1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(2-hydroxyethyl)butane-1-sulphonamide

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Study period:

February 2, 2017 - February 7, 2017

Reliability:

1 (reliable without restriction)

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2017

Report date:

2017

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

Deviations:

no

GLP compliance:

yes

Test material

Test material information

Constituent 1

Reference substance name:

1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(2-hydroxyethyl)butane-1-sulphonamide

EC Number:

252-044-7

EC Name:

1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(2-hydroxyethyl)butane-1-sulphonamide

Cas Number:

34455-00-0

Molecular formula:

C8H10F9NO4S

IUPAC Name:

1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(2-hydroxyethyl)butane-1-sulfonamide

Specific details on test material used for the study:

SOURCE OF TEST MATERIAL
- Name of substance as used in the study: MTDID 15078
- Source and lot/batch No.of test material: 38022 (Drum 1)
- Purity: 95.11% sum of (3) isomers
- Expiration date of the lot/batch: May 16, 2017

Radiolabelling:

no

Study design

Analytical monitoring:

yes

Details on sampling:

-Sampling intervals for the parent/transformation products: Hydrolysis test solutions were prepared by adding approximately 500 ng of MTDID 15078 into a sterilized 20-mL amber I-Chem vial, containing 10 mL of the appropriate buffer system, for a final concentration of approximately 50 ng/mL.
- Sampling method: Two sets of triplicate samples for each pH level (total of 18 samples) was prepared. The first set of 9 samples were placed in the refrigerator on the day of preparation and as Day 0 samples. The second set of 9 samples for each pH level was placed in a cardboard box, covered with aluminum foil and placed in an orbital shaker set to 100 rpms and 50 °C for a period of (5) days (120.3 hrs.). After 5 days, the samples were prepared for analysis, along with the Day 0 samples. In addition, a method blank sample and a method spike sample were prepared for each pH level for day 0 and day 5, respectively.
- Sampling methods for the volatile compounds, if any: None
- Sampling intervals/times for pH measurements: Day 0 (prior spike with MTDID 15078) and day 5.
- Sampling intervals/times for sterility check: None
- Sample storage conditions before analysis: Day 0 samples were stored in refrigrator until day 5
- Other observation, if any (e.g.: precipitation, color change etc.): None

Buffers:

- pH: 4, 7, 9
- Type and final molarity of buffer:
pH 4: 0.1M Potassium Biphthalate + 0.1N Sodium Hydroxide;
pH 7: 0.1M Monopotassium Phosphate + 0.1N Sodium Hydroxide;
pH 9: 0.1M Boric Acid + 0.1N Sodium Hydroxide

- Composition of buffer:
pH 4 buffer: 0.4 mL 0.1N NaOH + 50 mL Biphthalate to 100 mL;
pH 7 buffer: 29.6 mL 0.1 N NaOH + 50 mL Phosphate to 100 mL;
pH 9 buffer: 21.3 mL 0.1 N NaOH + 50 mL Boric Acid to 100 mL

Details on test conditions:

TEST SYSTEM
- Type, material and volume of test flasks, other equipment used: 20-mL amber I-Chem vial
- Sterilisation method: None
- Lighting: None
- Measures taken to avoid photolytic effects: amber vial, stored in the dark
- Measures to exclude oxygen: None
- Details on test procedure for unstable compounds:
- Details of traps for volatile, if any: None
- If no traps were used, is the test system closed/open: Closed
- Is there any indication of the test material adsorbing to the walls of the test apparatus? No

TEST MEDIUM
- Volume used/treatment: 10 ML
- Kind and purity of water: Milli-Q water
- Renewal of test solution: None
- Identity and concentration of co-solvent: No co-solvent

Duration of test

Duration of test 1

Duration:

5 d

pH:

4

Temp.:

50 °C

Initial conc. measured:

>= 53.2 - <= 57.2 µg/L

Remarks:

average 55.5 µg/L, % RSD = 3.1

Duration of test 2

Duration:

5 d

pH:

7

Temp.:

50 °C

Initial conc. measured:

>= 50.7 - <= 57.5 µg/L

Remarks:

Average 54.3 µg/L, %RSD = 5.6

Duration of test 3

Duration:

5 d

pH:

9

Temp.:

50 °C

Initial conc. measured:

>= 56.3 - <= 61.5 µg/L

Remarks:

Average 58.5 µg/L, %RSD = 4.7

Number of replicates:

3

Positive controls:

no

Negative controls:

no

Results and discussion

Transformation products:

not measured

Dissipation DT50 of parent compound

Key result

Temp.:

25 °C

DT50:

> 1 yr

Remarks on result:

hydrolytically stable based on preliminary test

Details on results:

A Tier 1 hydrolysis of FBSEE diol was determined. The % hydrolysis at pH 4, pH 7 and pH 9 ranged from -11% to 6.3% after 5 days at 50 °C in the hydrolysis tests. Seven out of nine measurements had higher concentrations at the end of the study than the initial concentration, resulting negative values of % hydrolysis. This may be due to that the initial concentration at day 0 was not measured at day 0, rather it was stored in refrigerator and measured at day 5 with the day 5 samples .

The hydrolysis at pH 4, 7 and 9 is lower than 10% after 5 days at 50°C. As defined in OECD 111, since less than 10% of hydrolysis occurs after a period of 5 days at 50°C at pH levels of 4, 7 and 9, the test substance is considered hydrolytically stable (t 0.5 25oC > 1 year) and no further testing is required.

Any other information on results incl. tables

Table 1. Results of the hydrolysis of FBSEE diol

 

Day 0 concentration (ng/mL) ^1 Day 5 concentration (ng/mL) ^1 % hydrolysis at 50 °C pH 4, Rep 1 53.2 (1.7) 59.2 (0.0) -11 pH 4, Rep 2 57.2 (1.4) 59.7 (1.0) -3.8 pH 4, Rep 3 55.1 (3.1) 57.6 (0.5) -4.5 pH 4 Average ^2 55.5 [3.8%] 58.5 [1.7%] -6.6 pH 7, Rep 1 57.5 (1.9) 57.4 (6.3) 0.2 pH 7, Rep 2 50.7 (0.8) 54.8 (4.2) -8.0 pH 7, Rep 3 54.6 (1.1) 55.7 (0.7) -2.0 pH 7Average ^2 54.3 [5.6%] 56.0 [3.2%] -3.3 pH 9, Rep 1 56.3 (1.1) 59.2 (0.0) -5.2 pH 9, Rep 2 57.8 (7.4) 59.7 (1.0) -3.4 pH 9, Rep 3 61.5 (0.2) 57.6 (0.5) 6.3 pH 9 Average ^2 58.5 [4.7%] 58.8 [1.7%] -0.7

 

1       Average of duplicate measurements, number in parenthesis are %RPD

2       Average of triplicate samples, number in bracket are %RSD

 

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

FBSEE diol has a hydrolysis half life of > 1 year under environmental conditions (25°C), it is considered hydrolytically stable.

Executive summary:

A Tier 1 hydrolysis of FBSEE diol was determined according to the OECD 111: hydrolysis as a Function of pH.

Two sets of triplicate (3) samples were prepared at a concentration of approximately 50 ng/mL of MTDID 15078 in each of pH 4, 7, and 9 buffer system, resulting in 9 hydrolysis samples for each set. The first set of 9 samples were placed in the refrigerator on the day of preparation as Day 0 samples. The second set of 9 samples were placed in a cardboard box, covered with aluminum foil and placed in an orbital shaker set to 100 rpms and 50 °C for a period of 5 days. After 5 days, the day 5 samples along with the Day 0 samples, were prepared for analysis by HPLC/MS. Hydrolysis was determined by % loss of the parent material.

The % hydrolysis at pH 4, pH 7 and pH 9 ranged from -11% to 6.3% after 5 days at 50 °C in the hydrolysis tests. As defined in OECD 111, since less than 10% of hydrolysis occurs after a period of 5 days at 50°C at pH levels of 4, 7 and 9, the test substance is considered hydrolytically stable (t 0.5 @25°C > 1 year) and no further testing is required.

This is a guideline study conducted under GLP. It is considered reliable without restriction.