3-(aminosulphonyl)-4-chlorobenzoyl chloride

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Justification for type of information:

For the purpose of partition coefficient consideration in risk assessments, estimations of partition coefficient were generated using the specialized software KOWWIN v1.68 (September 2010), © 2000 U.S. Environmental Protection Agency for both the parent test item molecule, using structural information provided by the Sponsor, as well as the hydrolysis product identified.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2017

Report date:

2017

Materials and methods

Test guideline

Qualifier:

no guideline followed

Version / remarks:

For the purpose of partition coefficient consideration in risk assessments, estimations of partition coefficient were generated using the specialized software KOWWIN v1.68 (September 2010), © 2000 U.S. Environmental Protection Agency for both the parent test item molecule, using structural information provided by the Sponsor, as well as the hydrolysis product identified.

Principles of method if other than guideline:

For the purpose of partition coefficient consideration in risk assessments, estimations of partition coefficient were generated using the specialized software KOWWIN v1.68 (September 2010), © 2000 U.S. Environmental Protection Agency for both the parent test item molecule, using structural information provided by the Sponsor, as well as the hydrolysis product identified. The results are presented as Figure 10 and Figure 11 respectively.

Test material

Test material information

Constituent 1

Reference substance name:

3-(aminosulphonyl)-4-chlorobenzoyl chloride

EC Number:

274-288-3

EC Name:

3-(aminosulphonyl)-4-chlorobenzoyl chloride

Cas Number:

70049-77-3

Molecular formula:

C7H5Cl2NO3S

IUPAC Name:

4-chloro-3-sulfamoylbenzoyl chloride

Test material form:

solid: particulate/powder

Results and discussion

Partition coefficient

Key result

Type:

log Pow

Partition coefficient:

>= 0.458 - <= 0.896

Remarks on result:

not determinable

Remarks:

For the purpose of partition coefficient consideration in risk assessments, estimations of partition coefficient were generated using the specialized software KOWWIN v1.68 (September 2010), © 2000 U.S. Environmental Protection Agency for both the parent test item molecule, using structural information provided by the Sponsor, as well as the hydrolysis product identified.

Details on results:

For the purpose of partition coefficient consideration in risk assessments, estimations of partition coefficient were generated using the specialized software KOWWIN v1.68 (September 2010), © 2000 U.S. Environmental Protection Agency for both the parent test item molecule, using structural information provided by the Sponsor, as well as the hydrolysis product identified. The results are presented as Figure 10 and Figure 11 respectively.
It should however be noted, as cautioned by the software printout, that due to the hydrolytic instability of acyl chloride functional groups, the availability of literature values to train and validate the software for this chemical class is limited. Overall however, the main conclusion should be that the actual concept of partition coefficient is of very limited relevance to this substance, as essentially complete hydrolysis (>90%) would occur within 1 minute following exposure to aqueous media, based on available literature.

Applicant's summary and conclusion

Conclusions:

No experimental determination of partition coefficient was possible by either the shake-flask method or the HPLC estimation method as detailed in Method A.8 Partition Coefficient of Commission Regulation (EC) No 440/2008 of 30 May 2008, Method 107 of the OECD Guidelines for Testing of Chemicals, 27 July 1995 and Method 117 of the OECD Guidelines for Testing of Chemicals, 13 April 2004.
This was due to essentially spontaneous hydrolysis in the presence of aqueous media for this class of chemicals, acyl chlorides, with a literature hydrolysis half-life value of 16 seconds being identified for the related substance benzoyl chloride. The shake-flask method could not be employed since this first principles procedure requires significant exposure of the test item to aqueous media in the form of n-octanol saturated water. Preliminary trial analysis of the test item by HPLC was also consistent with possible reactivity with either the necessary aqueous fraction of the mobile phase, or the HPLC column stationary phase (acyl chlorides being recognized derivatizing agents), and as such, this procedure could not be completed with confident reporting of the interpolated partition coefficient estimate.

It should however be noted, as cautioned by the software printout, that due to the hydrolytic instability of acyl chloride functional groups, the availability of literature values to train and validate the software for this chemical class is limited. Overall however, the main conclusion should be that the actual concept of partition coefficient is of very limited relevance to this substance, as essentially complete hydrolysis (>90%) would occur within 1 minute following exposure to aqueous media, based on available literature.