Carbonotrithioic acid, bis(phenylmethyl) ester

Water solubility

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2018

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

guideline study with acceptable restrictions

Remarks:

Protocol adapted from the flask method (OECD 105) with slow stirring conditions described in the OECD test guideline 123. The saturation equilibrium was not reached thus no clear conclusion about the test item solubility could be issued

Qualifier:

equivalent or similar to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

Version / remarks:

GUIDELINE:
Protocol adapted from the flask method (OECD 105) with slow stirring conditions described in the OECD test guideline 123.

Deviations:

no

GLP compliance:

yes

Type of method:

flask method

Specific details on test material used for the study:

Chemical name: BLOCBUILDER DB EA50
Composition: Dibenzyl trithiocarbonate (active ingredient, CAS n° 26504-29-0) in ethyl acetate
Batch number: G07LFP0309
Date of reception in the test facility: 26 February 2018
Expiration date of the test item: 07 July 2018
Internal identification: 0004-18
Appearance: orange liquid
Water solubility: Dibenzyl trithiocarbonate: 0,34 mg/L (according to the SDS)
Relative density: 1.21 g/mL at 20°C
Storage conditions: well-ventilated place, ambient temperature and obscurity

Key result

Water solubility:

362 µg/L

Conc. based on:

test mat. (total fraction)

Incubation duration:

24 h

Temp.:

20 °C

pH:

4.5

Details on results:

Notes:
1. Many yellow droplets were reported in all test flasks (except the control), at the bottom and at the surface of the preparation and stuck to the magnetic stirrer.
2. Following calculations were performed with Microsoft Excel. The values presented in this report have been rounded. Thus, hand calculations may differ slightly from those presented due to rounding.
3. the test item expiry date was passed at the date of the definitive experiment. A new CoA with an extended expiry date was requested to the sponsor: the new analysis of batch G07LFP0309 has shown that the active ingredient dibenzyl trithiocarbonate content (44.31%) was lower than the content first determined and outside the sponsor specifications 47% - 53% as shown in the test item CoA supplied upon its reception. Since both analysis describe the actual test item composition, this deviation has no impact on the results or on the validity of the study and is considered to have not affected the outcome or the achievement of the study objectives.


DEFINITIVE TEST #1
In all samples the test item was not detected or quantified. For information, detection and quantification limits were 1.07 µg/L and 3.55 µg/L, respectively.
The temperature monitored during the test remained between 19.8°C and 19.9°C (mean 19.8).
All samples were at pH 4.7
Results for the additional test: the test item was not detected in filtered samples, but quantified in raw and centrifuged samples, suggesting an adsorption on filters. However, raw sample should not be considered reliable due to the droplets observed leading to a heterogeneity of measurements, as outlined by the high calculated RSD. Nevertheless, the concentrations of test item measured in the centrifuged sample seem to be relevant. Indeed, the measurements are reproducible (RSD of 13.6% for 6 measurements). The mean has been determined to be 19.9 µg/L. However the overall results obtained from the definitive test #1 were not considered sufficiently reliable to conclude on the test item solubility and are thus disregarded.


DEFINITIVE TEST #2
FLASK METHOD WITH SLOW-STIRRING CONDITIONS

The temperature monitored during the test remained at 20.7°C throughout the test period.
All samples were at pH 4.5.
Specific results on test item raw samples: high test item concentrations were determined. As explained previously raw sample should not be considered reliable due to the droplets observed.
Specific results on test item filtered samples: the test item adsorption on filter is once again verified.
Specific results on test item centrifuged samples: a significant difference between both replicates is observed. In addition, the saturation equilibrium is not reached for both replicates (the replicate A shows a test item concentration decreasing after 48h whereas the test item concentration in the replicate B increases from 24 to 72h). As a consequence no clear conclusion about the test item solubility could be issued from this experiment. Key data are listed below:

Total mean: 135 µg/L
Total SD: 57 µg/L
Total RSD: 42.5 %
Min. value: 78 µg/L
Max. value: 219 µg/L

The test item concentrations were determined in a range from 78 to 219 µg/L.


DEFINITIVE TEST #2
FLASK METHOD

Temperatures were recorded as follows:

• 30°C: range from 30.8 to 32.9°C (mean: 31.8)
• 20°C: range from 20.3 to 20.6°C (mean: 20.4)

All samples were at pH 4.5.
Specific results on test item raw samples and filtered sampled: Conclusions are identical than those for the flask method with slow stirring conditions, these results are disregarded.
Specific results on test item centrifuged samples: once again the saturation equilibrium is not reached thus no clear conclusion about the test item solubility could be issued from this experiment as well. Key data are listed below:

Total mean: 252 µg/L
Total SD: 104 µg/L
Total RSD: 41.3 %
Min. value: 155 µg/L
Max. value: 362 µg/L

The test item concentrations were determined in a range from 155 to 362 µg/L.

Definitive test #1: Flask test with slow-stirring conditions - Test item determinations

Sampling time (hours)	Flask	Test item concentration (µg/L)
		Measure 1	Measure 2	Measure 3	Mean	RSD (%)
0	Control	<DL	<DL	<DL	<DL	NA
	Replicate 1	<DL	<DL	<DL	<DL	NA
	Replicate 2	<DL	<DL	<DL	<DL	NA
4	Control	<DL	<DL	<DL	<DL	NA
	Replicate 1	<DL	<DL	<DL	<DL	NA
	Replicate 2	<DL	<DL	<DL	<DL	NA
22.5	Control	<DL	<DL	<DL	<DL	NA
	Replicate 1	<DL	<DL	<DL	<DL	NA
	Replicate 2	<DL	<DL	<DL	<DL	NA
26.7	Control	<DL	<DL	<DL	<DL	NA
	Replicate 1	<DL	<DL	<DL	<DL	NA
	Replicate 2	<DL	<DL	<DL	<DL	NA
47.5	Control	<DL	<DL	<DL	<DL	NA
	Replicate 1	<DL	<DL	<DL	<DL	NA
	Replicate 2	<DL	<DL	<DL	<DL	NA
51.8	Control	<DL	<DL	<DL	<DL	NA
	Replicate 1	<DL	<DL	<QL	NA	NA
	Replicate 2	<DL	<DL	<DL	<DL	NA
71.2	Control	<DL	<DL	<DL	<DL	NA
	Replicate 1	<DL	<DL	<QL	NA	NA
	Replicate 2	<DL	<DL	<DL	<DL	NA
75.2	Control	<DL	<DL	<DL	<DL	NA
	Replicate 1	<DL	<DL	<DL	<DL	NA
	Replicate 2	<DL	<DL	<DL	<DL	NA

< DL (1.07 µg/L): concentration lower than the Detection Limit

< QL (3.55 µg/L): concentration lower than the Quantification Limit

NA: Not Applicable

Definitive test #1: Additional Flask test - Test item determinations

 

Sample treatment	Test item concentration (µg/L)
	Measure 1	Measure 2	Measure 3	Mean	RSD (%)
Filtered	<DL	<DL	<DL	<DL	NA

 

 

Sample treatment	Test item concentration (µg/L)
	Measure 1	Measure 2	Measure 3	Mean	RSD (%)
Raw sample	32.1	35.0	65.3	44.1	41.7

 

 

Sample treatment	Test item concentration (µg/L)
	Measure 1	Measure 2	Measure 3	Measure 4	Measure 5	Measure 6	Mean	RSD (%)
Centrifuged	17.6	16.7	17.8	22.7	21.0	23.8	19.9	13.6

< DL (1.07 µg/L): concentration lower than the Detection Limit

< QL (3.55 µg/L): concentration lower than the Quantification Limit

NA: Not Applicable

Definitive test #2: Flask test with slow-stirring conditions – overall results

Sampling time	Flask	Sample treatment	Test item concentration (µg/L)
			Measure 1	Measure 2	Measure 3	Mean	SD	RSD (%)
24h	Control	Raw sample	<DL	<DL	ND	NA	NA	NA
	Replicate A	Raw sample	868	863	585	772	162	21
		Filtered	<QL	<DL	<DL	<QL	NA	NA
		Centrifuged	78	77	79	78	1	1.3
	Replicate B	Raw sample	1310	1424	1715	1483	209	14
		Filtered	<DL	<DL	0	NA	NA	NA
		Centrifuged	130	131	132	131	1	0.8
48h	Control	Raw sample	<DL	<DL	ND	NA	NA	NA
	Replicate A	Raw sample	687	686	662	678	14	2.1
		Filtered	<QL	<QL	<QL	<QL	NA	NA
		Centrifuged	117	113	113	114	2	1.8
	Replicate B	Raw sample	2667	2727	2600	2665	64	2.4
		Filtered	<QL	<QL	<QL	<QL	NA	NA
		Centrifuged	188	189	182	186	4	2.2
72h	Control	Raw sample	<DL	<DL	ND	NA	NA	NA
	Replicate A	Raw sample	752	712	676	713	38	5.4
		Filtered	<QL	<QL	<QL	<QL	NA	NA
		Centrifuged	78	81	81	80	1	1.8
	Replicate B	Raw sample	5177	5394	5297	5289	109	2.1
		Filtered	<QL	<QL	<QL	<QL	NA	NA
		Centrifuged	216	217	224	219	4	2

< DL (1.07 µg/L): concentration lower than the Detection Limit

< QL (3.55 µg/L): concentration lower than the Quantification Limit

ND: Not Determined

NA: Not Applicable

Definitive test #2: Flask test with slow-stirring conditions – focus on raw samples

Sampling time	Flask	Test item concentration (µg/L)
		Measure 1	Measure 2	Measure 3	Mean	SD	RSD (%)
24h	Replicate A	868	863	585	772	162	21
	Replicate B	1310	1424	1715	1483	209	14
48h	Replicate A	687	686	662	678	14	2.1
	Replicate B	2667	2727	2600	2665	64	2.4
72h	Replicate A	752	712	676	713	38	5.4
	Replicate B	5177	5394	5297	5289	109	2.1

Definitive test #2: Flask test with slow-stirring conditions – focus on filtered samples

Sampling time	Flask	Test item concentration (µg/L)
		Measure 1	Measure 2	Measure 3	Mean	SD	RSD (%)
24h	Replicate A	<QL	<DL	<DL	<QL	NA	NA
	Replicate B	<DL	<DL	0	NA	NA	NA
48h	Replicate A	<QL	<QL	<QL	<QL	NA	NA
	Replicate B	<QL	<QL	<QL	<QL	NA	NA
72h	Replicate A	<QL	<QL	<QL	<QL	NA	NA
	Replicate B	<QL	<QL	<QL	<QL	NA	NA

Definitive test #2: Flask test with slow-stirring conditions – focus on centrifuged samples

Sampling time	Flask	Test item concentration (µg/L)
		Measure 1	Measure 2	Measure 3	Mean	SD	RSD (%)
24h	Replicate A	78	77	79	78	1	1.3
	Replicate B	130	131	132	131	1	0.8
48h	Replicate A	117	113	113	114	2	1.8
	Replicate B	188	189	182	186	4	2.2
72h	Replicate A	78	81	81	80	1	1.8
	Replicate B	216	217	224	219	4	2
			Total mean		135 µg/L
			Total SD		57 µg/L
			Total RSD		42.5 %
			Min. value		78µg/L
			Max. value		219µg/L

Definitive test #2: Flask test - overall results

Sampling time	Flask	Sample treatment	Test item concentration (µg/L)
			Measure 1	Measure 2	Measure 3	Mean	SD	RSD (%)
24h	Control	Raw sample	<DL	<DL	<DL	<DL	NA	NA
	Test flask	Raw sample	3183	3404	3336	3308	113	3.4
		Filtered	<DL	<DL	<DL	<DL	NA	NA
		Centrifuged	357	362	366	362	5	1.4
48h	Control	Raw sample	<DL	<DL	<DL	<DL	NA	NA
	Test flask	Raw sample	942	1000	1002	981	34	3.5
		Filtered	<QL	<QL	<QL	<QL	NA	NA
		Centrifuged	159	147	158	155	7	4.3
72h	Control	Raw sample	<DL	<DL	<DL	<DL	NA	NA
	Test flask	Raw sample	2422	2474	2403	2433	37	1.5
		Filtered	<QL	<QL	<QL	<QL	NA	NA
		Centrifuged	236	240	240	239	2	1

< DL (1.07 µg/L): concentration lower than the Detection Limit

< QL (3.55 µg/L): concentration lower than the Quantification Limit

ND: Not Determined

NA: Not Applicable

Definitive test #2: Flask test – focus on raw samples

Sampling time	Test item concentration (µg/L)
	Measure 1	Measure 2	Measure 3	Mean	SD	RSD (%)
24h	3183	3404	3336	3308	113	3.4
48h	942	1000	1002	981	34	3.5
72h	2422	2474	2403	2433	37	1.5

 

  Definitive test #2: Flask test – focus on filtered samples

Sampling time	Test item concentration (µg/L)
	Measure 1	Measure 2	Measure 3	Mean	SD	RSD (%)
24h	<DL	<DL	<DL	<DL	NA	NA
48h	<QL	<QL	<QL	<QL	NA	NA
72h	<QL	<QL	<QL	<QL	NA	NA

 

 Definitive test #2: Flask test – focus on centrifuged samples

Sampling time	Test item concentration (µg/L)
	Measure 1	Measure 2	Measure 3	Mean	SD	RSD (%)
24h	357	362	366	362	5	1.4
48h	159	147	158	155	7	4.3
72h	236	240	240	239	2	1
		Total mean		252 µg/L
		Total SD		104 µg/L
		Total RSD		41.3 %
		Min. value		155µg/L
		Max. value		362µg/L

Conclusions:

Due to the test item behavior no clear conclusion could be issued about its water solubility. Its composition (the test item contains ethyl acetate) leads to particular physic-chemical characteristics that do not allow to conduct a reliable solubility test with standard methods (no saturation equilibrium, random solubility etc…). Nevertheless it was demonstrated that the test item concentration reach a maximal concentration in water of 362 µg/L that is closed to the active ingredient solubility of 0.34 mg/L, meaning that the presence of the solvent does not affect the active ingredient water solubility.

Executive summary:

The water solubility of the test item BLOCBUILDER DB EA50 was assessed using a protocol adapted from the flask method (OECD 105) with slow stirring conditions described in the OECD test guideline 123.

 

As results obtained were inconsistent with those expected an additional test was also conducted. This test was derived from the test flask method normally designed for soluble substances.

 

Due to the test item behavior no clear conclusion could be issued about its water solubility. Its composition leads to particular physic-chemical characteristics that do not allow to conduct a reliable solubility test with standard methods (no saturation equilibrium, random solubility etc…). Nevertheless it was demonstrated that the test item concentration reach a maximal concentration in water of 362 µg/L that is closed to the active ingredient solubility of 0.34 mg/L, meaning that the presence of the solvent does not affect the active ingredient water solubility.

 

The test was run at 19.8°C (min. 19.8°C, max. 19.9°C). Mean of pH values was 4.5.

Reference 2

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2009

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

Version / remarks:

column elution method

Deviations:

yes

Remarks:

substance coated on glass beads but mixed with water in flasks instead of column

GLP compliance:

no

Type of method:

column elution method

Specific details on test material used for the study:

Chemical name: dibenzyl trithiocarbamate
Batch number: 7HM184.5
Date of reception in the test facility: 05 August 2005
Internal identification: 0023/05
Appearance: orange liquid
Purity: 96.2%
Relative density: 1060 kg/m3

Water solubility:

ca. 0.34 mg/L

Temp.:

20 °C

pH:

7

Details on results:

The solubility calculated is the average of 2 successive measurements: 0.31 and 0.37 mg/L

Conclusions:

Interpretation of results (migrated information): slightly soluble (0.1-100 mg/L)
Water solubility of dibenzyl trithiocarbonate is measured to be circa 0.34 mg/l

Executive summary:

Water solubility of Dibenzyl Trithiocarbonate has been measured through a method based on OECD Guideline 105. Substance is coated onto glass beads, mixed with ultrapure water and shaked. Samples are analysed in parallel by 2 methods: HPLC/UV and HPLC/MS-TOF.

Based on 2 successive measurements giving 0.31 and 0.37 mg/L, the mean 0.34 mg/L is assumed to be the water solubility of DBTTC.

Description of key information

DBTTC: water solubility = 0.34 mg/L (column elution method)

DBEA50: water solubility = 0.362 mg/L (flask method)

Additional information

In the first reliable study following the OECD Guideline 105 performed on dibenzyl trithiocarbonate (DBTTC) by Gancet (2009), the water solubility = 0.34 mg/L (column elution method)

In the second reliable study following the OECD Guidelines 105 & 123 performed on dibenzyl trithiocarbonate in solution in ethyl acetate (DBEA50 ; about 50% v/v) by Chastenet (2018), the water solubility is 0.362 mg/L (flask method)

It was demonstrated that DBEA50 concentration reach a maximal concentration in water of 362 µg/L that is closed to the active ingredient solubility of 0.34 mg/L, meaning that the presence of the solvent does not affect the active ingredient water solubility.