Phosphorous acid, tri-C12-14-alkyl esters

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2012

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: The study is a preliminary internal testing conducted for the water solubility study.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2012

Report date:

2012

Materials and methods

Test guideline

Qualifier:

no guideline followed

Principles of method if other than guideline:

The principle of the method is a preliminary testing to determine the stability of the substance in neutral water.

GLP compliance:

no

Remarks:

The study has been conducted to determine the duration of stability of the substance in neutral water for the water solubility study

Test material

Test material information

Constituent 1

Reference substance name:

Phosphorous acid, tri-C12-14-alkyl esters

EC Number:

297-701-9

EC Name:

Phosphorous acid, tri-C12-14-alkyl esters

Cas Number:

93686-48-7

Molecular formula:

C36H75O3P C38H7903P C40H83O3P C42H87O3P

IUPAC Name:

Phosphorous acid, tri-C12-14-alkyl esters

Test material form:

other: liquid

Details on test material:

Name : Phosphorous acid, triC12-C14-alkyl esters
Batch 81380x062

Specific details on test material used for the study:

Details on properties of test surrogate or analogue material :
no further details

Radiolabelling:

not specified

Study design

Analytical monitoring:

no

Duration of test

Duration:

72 h

Temp.:

30 °C

Initial conc. measured:

ca. 10 other: mg/ml

Number of replicates:

3 flasks have been prepared for the repeatability of the study.
Each of the 3 solutions is analyzed by chromatography at 0h, 1h, 4h, 8h, 16h, 24h, 48h and 72h .

Positive controls:

not specified

Negative controls:

not specified

Results and discussion

Preliminary study:

A visual observation of the sample over time indicates that the substance decomposes quite rapidly in water, after 24h. Analytical measurements indicate that the substance is stable for a duration of 24h (100% recovery at 24h) but starts to degrade after 24h. Then, the clear and transparent solution becomes cloudy indicating the degradation of the substance. At 48h, 10.7 % of the substance is recovered and at 72h only 8.5 % remain in the solution.

Transformation products:

yes

Identity of transformation products

Identity of transformation products 1

No.:

#1

Reference

Reference substance name:

Unnamed

IUPAC name:

dodecan-1-ol

Inventory number:

InventoryMultipleMappingImpl [inventoryEntryValue=EC 203-982-0]

CAS number:

112-53-8

Identity:

1-Dodecanol

Identity:

dodecan-1-ol

Identity:

lauryl alcohol

Molecular formula:

C12H26O

Molecular weight:

186.334

SMILES notation:

CCCCCCCCCCCCO

InChl:

InChI=1/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3

Identity of transformation products 2

No.:

#2

Reference

Reference substance name:

Unnamed

IUPAC name:

tetradecanol

Identity of transformation products 3

No.:

#3

Reference

Reference substance name:

Unnamed

IUPAC name:

phosphorous acid

Inventory number:

InventoryMultipleMappingImpl [inventoryEntryValue=EC 233-663-1]

CAS number:

10294-56-1

Details on hydrolysis and appearance of transformation product(s):

After 24 hours of dissolution in water, the clear and transparent solutions become cloudy. When the solution is injected in the chromatography analyzer, a degradation of the substance is observed.
This observation highlights the unstability of the substance in water between 24h and 48h.

Total recovery of test substance (in %)

Total recovery of test substance (in %) 1

% Recovery:

ca. 100

pH:

5.6

Temp.:

30 °C

Duration:

ca. 24 h

Total recovery of test substance (in %) 2

% Recovery:

ca. 10.7

pH:

4.7

Temp.:

30 °C

Duration:

ca. 48 h

Total recovery of test substance (in %) 3

% Recovery:

ca. 8.5

pH:

4.8

Temp.:

30 °C

Duration:

ca. 72 h

Dissipation DT50 of parent compound

Type:

not specified

Remarks on result:

not determinable because of methodological limitations

Details on results:

The degradation of the substance is observed after 24h and drop from 100% at 24h to 10.5% at 48h.
According to the chemical reaction, the major degradation products are expected to be phosphorous acid, dodecan-1-ol and tetradecanol

Any other information on results incl. tables

3 flasks have been prepared to study the substance stability in water (concentration : 100 mg/10 ml of water) according to the methodology described above.The results are presented below :

 

Stirring Time	Sample (g)	Recovery (%)	Observation
0h	0,1068	100	2 distinct phases pH = 8
0h	0,1101
1h	0,1010	103	The solution is clear with droplets at the surface
1h	0,1002
1h	0,0967
4h	0,1132	101
4h	0,1103
4h	0,1083
8h	0,1067	101
8h	0,1059
16h	0,1069	102
16h	0,1018
16h	0,0997
24h	0,1035	100	pH = 5.6
24h	0,1049
24h	0,1033
48h	0,1103	10.7	Clouded solution pH = 4.7
48h	0,0967
48h	0,1020
72h	0,1112	8.5	Clouded solution pH = 4.8
72h	0,1112
72h	0,1052

 

The substance is stable during 24h in water at a concentration of 100mg/100ml, under continous stirring.

After 24 hours, the substance degrades significantly and the solution becomes clouded.

The chemical reaction occuring is the degradation of phosphorous acid, tri-C12-C14 alkyl esters and probably the formation of the following degradation products: phosphorous acid, dodecan-1-ol and tetradecanol.

Applicant's summary and conclusion

Validity criteria fulfilled:

not applicable

Conclusions:

The stability study indicates that the substance remains stable in water during 24 hours a concentration of 100mg/100ml, but degrades significantly between 24h and 48h.
According to the chemical reaction, it is expected that the degradation leads to the formation of the following degradation products : phosphorous acid, dodecan-1-ol and tetradecanol.