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Environmental fate & pathways

Hydrolysis

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Reference
Endpoint:
hydrolysis
Type of information:
read-across based on grouping of substances (category approach)
Adequacy of study:
key study
Justification for type of information:
REPORTING FORMAT FOR THE CATEGORY APPROACH
Please see the category read-across justification in the category object.
Reason / purpose for cross-reference:
read-across source
Transformation products:
no
Key result
Remarks on result:
other: not hydrolysed at pH 4, 7 and 9

Description of key information

According to structural properties and the results of a hydrolysis study using a structural analogue, hydrolysis is not expected/probable.

Key value for chemical safety assessment

Additional information

In a guideline study conducted in compliance with OECD 111, the hydrolysis of a category member (CAS 5281-04-9) as a function of pH was tested. No hydrolysis at pH 4, 7 and 9 was determined (MITI, Japan 1994).

Waiving argument:

According to literature data of Harris (1990), Kollig et al. (1993) and Boethling & Mackay (2000) hydrolysis of the substance is not expected.

 

Justification:

Substance has half-lifes at 25°C of above 1 year

This is the criterion for sufficiently stable substances given in OECD TG 111 indicating that no further hydrolysis testing is required (OECD 2004). Substances with half-lifes at pH 4, 7 and 9 and 25°C definitely above one year are for example NHFG (no hydrolysable functional groups)- and NLFG (no labile functional groups)- compounds according to Kollig et al. 1993 and Wolfe and Jeffers 2000. Important categories of organic substances fulfilling these criteria are listed in table 1. The rationale of this waiving argument is that abiotic hydrolysis is at best very slow under environmentally relevant conditions and thus of minor importance.

As no significant further functional group than the ones listed in table 1 have been identified in the structure(s) of the whole category, hydrolysis is not expecdted.

 

Table 1: Organic chemicals with half-lifes at pH 4 to 9 and 25°C above one year.

Organic substance category

Source

Alkanes

Harris 1990

Alkenes

Harris 1990

Alkynes

Harris 1990

Vinyl chloridea

Kollig et al. 1993, Mabey and Mill, 1978

Benzenes/Biphenyls

Harris 1990

Xylenes

Kollig et al. 1993, Wolfe and Jeffers 2000

Polycyclic aromatic hydrocarbonsb

Harris 1990, Kollig et al. 1993

Halogenated aromatics/PCBs

Harris 1990, Mabey and Mill, 1978

Aromatic nitro compounds

Harris 1990, Kollig et al. 1993

Amines

Kollig et al. 1993

Aromatic amines

Harris 1990, Wolfe and Jeffers 2000

Alcohols

Harris 1990, Kollig et al. 1993

Phenols

Harris 1990

Glycols

Harris 1990

Nitriles

Mabey and Mill 1978

Ethers

Harris 1990, Kollig et al. 1993

Aldehydes

Harris 1990

Ketones

Harris 1990

Carboxylic acids

Harris 1990, Wolfe and Jeffers 2000

Sulfonic acids

Harris 1990

aand higher chlorinated derivatives.

bHomo- and heterocyclic species.

References

Boethling RS, Mackay D (2000) Handbook of property estimation methods for chemicals: Environmental health and sciences. Chapter 13. Hydrolysis. CRC Press LLC, Boca Raton, Florida.

 

Harris JC (1990) Rate of hydrolysis. In Lyman WJ, Reehl WF, Rosenblatt, DH (eds.) Handbook of chemical property estimation methods. 3rd edn. ACS Washington.

 

Kollig HP, Ellington JJ, Karickhoff SW, Kitches BE, Long JM, Weber EJ, Wolfe NL (1993) Environmental fate constants for organic chemicals under consideration for EPA’s

hazardous waste identification projects. EPA/600/R-93/132.

 

Mabey W, Mill T. 1978. Critical review of hydrolysis of organic compounds in water under environmental conditions. J Phys Chem Ref Data:383-415.

 

OECD. 2004. OECD Guideline for the testing of chemicals. No 111. Hydrolysis as a function of pH.

 

Wolfe NL, Jeffers, PM. 2000. Hydrolysis. In Boethling RS, Mackay D (eds) Handbook of property estimation methods for chemicals: Environmental and health sciences. CRC Press, LLC, Boca Raton, Florida.