Registration Dossier

Data platform availability banner - registered substances factsheets

Please be aware that this old REACH registration data factsheet is no longer maintained; it remains frozen as of 19th May 2023.

The new ECHA CHEM database has been released by ECHA, and it now contains all REACH registration data. There are more details on the transition of ECHA's published data to ECHA CHEM here.

Diss Factsheets

Environmental fate & pathways

Hydrolysis

Currently viewing:

Administrative data

Link to relevant study record(s)

Reference
Endpoint:
hydrolysis
Type of information:
experimental study
Adequacy of study:
key study
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
guideline study with acceptable restrictions
Justification for type of information:
Data is from study report of Safepharm Laboratories.
Qualifier:
according to guideline
Guideline:
EPA Guideline Subdivision N 161-1 (Hydrolysis)
Qualifier:
according to guideline
Guideline:
other: C7 of Commision Directive 92/69/EEC
Principles of method if other than guideline:
Half life of hydrolysis of test chemical N-benzyl-2-[(2,6-dimethylphenyl)amino]-N,N-diethyl-2-oxoethanaminium benzoate hydrate was determined at different temperatures and pH by using HPLC method.
GLP compliance:
yes
Specific details on test material used for the study:
- Name of test material (as cited in study report): Bitrex (Denatonium benzoate)
-Common name: Denatonium benzoate
- Molecular formula: C21H29N2O.C7H5O2
- Molecular weight: 446.58 g/mol
-Smilies notation: CC[N+](CC)(Cc1ccccc1)CC(=O)Nc2c(cccc2C)C.c1ccc(cc1)C(=O)[O-]
- InChl: 1S/C21H28N2O.C7H6O2/c1-5-23(6-2,15-19-13-8-7-9-14-19)16-20(24)22-21-17(3)11-10-12-18(21)4;8-7(9)6-4-2-1-3-5-6/h7-14H,5-6,15-16H2,1-4H3;1-5H,(H,8,9)
- Substance type: organic
- Physical state: White granular solid
- Analytical purity: 99.9 %
Radiolabelling:
not specified
Buffers:
- pH: 4, 5, 7 and 9
- Composition of buffer:
pH 4: Disodium hydrogen orthophosphate: 0.036 M
Potassium dihydrogen orthophosphate: 0.022 M
(pH adjusted with orthophosphoric acid)

pH 5: Disodium hydrogen orthophosphate: 0.012 M
Potassium dihydrogen orthophosphate: 0.10 M
(pH adjusted with orthophosphoric acid)

pH 7: Disodium hydrogen orthophosphate: 0.041M
Potassium dihydrogen orthophosphate: 0.28 M

pH 9: Disodium tetraborate: 0.05 M
Hydrochloric acid: 0.019 M

Above buffer solution pass through 0.22 µM membrane filter prior to use
Duration:
5 d
pH:
4
Temp.:
50 °C
Initial conc. measured:
0.201 g/L
Duration:
30 d
pH:
5
Temp.:
25 °C
Initial conc. measured:
0.206 g/L
Duration:
5 d
pH:
7
Temp.:
50 °C
Initial conc. measured:
0.206 g/L
Duration:
30 d
pH:
7
Temp.:
25 °C
Initial conc. measured:
0.203 g/L
Duration:
5 d
pH:
9
Temp.:
50 °C
Initial conc. measured:
0.204 g/L
Duration:
30 d
pH:
9
Temp.:
25 °C
Initial conc. measured:
0.204 g/L
Number of replicates:
Two
Positive controls:
not specified
Negative controls:
not specified
Transformation products:
not specified
Key result
Temp.:
25 °C
DT50:
1 yr
Type:
not specified
Remarks on result:
other: Half is greater than 1 year at pH 4, 7 and 9

Test at 50 oC± 0.5 oC for 5 days

Time

pH4

pH 7

pH9

Concentration (g/L)

Expressed as % of initial

Concentration (g/L)

Expressed as % of initial

Concentration (g/L)

Expressed as % of initial

Initial

0.206

-

0.205

-

0.207

-

2.4 hrs

0.201

97.6

0.205

100

0.206

99.5

24 hrs

0.204

99.0

0.214

104

0.206

99.5

75 hrs

0.207

100

0.210

102

0.205

99.0

120 hrs

0.203

98.5

0.208

101

0.209

101

Test at 25 oC for 30 days

Time

pH5

pH9

Concentration (g/L)

Expressed as % of initial

Concentration (g/L)

Expressed as % of initial

Initial

0.209

-

0.207

-

2.4 hrs

0.210

100

0.207

100

120 hrs

0.193

92.3

0.207

100

288 hrs

0.190

90.9

0.205

99.0

479 hrs

0.211

101

0.205

99.0

723 hrs

0.217

104

0.210

101

Time

pH7

Concentration (g/L)

Expressed as % of initial

Initial

0.198

-

122 hrs

0.204

103

312 hrs

0.207

105

484 hrs

0.207

105

720 hrs

0.200

101

Validity criteria fulfilled:
not specified
Conclusions:
The half life of hydrolysis of test material N-benzyl-2-[(2,6-dimethylphenyl)amino]-N,N-diethyl-2-oxoethanaminium benzoate hydrate was determined to be > 1 year at pH 4, 5, 7 and 9 at temperature 25 oC. Since half life of hydrolysis is > 1 year it is concluded that this test chemical shows negligible hydrolysis.
Executive summary:

Half life of hydrolysis of test chemical N-benzyl-2-[(2,6-dimethylphenyl)amino]-N,N-diethyl-2-oxoethanaminium benzoate hydrate (CAS no. 3734-33-6) was determined by conducting hydrolysis experiment at different pH and temperatures by using HPLC methods and EPA guideline 161-1. Preliminary test was performed at 50 oC and at pH 4, 7 and 9 for 5 days and less than 10 % hydrolysis was obtained. Then actual test was performed for at temperature 25 oC and pH 5, 7 and 9 and again less than 10 % hydrolysis was obtained. So on the basis of % hydrolysis estimated half life of hydrolysis obtained was greater than 1 year therefore it is concluded that this test chemical shows negligible hydrolysis.

Description of key information

Half life of hydrolysis of test chemical N-benzyl-2-[(2,6-dimethylphenyl)amino]-N,N-diethyl-2-oxoethanaminium benzoate hydrate (CAS no. 3734-33-6) was determined by conducting hydrolysis experiment at different pH and temperatures by using HPLC methods and EPA guideline 161-1. Preliminary test was performed at 50 oC and at pH 4, 7 and 9 for 5 days and less than 10 % hydrolysis was obtained. Then actual test was performed for at temperature 25 oC and pH 5, 7 and 9 and again less than 10 % hydrolysis was obtained. So on the basis of % hydrolysis estimated half life of hydrolysis obtained was greater than 1 year therefore it is concluded that this test chemical shows negligible hydrolysis.

Key value for chemical safety assessment

Half-life for hydrolysis:
1 yr
at the temperature of:
25 °C

Additional information

Two different experimental studies have been conducted for target chemical N-benzyl-2-[(2,6-dimethylphenyl)amino]-N,N-diethyl-2-oxoethanaminium benzoate hydrate (CAS no. 3734 -33 -6) for hrydrolysis endpoint and their results are summarized below.

 

In the first experimental study the Half life of hydrolysis of test chemical N-benzyl-2-[(2,6-dimethylphenyl)amino]-N,N-diethyl-2-oxoethanaminium benzoate hydrate (CAS no. 3734-33-6) was determined by conducting hydrolysis experiment at different pH and temperatures by using HPLC methods and EPA guideline 161-1. Preliminary test was performed at 50 oC and at pH 4, 7 and 9 for 5 days and less than 10 % hydrolysis was obtained. Then actual test was performed for at temperature 25 oC and pH 5, 7 and 9 and again less than 10 % hydrolysis was obtained. So on the basis of % hydrolysis estimated half life of hydrolysis obtained was greater than 1 year therefore it is concluded that this test chemical shows negligible hydrolysis.

 

Similarly, in supporting study the experiment was performed to determine percent hydrolysis of test chemical N-benzyl-2-[(2,6-dimethylphenyl)amino]-N,N-diethyl-2-oxoethanaminium benzoate hydrate (CAS no. 3734-33-6) by using Guideline EEC method 7. Buffers were prepared of pH 4, 7 and 9 then accurately known weight of test chemical were weight and put in 500 mL conical flask and 250 mL appropriate buffers were added. Then samples were taken after 2.4 hrs and 5 days and analyzed by using HPLC. Percent hydrolysis of test chemical N-benzyl-2-[(2,6-dimethylphenyl)amino]-N,N-diethyl-2-oxoethanaminium benzoate hydrate was determined to be less than 10 % at pH 4, 7 and 9 and at temperature 50 oC therefore it is concluded that this test chemical is not hydrolysable.

 

On the basis of results of both the studies it is concluded that test chemical N-benzyl-2-[(2,6-dimethylphenyl)amino]-N,N-diethyl-2-oxoethanaminium benzoate hydrate in not hydrolysable at pH 4, 7 and 9.