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Environmental fate & pathways

Hydrolysis

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Reference
Endpoint:
hydrolysis
Type of information:
calculation (if not (Q)SAR)
Adequacy of study:
weight of evidence
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
accepted calculation method
Justification for type of information:
Data is from computational model developed by USEPA
Reference:
Composition 0
Qualifier:
according to
Guideline:
other: Modeling database
Principles of method if other than guideline:
Data is from HYDROWIN v2.00 of EPI suite
GLP compliance:
not specified
Test material information:
Composition 1
Specific details on test material used for the study:
- IUPAC name: 2-phenylethyl 2-hydroxybenzoate
- Common name: Phenethyl Salicylate
- Molecular formula: C15H14O3
- Molecular weight : 242.2726 g/mol
- Smiles notation : c1ccc(cc1)CCOC(=O)c2ccccc2O
- InChl: 1S/C15H14O3/c16-14-9-5-4-8-13(14)15(17)18-11-10-12-6-2-1-3-7-12/h1-9,16H,10-11H2
- Substance type:Organic
- Physical state: Solid
Radiolabelling:
not specified
Analytical monitoring:
not specified
Estimation method (if used):
HYDROWIN v2.00
Transformation products:
not specified
Key result
pH:
7
Temp.:
25 °C
Half-life:
4.717 yr
Type:
other: estimated data
Remarks on result:
other: Hydrolysis rate constant is 0.04656 L/mol-sec
Key result
pH:
8
Temp.:
25 °C
Half-life:
172.299 d
Type:
other: estimated data
Remarks on result:
other: Hydrolysis rate constant is 0.04656 L/mol-sec

HYDROWIN Program (v2.00) Results:

================================

SMILES : O=C(OCCc(cccc1)c1)c(c(O)ccc2)c2

CHEM : Benzoic acid, 2-hydroxy-, 2-phenylethyl ester

MOL FOR: C15 H14 O3

MOL WT : 242.28

--------------------------- HYDROWIN v2.00 Results ---------------------------

NOTE: Fragment(s) on this compound are NOT available from the fragment

library. Substitute(s) have been used!!! Substitute R1, R2, R3,

or R4 fragments are marked with double astericks "**".

ESTER: R1-C(=O)-O-R2 ** R1: -Phenyl

R2: -CH2-CH2-phenyl

NOTE: Ortho-position fragments(s) on Phenyl ring(s) are NOT CONSIDERED!!

Kb hydrolysis at atom # 2: 4.656E-002 L/mol-sec

Total Kb for pH > 8 at 25 deg C : 4.656E-002 L/mol-sec

Kb Half-Life at pH 8: 172.299 days

Kb Half-Life at pH 7: 4.717 years

Validity criteria fulfilled:
not specified
Conclusions:
The estimated half-life of 2-phenylethyl 2-hydroxybenzoate was estimated to be 4.717 years at pH 7.0 and 172.299 days at pH 8.0 (at 25 deg C), indicating that it is not hydrolysable.
Executive summary:

HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2017) prediction model was used to predict the hydrolysis half-life of test compound 2-phenylethyl 2-hydroxybenzoate (CAS No. 87 -22 -9). The estimated half-life of 2-phenylethyl 2-hydroxybenzoate was estimated to be 4.717 years at pH 7.0 and 172.299 days at pH 8.0 (at 25 deg C), indicating that it is not hydrolysable.

Description of key information

HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2017) prediction model was used to predict the hydrolysis half-life of test compound 2-phenylethyl 2-hydroxy benzoate (CAS No. 87 -22 -9). The estimated half-life of 2-phenylethyl 2-hydroxybenzoate was estimated to be 4.717 years at pH 7.0 and 172.299 days at pH 8.0 (at 25 deg C), indicating that it is not hydrolysable.

Key value for chemical safety assessment

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

Additional information

Predicted data for the target chemical 2-phenylethyl 2-hydroxybenzoate (CAS No. 87-22-9) and supporting weight of evidence studies from authoritative database for its read across substance were reviewed for the hydrolysis end point which are summarized as below:

 

In aprediction done using the HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2017) prediction model was used to predict the hydrolysis half-life of test compound 2-phenylethyl 2-hydroxybenzoate (CAS No. 87 -22 -9). The estimated half-life of 2-phenylethyl 2-hydroxybenzoate was estimated to be 4.717 years at pH 7.0 and 172.299 days at pH 8.0 (at 25 deg C), indicating that it is not hydrolysable.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for the read across chemical Acetic acid, phenylmethyl ester (CAS no. 140-11-4), the half-life of the read across chemical Acetic acid, phenylmethyl ester was determined using an estimated pseudo-first order hydrolysis rate constant of 0.00000021/sec. The half-life of Acetic acid, phenylmethyl ester was determined to be 38 days at pH 7 and a temperature of 25°C, respectively. Based on the half-life values, it is concluded that the chemical Acetic acid, phenylmethyl ester is not hydrolysable.

 

For the another read across chemical 1,2-Benzenedicarboxylic acid, butyl phenylmethyl ester (CAS no. 85-68-7), the half-life and base catalyzed second order hydrolysis rate constant wa determined using a structure estimation method of the read across chemical 1,2-Benzenedicarboxylic acid, butyl phenylmethyl ester. The second order hydrolysis rate constant of 1,2-Benzenedicarboxylic acid, butyl phenylmethyl ester was determined to be 0.16L/mol-sec with a corresponding half-lives of 1.4 yrs and 51 days at pH 7 and 8, respectively. Based on the half-life values, it is concluded that the chemical 1,2-Benzenedicarboxylic acid, butyl phenylmethyl ester is not hydrolysable.

 

On the basis of the above results for target chemical 2-phenylethyl 2-hydroxybenzoate (fromEPI Suite, 2017) and for its read across substance (from authoritative database HSDB, 2017), it can be concluded that the target chemical 2-phenylethyl 2-hydroxybenzoate is not hydrolysable.