Alicyclediyldimethanol and [(hydroxymethyl)alicyclic]methyl (hydroxymethyl)alicyclecarboxylate and [oxybis(methylenealicyclediyl)]dimethanol

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

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)

GLP compliance:

yes

Details on sampling:

An aliquot of samples was transferred to a 2 mL auto-sampler vial and analyzed by GC-FID. The each samples was immeidately analyzed after pretreatment of samples. The pH values of each sample were measured and recorded at each sampling time.

Buffers:

pH 4.0: 4.0 mL of 0.1 N NaOH and 500 mL of 0.1 M potassium biphthalate were added to water and made up to 1000 mL
pH 7.0: 296.3 mL of 0.1 N NaOH and 500 mL of 0.1 M monopotassium phosphate were added to water and made up to 1000 mL
pH 9.0: 213.0 mL of 0.1 N NaOH and 500 mL of 0.1 M boric acid in 0.1 M KCl were added to water and made up to 1000 mL

Estimation method (if used):

Hydrolysis rate constant (Kobs) was calculated by assuming first-order kinetic according to the following equation;
Kobs = 1/t ln(C0/Ct)

The degradation rate half-life was calculated as follows.
t1/2 (half-life) = 0.693/Kobs
t = time
C0 = concentration at time 0
Kobs = first-order bydrolysis rate constant

Duration:

5 d

pH:

4

Temp.:

50 °C

Initial conc. measured:

ca. 67.5 mg/L

Remarks:

(Tier I) constitiuent-1

Duration:

5 d

pH:

4

Temp.:

50 °C

Initial conc. measured:

ca. 38 mg/L

Remarks:

(Tier I) constitiuent-2

Duration:

5 d

pH:

4

Temp.:

50 °C

Initial conc. measured:

ca. 386 mg/L

Remarks:

(Tier I) constitiuent-3

Duration:

5 d

pH:

7

Temp.:

50 °C

Initial conc. measured:

ca. 67.5 mg/L

Remarks:

(Tier I) constitiuent-1

Duration:

5 d

pH:

7

Temp.:

50 °C

Initial conc. measured:

ca. 38 mg/L

Remarks:

(Tier I) constitiuent-2

Duration:

5 d

pH:

7

Temp.:

50 °C

Initial conc. measured:

ca. 386 mg/L

Remarks:

(Tier I) constitiuent-3

Duration:

5 d

pH:

9

Temp.:

50 °C

Initial conc. measured:

ca. 67.5 mg/L

Remarks:

(Tier I) constituent-1

Duration:

5 d

pH:

9

Temp.:

50 °C

Initial conc. measured:

ca. 38 mg/L

Remarks:

(Tier I) constituent-2

Duration:

5 d

pH:

9

Temp.:

50 °C

Initial conc. measured:

ca. 386 mg/L

Remarks:

(Tier I) constituent-3

Duration:

30 d

pH:

9

Temp.:

15 °C

Initial conc. measured:

ca. 68 mg/L

Remarks:

(Tier II) composition_1

Duration:

30 d

pH:

9

Temp.:

15 °C

Initial conc. measured:

ca. 375.5 mg/L

Remarks:

(Tier II) composition_3

Duration:

30 d

pH:

9

Temp.:

25 °C

Initial conc. measured:

ca. 68 mg/L

Remarks:

(Tier II) composition_1

Duration:

30 d

pH:

9

Temp.:

25 °C

Initial conc. measured:

ca. 375.5 mg/L

Remarks:

(Tier II) composition_3

Duration:

30 d

pH:

9

Temp.:

50 °C

Initial conc. measured:

ca. 68 mg/L

Remarks:

(Tier II) composition_1

Duration:

30 d

pH:

9

Temp.:

50 °C

Initial conc. measured:

ca. 375.5 mg/L

Remarks:

(Tier II) composition_3

Number of replicates:

hydrolysis test: duplicate
recovery test: triplicate

Positive controls:

no

Negative controls:

no

Preliminary study:

At the prelimanary test (Tier I) which was incubated at 50˚С for up to 5 days, the hydrolysis rates of the 'constituent_1' were .3, 8.9, and 44.7%, 'constituent_2' was 8.0, 7.9, and 5.6% and the 'compostion_3' was negative value (-1.9, -1.8, -222.1%) at sterile aqueous solutions of pH 4.0, 7.0 and 9.0, respectively.
The results showed that the 'constituent_2' was hydrolytically stable (less than 10% of hydrolysis) at pH 4.0, 7.0 and 9.0. However, the 'constituent_1' and 'constituent_3' were only stable at pH 4.0 and 7.0 because their concentrations increased ('constituent-1') or decreased ('constituent-3) at pH 9.0. Therefore, only 'constituent-1' and 'contsitutent-3' were observed at pH 9.0 solution of Tier II.

Test performance:

At hydrolysis test (Tier II) which was incubated at 15, 25 and 50˚С in sterile buffer solutions of pH 9.0, 'constituent_1' and 'constituent_3' were calculated.
The identification of hydrolysis products (Tier III) could not be performed because of lack of information and authentic reference for hydrolysis products.

Transformation products:

yes

No.:

#1

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

The ‘constituent_3’ increased gradually and rapidly depending on test temperature, while the constituent_1’ showed a tendency of decreasing values at pH 9.0,
indicating that the ‘constituent_1’ was hydrolytically degraded into the ‘constituent_3’.

% Recovery:

ca. 55.7

pH:

4

Remarks on result:

other:

Remarks:

constituent_3

% Recovery:

ca. 59.3

pH:

7

Remarks on result:

other:

Remarks:

constituent_3

% Recovery:

ca. 57.7

pH:

9

Remarks on result:

other:

Remarks:

constituent_3

% Recovery:

ca. 120.3

pH:

4

Remarks on result:

other:

Remarks:

compostion_2

% Recovery:

ca. 122.2

pH:

7

Remarks on result:

other:

Remarks:

compostion_2

% Recovery:

ca. 119.9

pH:

9

Remarks on result:

other:

Remarks:

compostion_2

% Recovery:

ca. 120.7

pH:

4

Remarks on result:

other:

Remarks:

constituent_1

% Recovery:

ca. 122.1

pH:

7

Remarks on result:

other:

Remarks:

constituent_1

% Recovery:

ca. 119.7

pH:

9

Remarks on result:

other:

Remarks:

constituent_1

pH:

9

Temp.:

15 °C

Hydrolysis rate constant:

ca. 0.009 d-1

DT50:

ca. 77 d

St. dev.:

0.662

Type:

(pseudo-)first order (= half-life)

Key result

pH:

9

Temp.:

25 °C

Hydrolysis rate constant:

ca. 0.013 d-1

DT50:

ca. 52.3 d

St. dev.:

0.832

Type:

(pseudo-)first order (= half-life)

pH:

9

Temp.:

50 °C

Hydrolysis rate constant:

ca. 0.086 d-1

DT50:

ca. 8.1 d

St. dev.:

0.977

Type:

(pseudo-)first order (= half-life)

Conclusions:

The test substance was determined stable in aqueous buffer solutions of pH 4, 7, but among composition, the 'constituent_1' was unstable at pH 9. Therefore, the test substance was considered it would be more hydrolyzed readily in alkaline condition than in neutral and acid conditions. In addition, the 'constituent_1' contained in the test substance was transformed into the 'constituent_3' in the hydrolysis test.

Key value for chemical safety assessment

Half-life for hydrolysis:

52.3 d

at the temperature of:

25 °C