Bis-sec-butyl peroxydicarbonate

Water solubility

Administrative data

Endpoint:

water solubility

Type of information:

other: Research memorandum

Adequacy of study:

key study

Study period:

Study period: 9 December 1981

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

study well documented, meets generally accepted scientific principles, acceptable for assessment

Data source

Reference

Reference Type:

other: Research memorandum

Title:

Unnamed

Year:

1981

Report date:

1981

Materials and methods

Test guideline

Qualifier:

no guideline available

Principles of method if other than guideline:

HPLC method

GLP compliance:

not specified

Type of method:

other: HPLC method

Test material

Test material information

Constituent 1

Reference substance name:

Bis-sec-butyl peroxydicarbonate

EC Number:

243-424-3

EC Name:

Bis-sec-butyl peroxydicarbonate

Cas Number:

19910-65-7

Molecular formula:

C10H18O6

IUPAC Name:

2-[({[(butan-2-yloxy)carbonyl]peroxy}carbonyl)oxy]butane

Test material form:

liquid

Specific details on test material used for the study:

Samples of the analysed peroxides were supplied by the application laboratory KL-II. Trigonox SBP was stored at -20°c. All peroxides were normal production samples.

Results and discussion

Water solubility

Key result

Water solubility:

40 other: mg/kg

Conc. based on:

test mat.

Temp.:

26 °C

pH:

> 0

Remarks on result:

other: pH not stated in report

Any other information on results incl. tables

Determination of the detection limit

The detection limits of the peroxides were established before the solubilities were determined. Quantification was carried out by measuring peak heights. Optimum mobile phases were selected for the

peroxides under investigation.

Peroxide	Assay in % iodometrically	Mobile phase (vol %)	Capacity factor	Detection limit (µg)
Trigonox SBP bis(sec-butylperoxy) dicarbonate	98	hexane-ethyl acetate 90-10	0.69	2.7

Applicability of the distillation

In the procedure of the determination of the solubility, a vacuum distillation at 0 °C is carried out. An experiment was executed to establish whether the peroxide content was affected by the distillation.

A part of a standard solution in hexane was taken and distilled at about 0 °C. Next the remaining peroxide was dissolved and injected onto the column. Another part of the standard solution was injected directly onto the column and peak heights were compared. For all the peroxides no differences in peak heights were found.

The determination of the solubility of the peroxides in water

Saturated solutions of the peroxide in water were obtained. The mixture was stirred for one, three and six hours respectively. This was done because the solubility depends to some extent on the

stirring time.

An aliquot of 25 ml of the clear water layer was taken and afterwards dissolved in 10 ml mobile phase. In this way a concentration step of 2.5 times was obtained. This is important when the solubility of a peroxide is very low.

Peroxide	Amount of peroxide (g)	Amount of water (g)	Stirring time (h)	Solubility (mg/kg)
Trigonox SBP	2.129	39.611	1	44
	2.087	37.965	3	34
	2.134	38.017	6	38

Applicant's summary and conclusion

Conclusions:

Conclusions
1. HPLC-methods to determine each peroxide were developed. The lower limits of detection were established.
2. No loss of peroxide was found during the hexane distillation for each peroxide under investigation.
3. The solubility of Trigonox SBP was about 40 mg/kg.

Executive summary:

The peroxides were dissolved in water at about 0 °C, until a saturated solution was obtained. The excess peroxide was removed by filtration. An aliquot of the clear water layer was extracted with hexane. The hexane was distilled at about 0 °C under vacuum and the remaining peroxide was dissolved in the mobile phase. The composition of this mobile phase was optimised for each peroxide to get the lowest detection limit.

With the developed HPLC method the peroxide content was determined and the solubility in water calculated.

The solubility of Trigonox SBP was about 40 mg/kg.