Reaction products of 1,4-cyclohexanedimethanol with propylene oxide and ammonia

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2012-04-10 -2012-05-17

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Radiolabelling:

no

Analytical monitoring:

yes

Details on sampling:

- Sampling intervals for the parent/transformation products: 0, 24, 96 and 120 hours
- Sampling method: sample solutions were prepared in stoppered glass flasks at a nominal conc. of 3.5 g/L in 3 buffer solutions.
- Sampling intervals/times for pH measurements: at various times
- Sampling intervals/times for sterility check: not indicated
- Sample storage conditions before analysis: sample solution were maintained at pH 4, 7 and 9 at 50 ± 0.5°C for a period of 120 hours

Buffers:

-pH: 4, 7 and 9
- Type/composition and final molarity of buffer:
pH 4: potassium hydrogen phthalate- 1.0 mmol/dm³
pH 7: disodium hydrogen orthophosphate (anhydrous): 0.6 mmol/dm³; potassium dihydrogen orthophosphate: 0.4 mmol/dm³; sodium chloride: 0.4 mmol/dm³
pH 9: disodium tetraborate: 0.2 mmol/dm³; sodium chloride: 0.4 mmol/dm³

Details on test conditions:

TEST SYSTEM
- Type, material and volume of test flasks, other equipment used: stoppered glass flasks
- Sterilisation method: not indicated
- Lighting: solutions shielded from light whilst maintained at test temperature
- Measures taken to avoid photolytic effects: not indicated
- Measures to exclude oxygen: not indicated
- 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? not indicated

TEST MEDIUM
- No details reported

Duration:

120 h

pH:

7

Initial conc. measured:

3.29 g/L

Duration:

120 h

pH:

9

Initial conc. measured:

3.26 g/L

Duration:

120

pH:

7

Initial conc. measured:

3.21 g/L

Duration:

120

pH:

9

Initial conc. measured:

3.24 g/L

Duration:

120 h

pH:

4

Initial conc. measured:

3.59 g/L

Duration:

120

pH:

4

Initial conc. measured:

3.49 g/L

Number of replicates:

Two replicates

Positive controls:

no

Negative controls:

no

Preliminary study:

Preliminary test/Tier 1
No significant peaks were observed at the approximate retention time of the test item on analysis of any matrix blank solutions. The results for the pH 4, 96h samples were considered to be erroneous and therefore were not used in any subsequent calculations. As the test item was determined to be essentially stable hydrolytically under acidic conditions, no additional testing was performed at pH 1.2,37.0 ±5°C.

Transformation products:

not specified

Details on hydrolysis and appearance of transformation product(s):

no data

pH:

4

Temp.:

25 °C

DT50:

> 1 yr

Type:

not specified

Key result

pH:

7

Temp.:

25 °C

DT50:

> 1 yr

Type:

not specified

pH:

9

Temp.:

25 °C

DT50:

> 1 yr

Type:

not specified

Details on results:

At pH4, 7 and 9 there was less than 10% hydrolysis after 5 days at 50°C, equivalent to a half-life greater than 1 year at 25°C.

Validity criteria fulfilled:

yes

Conclusions:

The hydrolysis behavior of the test substance has been determined using a procedure designed to be compatible with Method 111 of the OECD guidelines for testing of Chemicals. The estimated half-lifes at 25°C at pH 4, 7 and 9 were greater than 1 year.

Executive summary:

Results from the preliminary test/Tier 1 showed it was not necessary to undertake further testing. No significant peaks were observed at the approximate retention time of the test item on analysis of any matrix blank solutions. The results for the pH 1, 96 hours samples were considered to be erroneous, and therefore were not used in any subsequent calculations. As the test item was determined to be essentially stable hydrolitically under acidic conditions (t1/2 > 1 year at 25 °C) no additional testing was performed at pH 1, 2, 37.0 ± 0.5 °C.

The analytical method used Mass Spectrometry in Selective Ion Monitoring (SIM) mode. The ions monitored i.e. 259.2, 317.5 and 375.3 were specific for the [M + 1]⁺¹ ions formed in the MS inlet by the n=1, n=2 and n=3 components of the main component, XTJ-684 (MW of approx. 258.4, 316.5 and 374.6).

As for the XTA-801 "minor" component, this substance does not contain any hydrolysable functional groups and will thus be hydrolytically stable. Finally, with regards to the E1 Diamine "minor" component, this substance is structurally similar to XTJ-684 which was concluded to be hydrolytically stable and thus it can be concluded that E1 Diamine would be also hydrolytically stable.

Description of key information

A test  was conducted following OECD Guideline 111 (Hydrolysis as a Function of pH). The substance is hydrolytically stable at all pH's.

Additional information

The estimated half-lifes at 25°C at pH 4, 7 and 9 were greater than 1 year.