Reaction mass of (((1,3-phenylenebis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) and (1,3-phenylenebis(oxy))bis(propane-3,1-diyl) bis(2-methylacrylate) and 3-(3-(2-(2-(methacryloyloxy)ethoxy)ethoxy)phenoxy)propyl methacrylaterate

Water solubility

Administrative data

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

July 08, 2019 to July 16, 2019

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

guideline study with acceptable restrictions

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2019

Report date:

2019

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7840 (Water Solubility)

Deviations:

no

GLP compliance:

no

Other quality assurance:

ISO/IEC 17025 (General requirements for the competence of testing and calibration laboratories)

Type of method:

flask method

Test material

Test material information

Constituent 1

Reference substance name:

Reaction mass of (((1,3-phenylenebis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) and (1,3-phenylenebis(oxy))bis(propane-3,1-diyl) bis(2-methylacrylate) and 3-(3-(2-(2-(methacryloyloxy)ethoxy)ethoxy)phenoxy)propyl methacrylaterate

EC Number:

944-271-1

Cas Number:

2305048-54-6

Molecular formula:

not applicable for multi-constituent.

IUPAC Name:

Reaction mass of (((1,3-phenylenebis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) and (1,3-phenylenebis(oxy))bis(propane-3,1-diyl) bis(2-methylacrylate) and 3-(3-(2-(2-(methacryloyloxy)ethoxy)ethoxy)phenoxy)propyl methacrylaterate

Specific details on test material used for the study:

- Expiration date of the lot/batch: Feburary 1, 2020

Results and discussion

Water solubility

Water solubility 1

Key result

Water solubility:

0.183 mg/L

Conc. based on:

other: For component DiBrOE2MA

Loading of aqueous phase:

6 013 mg/L

Incubation duration:

>= 2 - <= 4 d

Temp.:

22.2 °C

pH:

7

Remarks on result:

other: RSD = 29%

Water solubility 2

Key result

Water solubility:

0.042 mg/L

Conc. based on:

other: For DiBrORMA

Loading of aqueous phase:

4 307 mg/L

Incubation duration:

>= 2 - <= 4 d

Temp.:

22.2 °C

pH:

7

Remarks on result:

other: RSD = 47%

Water solubility 3

Key result

Water solubility:

0.292 mg/L

Conc. based on:

other: For DiBrE4RMA

Loading of aqueous phase:

2 027 mg/L

Incubation duration:

>= 2 - <= 4 d

Temp.:

22.2 °C

pH:

7

Remarks on result:

other:

Remarks:

RSD = 12%

Details on results:

MTDID 49922 is a liquid mixture at room temperature. The water solubility was determined for DiBrOE2RMA, DiBrORMA, and DiBrE4RMA over a period of 4 days (Time point 1, 2,3, and 4). The results of day 1 were not reported.

For DiBrOE2RMA, the average measured water solubilities are 0.219 mg/L (RSD% = 26%), 0.129 mg/L (RSD% = 25%) and 0.207 mg/L (RSD = 37%) for Time Points 2, 3, and 4, respectively. For DiBrORMA, the average measured water solubilities are 0.0558 mg/L (RSD% = 50%), 0.0193 mg/L (RSD% = 82%) and 0.0514 mg/L (RSD = 93%) for Time Points 2, 3, and 4, respectively. For DiBrE4RMA, the average measured water solubilities are 0.318 mg/L (RSD% = 6.5%), 0.254 mg/L (RSD% = 2.3%) and 0.305 mg/L (RSD = 8.7%) for Time Points 2, 3, and 4, respectively.

The inter-day average measured water solubility of the DiBrOE2RMA is 0.183 mg/L (RSD=29%, n=27), the average water solubility of the DiBrORMA is 0.0422 mg/L (RSD=47%, n=27), and the average water solubility of the DiBrE4RMA is 0.292 mg/L (RSD=12%, n=27) at 22.2°C.

The study discussed that the high RSDs of DiBrOE2MA and DiBrORMA may be due to the MTDID 49922 minor components (mass ratio < 10%), undissolved materials, and low water solubilities. An effort was taken to separate undissolved DiBrOE2MA, DiBrORMA and DiBrE4RMA from water by centrifugation. The maximum centrifugation speed capability of 14000 RPM was used to separate them from the solution for 90 minutes. Several RSDs of OE2MA and ORMA were still > 15%. No further step was taken.

Any other information on results incl. tables

*Table 1. Water solubility results of MTDID 49922 components

		Solubility Conc. (mg/L)^*	Solubility Conc. (mg/L)^*	Solubility Conc. (mg/L)^*	Solubility Conc. (mg/L)
Components	Sample	Time Point 2 (2 Day)	Time Point 3 (3 Days)	Time Point 4 (4 Days)	Inter-day
DiBrOE2MA	1	0.181 (8.0)	0.0971 (1.9)	0.174 (6.3)
	2	0.284 (19)^**	0.114 (2.3)	0.154 (3.6)
	3	0.193 (25)^**	0.157 (17)^**	0.294 (32)^**
	Intra-day Avg	0.219	0.123	0.207
	Intra-day RSD	26^**	25^**	37^**
Inter-day Avg					0.183
Inter-day RSD					29^**
DiBrORMA	1	0.0343 (26)^**	0.00721 (8.8)	0.0303 (30)^**
	2	0.0871 (42)^**	0.0134 (19)^**	0.0176 (17)^**
	3	0.0461 (81)^**	0.0372 (36)^**	0.106 (64)^**
	Intra-day Avg	0.0558	0.0193	0.0514
	Intra-day RSD	50^**	82^**	93^**
Inter-day Avg					0.0422
Inter-day RSD					47^**
DiBrE4RMA	1	0.309 (2.6)	0.247 (1.2)	0.294 (1.0)
	2	0.341 (6.0)	0.258 (0.59)	0.285 (0.73)
	3	0.302 (4.3)	0.256 (9.4)	0.335 (9.6)
	Intra-day Avg	0.318	0.254	0.305
	Intra-day RSD	6.5	2.3	8.7
Inter-day Avg					0.292
Inter-day RSD					12

*Average concentration of triplicate aliquots, values in parenthesis are %RSD of the triplicate aliquots

** RSD was > 15% and outside of acceptance criteria, but value reported.

Applicant's summary and conclusion

Conclusions:

MTDID 49922 is a liquid mixture at room temperature. Three primary components of MTDID 49922 were measured for water solubility. Under the conditions of this study, the average measured water solubility of the DiBrOE2RMA was 0.183 mg/L (RSD=29%), the average water solubility of the DiBrORMA was 0.0422 mg/L (RSD=47%), and the average water solubility of the DiBrE4RMA was 0.292 mg/L (RSD=12%) at 22.2°C.

Executive summary:

The water solubility of MTDID 49922 was determined at ambient temperature using OPPTS 830.7840 “Water Solubility: Column Elution Method; Shake Flask Method”.

Triplicate test vials were prepared for each of the 4 time points (1, 2, 3, and 4 incubation days). The MTDID 49922 test substance was added to test vessel and 1.5 mL Milli-Q™ water was added. The test vessels were wrapped with aluminum foil and then incubated in a shaker at 30°C ±1°C and at a setting of 100 revolutions per minute (RPM). At the end of each time point, vials were removed from the shaker and allowed to equilibrate at ambient temperature (22.2 ± 0.6 °C) over 24 hours. After equilibration, the samples were centrifuged at a setting of 14000 RPM for 90 minutes. triplicate aliquots of each sample were removed from the aqueous phase and diluted 4-fold with methanol. All samples were analyzed using liquid chromatography/mass spectrometry (LC/MS).

MTDID 49922 is a liquid mixture at room temperature. The water solubility was determined for DiBrOE2RMA, DiBrORMA, and DiBrE4RMA over a period of 4 days. The results of day 1 were not reported. Under the conditions of this study, the average measured water solubility of the DiBrOE2RMA was 0.183 mg/L (RSD=29%), the average water solubility of the DiBrORMA was 0.0422 mg/L (RSD=47%), and the average water solubility of the DiBrE4RMA was 0.292 mg/L (RSD=12%) at 22.2°C. The high RSDs of DiBrOE2MA and DiBrORMA may be from the MTDID 49922 minor components (mass ratio < 10%) or undissolved materials.

This is a guideline study but conducted under GLP. OPPTS 830.7840 is recommended for the water solubility determination of pure substances. Since MTDID 49922 is a mixture, it is not known what effect, if any, the different components will have on each individual component measured water solubility. Additionally, there are high RSDs and estimated measurement uncertainties for DiBrOE2MA and DiBrORMA. Therefore, it is considered reliable with restriction and a key study.