Reaction mass of glycerol, glycerol 1-formate, glycerol 2-formate, glycerol 1,2-diformate, glycerol 1,3-diformate and glycerol triformate

Hydrolysis

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

study well documented, meets generally accepted scientific principles, acceptable for assessment

Justification for type of information:

This endpoint study record is part of a Weight of Evidence approach comprising an experimental estimate of the hydrolysis rate (this study), and a prediction based on literature values for aliphatic carboxylate esters. All data sources agree in the estimated range for the rate of hydrolysis and are sufficient to fulfil the information requirements as further explained in the provided endpoint summary.

Guideline:

other: Indirect measurement of hydrolysis

Principles of method if other than guideline:

As glycerol formates hydrolyse to make formic acid, the acid almost immediately dissolves any calcium carbonate it is in proximity to. This means that the concentration of soluble calcium can be used to determine the rate of formic acid generation and calcium carbonate dissolution.

GLP compliance:

no

Remarks:

In-house estimation - GLP is not applicable

Specific details on test material used for the study:

Reported as: glycerol formates

Radiolabelling:

no

Duration:

6 d

Temp.:

27 °C

Preliminary study:

As determined by measurement if the soluble calcium released, about 50% of the maximum acid yield is obtained from glycerol formates after about 5 days.

Transformation products:

not specified

pH:

7

Temp.:

27 °C

DT50:

ca. 5 d

Details on results:

Complete hydrolysis of 5% glycerol formates would yield about 0.40M formic acid resulting in 0.20 M soluble calcium and complete hydrolysis of 5% diethylene glycol diformate (DEGDIF) would yield about 0.62 M formic acid resulting in 0.31 M soluble calcium. As determined by measurement if the soluble calcium released, about 50% of the maximum acid yield is obtained from glycerol formates after about 5 days and about 30% of the maximum acid yield from DEGDIF after about 6 days, with overall rates of delivery of acid being very similar

Validity criteria fulfilled:

not applicable

Reference 2

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:

This endpoint study record is part of a Weight of Evidence approach comprising a prediction based on literature values for aliphatic carboxylate esters (this study) and an experimental estimate of the hydrolysis rate. All data sources agree in the estimated range for the rate of hydrolysis and are sufficient to fulfil the information requirements as further explained in the provided endpoint summary.

Guideline:

other: calculation based on chemical structure

Principles of method if other than guideline:

Prediction based on an examination of the structural formulae of the UVCB constituents.

GLP compliance:

no

Radiolabelling:

no

Analytical monitoring:

no

Transformation products:

not specified

pH:

7

Temp.:

298 K

DT50:

> 4 - < 5 d

Type:

(pseudo-)first order (= half-life)

pH:

9

Temp.:

298 K

DT50:

ca. 1 h

Type:

(pseudo-)first order (= half-life)

Validity criteria fulfilled:

not applicable

Description of key information

The half-lives estimated based on the data from Mabey and Mill (1978) of a few days for small n-alkyl formates at neutral pH are consistent with that of about five days estimated from work to determine the rate of calcium carbonate dissolution by an aqueous solution of the notified chemical carried out by the applicant.

 

The target substance is predicted to possess hydrolysis half lives of 4-5 days at pH 7 and ~1 hour at pH 9.

Key value for chemical safety assessment

Half-life for hydrolysis:

5 d

at the temperature of:

27 °C