butanedioic acid, 2-octenyl

Stability in organic solvents and identity of relevant degradation products

Link to relevant study record(s)

Reference

Endpoint:

stability in organic solvents and identity of relevant degradation products

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2017

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

test procedure in accordance with generally accepted scientific standards and described in sufficient detail

Principles of method if other than guideline:

Experimental Design:
Stability at the concentrations of 0.25, 2.5, 25 and 250 mg octenylsuccinic acid/mL propylene glycol was based on the measured concentrations of octenylsuccinic acid from propylene glycol in comparison to initial results.
Stability samples were prepared/analyzed on days 0, 1, 4, 8, 15, and 24 to determine test material concentration. Note days 0 and 1 samples both analyzed on day 1 of the study.
Analytical method validation was performed by fortification of propylene glycol with octenylsuccinic acid at the concentration range of interest, as per the laboratory standard operating procedures. This included 9 fortified (spiked) samples (triplicate analyses at three concentration levels). Samples of control propylene glycol were analyzed as well. Appropriately sized aliquots of the samples were analyzed to obtain an accurate determination of test chemical concentration (~ 1 ml).

GLP compliance:

yes

Specific details on test material used for the study:

Test Material Name: Octenylsuccinic acid
Chemical Name: 2-(Octen-1-yl) butanedioic acid
Synonyms: DF-20 Acid, OSAC
Lot/Reference/Batch Number: 8515025
Purity/Characterization (Method of Analysis and Reference): The purity of the test material was determined to be 99.2% area by high performance liquid chromatography with identification by liquid chromatography mass spectrometry and nuclear magnetic resonance (Megregian, 2016).
Test Material Stability Under Storage Conditions: Octenylsuccinic acid, lot 8515025, was determined to be stable for 2 weeks at 54°C which is equivalent to 24 months under ambient storage conditions as tested under U.S. EPA OPPTS Guideline 830.6313. (Megregian and Crispin, 2016).

Test substance stable:

yes

Transformation products:

not specified

Stability of octenylsuccinic acid in propylene glycol stored at ambient conditions, exposed to normal light, was determined. For the test material to be considered stable,

octenylsuccinic acid would have to be 85% to 115% of the day 0 concentration per laboratory standard operating procedures. Octenylsuccinic acid was found to be stable in propylene glycol for 24 days at 0.25, 2.5, 25, and 250 mg/mL concentrations. Note on day 15 at the 25.0 mg/mL level and on day 24 at the 2.50 mg/mL level results were above the 115% of day 0 criterion. The high percent of day 0 values indicate that the test material was not loss or was not degraded and can ultimately be classified as stable.

Conclusions:

Octenylsuccinic acid mixed in propylene glycol was shown to be stable at ambient temperature, exposed to light, stirred continuously, over the course of 24 days at concentrations ranging from 0.250 mg/mL to 250 mg/mL.

The analytical method has been validated for use in analyzing and quantifying octenylsuccinic acid in propylene glycol.

Executive summary:

This study was conducted to determine the stability of octenylsuccinic acid in propylene glycol at ambient temperature, exposed to normal lighting conditions.

Octenylsuccinic acid, when mixed in propylene glycol, was shown to be stable over the course of 24 days at concentrations ranging from 0.250 to 250 mg/mL.

Samples were prepared for analysis by diluting with acetonitrile. Analysis was performed by high performance liquid chromatography with mass spectrometry detection

(HPLC/MS). Standards were shown to fit a 1/x weighted linear curve over the concentration range of approximately 0.100 – 5.0 μg octenylsuccinic acid/mL acetonitrile. Quantitation was performed using external standard calibration from MS/MS detection of the major transition of the test material, [M -H]- ion of 227.1 to 183.1.

Recoveries of the test material, fortified into propylene glycol at concentrations of approximately 0.250, 2.50. 25.0 and 250 mg/mL, were 106% ± 0.2%, 122% ± 4.5%,

107% ± 3.6%, and 107% ± 1.8% respectively after 24 days. Fortified samples were prepared for the purpose of method validation and spike recovery.

Description of key information

This study was conducted to determine the stability of octenylsuccinic acid in propylene glycol at ambient temperature, exposed to normal lighting conditions.

Octenylsuccinic acid, when mixed in propylene glycol, was shown to be stable over the course of 24 days at concentrations ranging from 0.250 to 250 mg/mL.

Samples were prepared for analysis by diluting with acetonitrile. Analysis was performed by high performance liquid chromatography with mass spectrometry detection

(HPLC/MS). Standards were shown to fit a 1/x weighted linear curve over the concentration range of approximately 0.100 – 5.0 μg octenylsuccinic acid/mL acetonitrile. Quantitation was performed using external standard calibration from MS/MS detection of the major transition of the test material, [M -H]- ion of 227.1 to 183.1.

Recoveries of the test material, fortified into propylene glycol at concentrations of approximately 0.250, 2.50. 25.0 and 250 mg/mL, were 106% ± 0.2%, 122% ± 4.5%,

107% ± 3.6%, and 107% ± 1.8% respectively after 24 days. Fortified samples were prepared for the purpose of method validation and spike recovery.