralized to the sodium salts; may contain
unneutralized palmitoyl and stearoyl lactylic acid, free fatty acids (principally
palmitic and stearic), free lactic acid and salts of fatty acid esters of lactic
acid and polymerized lactic acid.
Chemical names Sodium di-2-stearoyl lactate, sodium di-(2-stearoyloxy)propionate (major
component)
C.A.S. number 25383-99-7
Chemical formula C21H39O4Na; C19H35O4Na (major components)
Structural formula
where R is C17H35 or C15H31 and the mean value of n is normally 2
DESCRIPTION White or slightly yellowish powder or brittle solid with a characteristic odour
FUNCTIONAL USES Emulsifier, stabilizer
CHARACTERISTICS
IDENTIFICATION
Solubility (Vol. 4)
Insoluble in water; soluble in ethanol
Test for sodium Add 10 ml of dilute hydrochloric acid TS to 2 g of the sample, heat for 5 min
in a water bath, filter and neutralize the filtrate with ammonia TS. Retain the
residue from the filter for test C. To the filtrate, add uranyl zinc acetate TS; a
yellow crystalline precipitate appears within a few min.
Test for fatty acids Take the residue from the filter in the test for sodium, add 30 ml of sodium
hydroxide TS, heat for 30 min on a steam bath and filter. Add 20 ml of dilute
hydrochloric acid TS to the filtrate after cooling, extract twice with 30 ml of
diethyl ether, wash the ether solution with 20 ml of water, dry with
anhydrous sodium sulfate and evaporate the ether. The residue melts
between 54 and 69º.
Test for lactate (Vol. 4)
Passes test
PURITY
Sodium content Not less than 2.5% and not more than 5.0%
See description under TESTS
Total lactic acid Not less than 15% and not more than 40%
See description under TESTS
Acid value Not less than 60 and not more than 130
See description under TESTS
Ester value Not less than 90 and not more than 190
See description under TESTS
Lead (Vol. 4)
Not more than 2 mg/kg
Determine using an atomic absorption technique appropriate to the
specified level. The selection of sample size and method of sample
preparation may be based on the principles of the method described in
Volume 4, “Instrumental Methods.”
TESTS
PURITY TESTS
Sodium content Stock Lanthanum Solution:
Transfer 5.86 g of lanthanum oxide, La2O3, to a 100 ml volumetric flask, wet
with a few ml of water, slowly add 25 ml of hydrochloric acid, and swirl until
the material is completely dissolved. Dilute to volume with water, and mix.
Stock Sodium Solution:
Use a solution containing 1 mg of Na in each ml (1000 mg/l Na). The
solution may be obtained commercially or be prepared as follows: transfer
1.271 g of sodium chloride, previously dried at 105o for 2 h and accurately
weighed, to a 500 ml volumetric flask, dilute to volume with water, and mix.
Standard Sodium Solutions:
Transfer 10.0 ml of the Stock Lanthanum Solution to each of three 100 ml
volumetric flasks. Using a microlitre syringe, transfer 0.20 ml of the Stock
Sodium Solution to the first flask, 0.40 ml to the second flask, and 0.50 ml to
the third flask. Dilute each flask to volume with water, and mix. The flasks
contain 2.0, 4.0 and 5.0 µg of Na per ml, respectively. Prepare these
solutions fresh daily.
Sample Preparation:
Transfer about 250 mg of the sample, accurately weighed, to a 30 ml
beaker, dissolve with heating in 10 ml of alcohol, and quantitatively transfer
the solution into a 25 ml volumetric flask. Wash the beaker with two 5 ml
portions of alcohol, adding the washings to the flask, dilute to volume with
alcohol, and mix. Transfer 2.5 ml of the Stock Lanthanum Solution to a
second 25 ml volumetric flask. Using a microlitre syringe, transfer 0.25 ml of
the alcoholic solution of the sample to the second flask, dilute to volume
with water, and mix.
Procedure:
Concomitantly determine the absorbance of each Standard Sodium
preparation and of the Sample preparation at 589 nm, with a suitable atomic
absorption spectrophotometer, following the operating parameters as
recommended by the manufacturer of the instrument. Plot the absorbance
of the Standard Sodium preparations vs. concentration of Na, in µg per ml,
and from the curve so obtained determine the concentration C, in µg per ml,
of Na in the Sample preparation. Calculate the quantity, in mg, of Na in the
sample taken by the formula 2.5 C.
Total lactic acid Standard curve:
Dissolve 1.067 g of lithium lactate in sufficient water to make 1000.0 ml.
Transfer 10.0 ml of this solution into a 100 ml volumetric flask, dilute to
volume with water, and mix. Transfer 1.0, 2.0, 4.0, 6.0 and 8.0 ml of the
diluted standard solution into separate 100 ml volumetric flasks, dilute each
flask to volume with water, and mix. These standards represent 1, 2, 4, 6
and 8 µg of lactic acid per ml, respectively. Transfer 1.0 ml of each solution
into separate test tubes, and continue as directed in the Procedure,
beginning with "Add one drop of cupric sulfate TS ..." After colour
development and reading the absorbance values, construct a Standard
curve by plotting absorbance versus µg of lactic acid.
Test preparation:
Transfer about 200 mg of the sample, accurately weighed, into a 125 ml
Erlenmeyer flask, add 10 ml of 0.5N ethanolic potassium hydroxide and 10
ml of water, attach an air condenser, and reflux gently for 45 min. Wash the
sides of the flask and the condenser with about 40 ml of water, and heat on
a steam bath until no odour of alcohol remains. Add 6 ml of dilute sulfuric
acid (1 in 2), heat until the fatty acids are melted, then cool to about 600,
and add 25 ml of petroleum ether. Swirl the mixture gently, and transfer
quantitatively to a separatory funnel. Collect the water layer in a 100 ml
volumetric flask, and wash the petroleum ether layer with two 20 ml portions
of water, adding the washings to the volumetric flask. Dilute to volume with
water, and mix. Transfer 1.0 ml of this solution into a second 100 ml
volumetric flask, dilute to volume with water, and mix.
Procedure:
Transfer 1.0 ml of the Test preparation into a test tube, and transfer 1.0 ml
of water to a second test tube to serve as the blank. Treat each tube as
follows: Add one drop of cupric sulfate TS, swirl gently, and then add rapidly
from a burette 9.0 ml of sulfuric acid. Loosely stopper the tube, and heat in
a water bath at 900 for exactly 5 min. Cool immediately to below 200 in an
ice bath for 5 min, add 3 drops of p-phenylphenol TS (on the day of use
dissolve 750 mg of p-phenylphenol in 50 ml sodium hydroxide TS), shake
immediately and heat in a water bath at 300 for 30 min, shaking the tube
twice during this time to disperse the reagent. Heat the tube in a water bath
at 90º for exactly 90 sec, and then cool immediately to room temperature in
an ice water bath. Determine the absorbance of the solution in a 1 cm cell,
at 570 nm, with a suitable spectrophotometer, using the blank to set the
instrument. Obtain the weight, in µg, of lactic acid in the portion of the Test
preparation taken from the Procedure by means of the Standard curve.
Acid value Transfer about 1 g, accurately weighed, to a 100 ml Erlenmeyer flask, add
25 ml of alcohol, previously neutralized to phenolphthalein TS, and heat on
a hot plate until the sample is dissolved. Cool, add 5 drops of
phenolphthalein TS, and titrate rapidly with 0.1N sodium hydroxide to the
first pink colour that persists for at least 30 sec. Calculate the acid value by
the formula 56.1 x V x N/W, in which V is the volume, in ml, and N is the
normality of the sodium hydroxide solution, and W is the weight, in grams,
of the sample taken. Retain the neutralized solution for the determination of
Ester value.
Ester value To the neutralized solution retained in the test for acid value add 10.0 ml of
alcoholic potassium hydroxide solution prepared by dissolving 11.2 g of
potassium hydroxide in 250 ml of alcohol and diluting with 25 ml of water.
Add 5 drops of phenolphthalein TS, connect a suitable condenser, and
reflux for 2 hours. Cool, add 5 additional drops of phenolphthalein TS and
titrate the excess alkali with 0.1N hydrochloric acid. Perform a blank
determination using 10.0 ml of the alcoholic potassium hydroxide solution.
Calculate the ester value by the formula 56.1 (B - S) x N/W, in which B - S
represents the difference between the volumes of 0.1N hydrochloric acid
required for the blank and the sample, respectively, N is the normality of the
hydrochloric acid, and W is the weight, in grams, of the sample taken.
SODIUM STEAROYL-2-LACTYLATE
SYNONYMS
DEFINITION
Chemical names
C.A.S. number
Chemical formula
Structural formula
DESCRIPTION
FUNCTIONAL USES
CHARACTERISTICS
IDENTIFICATION
Test for sodium
Test for fatty acids
PURITY
Sodium content
Total lactic acid
Acid value
Ester value
TESTS
PURITY TESTS
Sodium content
Stock Lanthanum Solution:
Stock Sodium Solution:
Standard Sodium Solutions:
Sample Preparation:
Procedure:
Total lactic acid
Standard curve:
Test preparation:
Procedure:
Acid value
Ester value
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