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EC number: - | CAS number: -
- Life Cycle description
- Uses advised against
- Endpoint summary
- Appearance / physical state / colour
- Melting point / freezing point
- Boiling point
- Density
- Particle size distribution (Granulometry)
- Vapour pressure
- Partition coefficient
- Water solubility
- Solubility in organic solvents / fat solubility
- Surface tension
- Flash point
- Auto flammability
- Flammability
- Explosiveness
- Oxidising properties
- Oxidation reduction potential
- Stability in organic solvents and identity of relevant degradation products
- Storage stability and reactivity towards container material
- Stability: thermal, sunlight, metals
- pH
- Dissociation constant
- Viscosity
- Additional physico-chemical information
- Additional physico-chemical properties of nanomaterials
- Nanomaterial agglomeration / aggregation
- Nanomaterial crystalline phase
- Nanomaterial crystallite and grain size
- Nanomaterial aspect ratio / shape
- Nanomaterial specific surface area
- Nanomaterial Zeta potential
- Nanomaterial surface chemistry
- Nanomaterial dustiness
- Nanomaterial porosity
- Nanomaterial pour density
- Nanomaterial photocatalytic activity
- Nanomaterial radical formation potential
- Nanomaterial catalytic activity
- Endpoint summary
- Stability
- Biodegradation
- Bioaccumulation
- Transport and distribution
- Environmental data
- Additional information on environmental fate and behaviour
- Ecotoxicological Summary
- Aquatic toxicity
- Endpoint summary
- Short-term toxicity to fish
- Long-term toxicity to fish
- Short-term toxicity to aquatic invertebrates
- Long-term toxicity to aquatic invertebrates
- Toxicity to aquatic algae and cyanobacteria
- Toxicity to aquatic plants other than algae
- Toxicity to microorganisms
- Endocrine disrupter testing in aquatic vertebrates – in vivo
- Toxicity to other aquatic organisms
- Sediment toxicity
- Terrestrial toxicity
- Biological effects monitoring
- Biotransformation and kinetics
- Additional ecotoxological information
- Toxicological Summary
- Toxicokinetics, metabolism and distribution
- Acute Toxicity
- Irritation / corrosion
- Sensitisation
- Repeated dose toxicity
- Genetic toxicity
- Carcinogenicity
- Toxicity to reproduction
- Specific investigations
- Exposure related observations in humans
- Toxic effects on livestock and pets
- Additional toxicological data
Hydrolysis
Administrative data
- Endpoint:
- hydrolysis
- Type of information:
- experimental study
- Adequacy of study:
- supporting study
- Study period:
- 2020
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- study well documented, meets generally accepted scientific principles, acceptable for assessment
Data source
Reference
- Reference Type:
- other: report
- Title:
- Unnamed
- Year:
- 2 020
Materials and methods
Test guideline
- Qualifier:
- no guideline followed
- Principles of method if other than guideline:
- Because of the low solubility in water, direct solution hydrolysis with water as solvent is not possible.
Hydrolysis was studies using two different solvents (THF and dioxane) and three different buffers (pH 4.2, 7 and 9). A series of hydrolyses with a biphasic system (chloroform + buffer, stirring) was also performed. - GLP compliance:
- no
Test material
- Reference substance name:
- bis(2,2,6,6-tetramethyl-1-(1,3-benzothiazol-2-ylsulfanyl)piperidin-4-yl)carbonate
- Cas Number:
- 2311845-49-3
- Molecular formula:
- C33H42N4O3S4
- IUPAC Name:
- bis(2,2,6,6-tetramethyl-1-(1,3-benzothiazol-2-ylsulfanyl)piperidin-4-yl)carbonate
Constituent 1
Study design
Duration of testopen allclose all
- Duration:
- 5 d
- pH:
- 9
- Temp.:
- 50 °C
- Remarks:
- What the effective pH in an organic solvent will be is not easily measured, it is a project in it's own right.
- Duration:
- 5 d
- pH:
- 7
- Temp.:
- 50 °C
- Remarks:
- What the effective pH in an organic solvent will be is not easily measured, it is a project in it's own right.
- Duration:
- 5 d
- pH:
- 4.2
- Temp.:
- 50 °C
- Remarks:
- What the effective pH in an organic solvent will be is not easily measured, it is a project in it's own right.
Results and discussion
- Transformation products:
- yes
Any other information on results incl. tables
Sample Abbreviation: Btz-S-Ntmp-O-CO-O-Ntmp-S-Btz
Referenz sample:
The main peak at 17 min consits of the sample. The peak at 8.5 min is interpreted as Btz-S-Ntmp-O-CO-O-Ntmp-H (note: compounds do not ionize equally well in the MS source, so peak size should not immediately be taken as a measure of concentration).
Sample in THF with 5 % buffer at pH 4.2:
The most severely decomposed sample consists mainly of the disulfide, Btz-S-S-Btz at 10 min and some Btz-S-Ntmp-O-CO-O-tmpN-H at 8.5 min. Almost all starting material at 16 min is gone.
Sample in THF with 5 % buffer at pH 7:
Sample shows less reaction, a significant amount of starting material is left (16 min). Here the predominant product is Btz-S-Ntmp-O-CO-O-tmpN-H at 8.5 min, with some Btz-S-S-Btz at 10 min also present.
Sample in THF with 5 % buffer at pH 9:
Sample shows less reaction, the product is Btz-S-Ntmp-O-CO-O-tmpN-H (8.5 min) with most of the starting material still present at 16 min.
Sample in dioxane with 5 % buffer at pH 7 & 9:
Shows a somewhat opposite behavior, with more reactivity in pH 9 than at pH 7. The product is Btz-S-Ntmp-O-CO-O-tmpN-H at 8.5 min. Rest is starting material at 16 min.
Sample in dioxane with 5 % buffer at pH 4.2:
Was not run due to solubiliy problems.
Overall:
what seems to happen in an environment with 5 % water present at 50 °C is predominantly cleavage of the S-N bond forthe sample, although the cleavage is not neccessarily homolytic. No carbonate bond cleavage was seen.
NMR runs:
NMR is not that informative in this case, as this is a reaction mixture, with quite severe congestion in the higher field range and overlapping solvent peaks. Also, the high number of heteroatoms makes long range correltation hard to find.
Nevertheless the aromatic range is rather clear, and some samples were run. Note that these samples differ from the LCMS samples in that the NMR samples were rotary evaporated at 60 °C.
If characteristic aromatic peaks from the preceding spectra (reactions in THF) are integrated, and the proportions of different benzothiazol containing compunds are calculated, the following table is obtained:
pH | Starting material [%] | Unknown compound [%] | Disulfide [%] |
4.2 | 8 | 48 | 44 |
7 | 84 | 10 | 6 |
9 | 63 | 19 | 18 |
Applicant's summary and conclusion
- Conclusions:
- Overall, what seems to happen in an environment with 5 % water dissolved in organic solvent at 50 °C under argon is predominantly cleavage of the S-N bond, although the cleavage is not necessarily homolytic. No carbonate bond cleavage was seen.
- Executive summary:
The hydrolysis of the sample was studied in-house with liquid chromatography and NMR-spectroscopy. Becausee of the low solubility in water direct solution hydrolysis with water as solvent is not possible, however, there also needs to be a salt-based buffer present. A compromise solvent mixture was used with 95 vol-% organic solvent and 5 % 10 mM sodium phosphate buffer at pH 4.2, 7 and 9.
The hydrolysis reactions were run under argon at 50 °C for five days.
Overall, what seems to happen in an environment with 5 % water dissolved in organic solvent at 50 °C under argon is predominantly cleavage of the S-N bond, although the cleavage is not necessarily homolytic. No carbonate bond cleavage was seen:
Btz-S-Ntmp-O-CO-O-Ntmp-S-Btz reacts under the above conditions mainly to Btz-S-Ntmp-O-CO-O-Ntpm-H.
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