4-chloroformylphthalic anhydride

Partition coefficient

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

partition coefficient

Data waiving:

study technically not feasible

Justification for data waiving:

the study does not need to be conducted because the substance decomposes

Justification for type of information:

JUSTIFICATION FOR DATA WAIVING
The substance belongs to the chemical family of anhydrides. Therefore it hydrolyses very rapidly into the corresponding acid if contact with water (or moisture).
Based on the study present under IU point 5.1.2, the parent substance hydrolyses completely in water food simulant at 40 °C in less than 0.5 hour. Also, according to EFSA Opinion in Journal (2004)65, 1-17, analogue trimellitic anhydride hydrolyses within ten minutes by stirring with water at 27 - 30°C to trimellitic acid. The same magnitude of order is anticipated for the present substance trimellitic anhydride chloride in standard test conditions.
Moreover, QSAR calculation is not applicable or reliable, as it is not possible to build a dataset from experimental values on this family, for the same reason as explained above.

Reason / purpose for cross-reference:

data waiving: supporting information

Reason / purpose for cross-reference:

data waiving: supporting information

Reference 2

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

November 17, 2017

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a (Q)SAR model, with limited documentation / justification, but validity of model and reliability of prediction considered adequate based on a generally acknowledged source

Justification for type of information:

1. SOFTWARE
EPI Suite™

2. MODEL (incl. version number)
KOWWIN™ v1.68

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
ClC(=O)c1ccc2C(=O)OC(=O)c2c1

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
See on-Line User's Guide.

5. APPLICABILITY DOMAIN
All fragments are described.

6. ADEQUACY OF THE RESULT
Result provided to fulfill REACh requirements. However, the value on the parent substance is not relevant for purpose of classification and/or risk assessment, due to hydrolysis.

See QPRF and QMRF attached in the next section.

Principles of method if other than guideline:

QSAR calculation method based on fragments

GLP compliance:

no

Type of method:

calculation method (fragments)

Partition coefficient type:

octanol-water

Specific details on test material used for the study:

4-chloroformylphthalic anhydride

Type:

log Pow

Partition coefficient:

1.51

Temp.:

25 °C

pH:

>= 0 - <= 14

                 Log Kow(version 1.68 estimate): 1.51

SMILES : CLC(=O)c1ccc2C(=O)OC(=O)c2c1

CHEM   :

MOL FOR: C9 H3 CL1 O4

MOL WT : 210.57

-------+-----+--------------------------------------------+---------+--------

TYPE  | NUM |        LOGKOW FRAGMENT DESCRIPTION         |  COEFF  |  VALUE

-------+-----+--------------------------------------------+---------+--------

Frag  |  1  |  -CL     [chlorine, aliphatic attach]      | 0.3102  |  0.3102

Frag  |  6  |  Aromatic Carbon                           | 0.2940  |  1.7640

Frag  |  1  |  -C(=O)- [carbonyl, one aromatic attach]   |-0.8667  | -0.8667

Frag  |  2  |  -C(=O)O  [ester, aromatic attach]         |-0.7121  | -1.4242

Factor|  2  |  Cyclic ester [di-carbonyl type] correction| 0.7500  |  1.5000

Const |     |  Equation Constant                         |         |  0.2290

-------+-----+--------------------------------------------+---------+--------

NOTE  |     |  Acetyl halides hydrolyze....estimate questionable!  |

-------+-----+--------------------------------------------+---------+--------

                                                        Log Kow   =   1.5123

Executive summary:

The KowWin model provides a calculated value, based on fragments, of Log Kow = 1.51.

However, considering that hydrolysis is expected from the chemical structure, the prediction may not be relevant.

Description of key information

The partition coefficient cannot be determined because of rapid hydrolysis. The parent substance may not be the relevant species for hazard and risk assessment.

Additional information

Data waiving applies (in accordance with column 2 of Annex VII to REACH), as the partition coefficient of the substance cannot be performed experimentally, due to rapid hydrolysis in water.

In order to fulfill REACh requirements, a QSAR estimation was also provided. However, it should be considered as a theoretical value, since as said above, the substance hydrolyses quickly, therefore the parent is not relevant regarding bioaccumulation potential. Moreover, the accuracy of the predition is limited, as for the same reason as above, no experimental dataset can be built from anhydrides; this means that contribution of fragments is based on other chemical families. Thus, the QSAR result is not rergarded as a key value.