2-hydroxy-N-((2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl)octadecanamide

Boiling point

Administrative data

Endpoint:

boiling point

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2018-10-15 to 2019-06-18

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2019

Report date:

2019

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 103 (Boiling Point)

Version / remarks:

adopted on 27 July 1995

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method A.2 (Boiling Temperature)

Version / remarks:

Council Regulation (EC) No 440/2008; May 30th 2008

GLP compliance:

no

Type of method:

other: thermogravimetry and differential scanning calorimetry

Test material

Test material information

Constituent 1

Reference substance name:

2-hydroxy-N-((2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl)octadecanamide

Cas Number:

212070-45-6

Molecular formula:

C36H73NO5

IUPAC Name:

2-hydroxy-N-((2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl)octadecanamide

Test material form:

solid: crystalline

Specific details on test material used for the study:

The physical state of the test item at 20 °C and 101.3 kPa is a white, crystalline solid. All analyses included in this report have been performed with a batch, which passed the quality control measurements without any irregularity previously. All specifications were met. A purity of 93.5 % was measured.

Results and discussion

Boiling point

Key result

Decomposition:

yes

Decomp. temp.:

> 230 °C

Remarks on result:

other: The recorded weight loss above 270.6 °C may indicate a beginning evaporation (boiling). Based on visual inspection and the DSC test, where the test item showed a significant change of the melting behaviour, a product decomposition is more likely.

Any other information on results incl. tables

Results

Capillary method

In the melting point system the test item started to become liquid at 128 °C and appeared as a

clear colourless liquid at 149 °C. Starting at a temperature of 250 °C the colour of the specimen

changed from white to dark yellow.

DSC/TGA

As preliminary test a DSC and a TGA run were performed.

Evaluation

In the TGA test, a sample of the test item was heated from 30 °C to 600 °C in an inert gas

atmosphere (N2). The main drop was detected beginning at 270.6 °C (onset). Up to 467 °C a total

weight loss of 99.75 % was recorded.

Within the first heating period of the preliminary DSC test, three endothermic signals were

recorded over a temperature range of approximately 62 °C … 154 °C without a significant weight

loss (0.1 %) presumably representing melting or transition processes from various crystal forms

which corresponds to the visual observation where a clear liquid was observed at 149 °C.

Starting at 216.2 °C (estimated onset) a broad endothermic signal was recorded up to 467 °C

matching the temperature range of the total weight loss record (99.75 %). The endothermic

provided two maxima 246.4 °C and 312.1 °C

Applicant's summary and conclusion

Conclusions:

Ceramide VI does not provide a boiling point until disintegration at about 230°C.

Executive summary:

The boiling point of Ceramide VI was determined according to OECD Guideline 103 (27 July 1995) and EU Method A.2 (30 May 2008) using differential scanning calorimetry, thermogravimetry, NMR analysis and visual inspection. In the TGA test, a sample of the test item was heated from 30 °C to 600 °C in an inert gas atmosphere (N2). Starting at 270 °C a constantly increasing weight loss was recorded. Until 467 °C

the sample lost 99.75 % of its weight. The recorded weight loss above 270.6 °C (estimated onset on TGA) and the corresponding endothermic signal may indicate a beginning evaporation (boiling), however, with respect to the visual observation (colour change of the specimen from white to dark yellow at 250 °C) a decomposition of the test item appears to be more likely. In order to provide evidence for this assumption, a degradation test was performed during which an aliquot of the sample was heated to 230°C (40 °C below the assumed boiling point) for 15 minutes and the remaining residue (98.4 % of the original material) was characterised by NMR spectroscopy. The NMR analysis confirms the beginning decomposition of the product.

Conclusion: no boiling point detected; decomposition above 230 °C (1010 hPa).