Tetrakis(2-ethylhexyl) benzene-1,2,4,5-tetracarboxylate

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

(Q)SAR

Remarks:

HYDROWIN from EPI Suite v4.1 software

Adequacy of study:

key study

Study period:

April 2016

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

HYDROWIN™: Estimates aqueous hydrolysis rate constants and half-lives for the following chemical classes: esters, carbamates, epoxides, halomethanes, selected alkyl halides, and phosphorus esters. Estimates rate constants for acid- and base-catalyzed hydrolysis, but with the exception of phosphorus esters, not neutral hydrolysis. In addition, HYDROWIN™ identifies a variety of chemical structure classes for which hydrolysis may be significant (e.g. carbamates) and gives relevant experimental data.
The validity of the model has been evaluated in accordance with the OECD validation principles (OECD, 2004; Worth et al, 2005; OECD, 2007). See attached report.

Qualifier:

according to guideline

Guideline:

other: HYDROWIN model

Version / remarks:

Computer model

Principles of method if other than guideline:

The Aqueous Hydrolysis Rate Program (HYDROWIN) estimates aqueous hydrolysis rate constants for the following chemical classes: esters, carbamates, epoxides, halomethanes, selected alkyl halides and phosphorus esters.  HYDROWIN estimates acid- and base-catalyzed rate constants; with the the exception of phosphorus esters, it does NOT estimate neutral hydrolysis rate constants.  The estimated acid- and base-catalyzed rate constants are used to calculate hydrolysis half-lives and selected pHs. HYDROWIN requires only a chemical structure to make these predictions.  Structures are entered into HYDROWIN by SMILES

GLP compliance:

no

Remarks:

Computer model

Specific details on test material used for the study:

CAS number 3126-80-5
EC number: 221-508-0

Estimation method (if used):

HYDROWIN model

Transformation products:

not specified

Key result

pH:

8

Temp.:

25 °C

Hydrolysis rate constant:

1.316 s-1

Remarks on result:

other: pH > 8

pH:

8

Temp.:

25 °C

DT50:

6.095 d

pH:

7

Temp.:

25 °C

DT50:

60.947 d

Details on results:

SMILES : CCCCC(CC)COC(=O)c1c(C(=O)OCC(CCCC)CC)cc(C(=O)OCC(CCCC)CC)c(C(=O)OCC(C
CCC)CC)c1
CHEM :
MOL FOR: C42 H70 O8
MOL WT : 703.02
--------------------------- 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 [2 frags]
003126-80-5003126-80-5 ** para: -CO-O-CH3
003126-80-5003126-80-5 ** meta: -CO-O-CH3
003126-80-5 ** R2: iso-Butyl-
NOTE: Ortho-position fragments(s) on Phenyl ring(s) are NOT CONSIDERED!!
Kb hydrolysis at atom # 10: 6.375E-001 L/mol-sec

ESTER: R1-C(=O)-O-R2 R1: -Phenyl [2 frags]
003126-80-5003126-80-5 ** para: -CO-O-CH3
003126-80-5003126-80-5 ** meta: -CO-O-CH3
003126-80-5 ** R2: iso-Butyl-
Kb hydrolysis at atom # 14: 6.375E-001 L/mol-sec

ESTER: R1-C(=O)-O-R2 ** R1: -Phenyl [1 frag]
003126-80-5 ** R2: iso-Butyl-
NOTE: Ortho-position fragments(s) on Phenyl ring(s) are NOT CONSIDERED!!
Kb hydrolysis at atom # 27: 2.058E-002 L/mol-sec

ESTER: R1-C(=O)-O-R2 R1: -Phenyl [1 frag]
003126-80-5 ** R2: iso-Butyl-
Kb hydrolysis at atom # 39: 2.058E-002 L/mol-sec

Total Kb for pH > 8 at 25 deg C : 1.316E+000 L/mol-sec
Kb Half-Life at pH 8: 6.095 days
Kb Half-Life at pH 7: 60.947 days


------------------------------------------------------------------------------

Validity criteria fulfilled:

yes

Conclusions:

Total Kb for pH > 8 at 25 deg C : 1.316 L/mol-sec
Kb Half-Life at pH 8: 6.095 days
Kb Half-Life at pH 7: 60.947 days
In aqueous media the substance is predicted to be hydrolysed with half-lives of 60.9 days at pH 7 and 6.1 days at pH 8.

Executive summary:

The stability of the substance tetrakis(2-ethylhexyl) benzene-1,2,4,5-tetracarboxylate against hydrolysis was calculated using HYDROWIN from EPI Suite v4.1 software.

A based catalyzed hydrolysis rate constant (Kb) for pH > 8 at 25 deg C equal at 1.316 L/mol-sec was estimated using a structure estimation method. This corresponds to half-lives of 6.1 days at pH 8 and 60.9 days at pH 7.

Description of key information

The stability of the substance tetrakis(2-ethylhexyl) benzene-1,2,4,5-tetracarboxylate against hydrolysis was calculated using HYDROWIN from EPI Suite v4.1 software.

A based catalyzed hydrolysis rate constant (Kb) for pH > 8 at 25 deg C equal at 1.316 L/mol-sec was estimated using a structure estimation method. This corresponds to half-lives of 6.1 days at pH 8 and 60.9 days at pH 7.

Key value for chemical safety assessment

Half-life for hydrolysis:

6.1 d

at the temperature of:

25 °C

Additional information

Using SPARC models, the estimated hydrolysis second order rate constant are:

The log second order rate constant (L/(mol sec) for base hydrolysis is -2.14

The log second order rate constant (L/(mol sec) for acid hydrolysis is -8.14

The log second order rate constant (L/(mol sec) for neutral hydrolysis is -12.8

The substance has a high hydrolytic stability.