Reaction mass of 2-[7-isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-yl]-1,3-dioxolane and 2-[8-isopropyl-6-methylbicyclo[2.2.2]oct-5-en-2-yl]-1,3-dioxolane

Melting point / freezing point

Administrative data

Endpoint:

melting point/freezing point

Type of information:

experimental study

Adequacy of study:

key study

Study period:

June 6, 2014 - September 3, 2014

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: The study was performed in accordance with the EC A.1 and OECD 102 guidelines and complied with the principles of GLP.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2014

Report date:

2014

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

EU Method A.1 (Melting / Freezing Temperature)

Version / remarks:

(2008)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

OECD Guideline 102 (Melting point / Melting Range)

Version / remarks:

(1995)

Deviations:

no

Test guideline 3

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7200 (Melting Point / Melting Range)

Version / remarks:

(1998)

Deviations:

no

GLP compliance:

yes

Type of method:

thermal analysis

Remarks:

(differential scanning calorimetry)

Test material

Test material information

Constituent 1

Reference substance name:

Reaction mass of 2-[7-isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-yl]-1,3-dioxolane and 2-[8-isopropyl-6-methylbicyclo[2.2.2]oct-5-en-2-yl]-1,3-dioxolane

EC Number:

916-737-4

Molecular formula:

Reaction mass of 2-[7-isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-yl]-1,3-dioxolane and 2-[8-isopropyl-6-methylbicyclo[2.2.2]oct-5-en-2-yl]-1,3-dioxolane

IUPAC Name:

Reaction mass of 2-[7-isopropyl-5-methylbicyclo[2.2.2]oct-5-en-2-yl]-1,3-dioxolane and 2-[8-isopropyl-6-methylbicyclo[2.2.2]oct-5-en-2-yl]-1,3-dioxolane

Test material form:

other: Liquid

Details on test material:

Please note that although the substance is stated as the mono-constituent substance 2-(6-methyl-8-(-1-methylethyl)bicyclo(2.2.2)oct-5-en-2(3)-yl-1,3-dioxolane in the report, analytical data on the same batch shows that the test substance is in fact the multi-constituent substance Reaction mass of 2-(7-isopropyl-5(6)-methylbicyclo[2.2.2]oct-5-en-2-yl)-1,3-dioxolane and 2-(8-isopropyl-5(6)-methylbicyclo[2.2.2]oct-5-en-2-yl)-1,3-dioxolane.

Results and discussion

Melting / freezing point

Melting / freezing pt.:

-59 °C

Atm. press.:

>= 1 016 - <= 1 018 hPa

Remarks on result:

other: Instead of melting a glass transition point was measured. Glass tansition pt.: 214 K

Any other information on results incl. tables

PRELIMINARY TEST WITH TGA

From 225°C upwards the weight of the sample decreased significantly. At 281°C, the sample weight had decreased by 25%. After the experiment it was observed that the test substance was evaporated from the sample container.

 

DSC EXPERIMENTS

- Experiment 1: During cooling no clear effects were observed which were due to crystallization of the test substance. During heating a glass transition was observed between -75°C and -25°C. The inflection point of the glass transition was -59.43°C. An endothermic peak between 225°C and 325°C was observed. The extrapolated onset temperature of the peak was 288.52°C. The effect was most likely obtained due to evaporation of the test substance. After the experiment it was observed that the test substance was evaporated from the sample container.

- Experiment 2: To investigate the evaporation peak a closed sample container was applied in Experiment 2. The extrapolated onset temperature of the evaporation peak was 350.48°C. The endothermic peak shifted to higher temperatures. It demonstrated that evaporation of the test substance was the reason for the endothermic effect. After the experiment it was observed that the test substance was evaporated from the sample container.

- Experiment 3: Similar results as with Experiment 1 were obtained. The inflection point of the glass transition was -59.44°C. The extrapolated onset of the evaporation peak was 288.46°C. After the experiment it was observed that the test substance was evaporated from the sample container.

The melting temperature (glass transition) was determined as the average melting temperature obtained from experiment 1 (-59.43°C) and experiment 3 (-59.44°C).

VISUAL OBSERVATION

After 20.25 hours at -22.0 ± 0.2°C the sample was a viscous liquid. After 20.25 hours at -81.4 ± 1.8°C the sample was a solid. Based on this, it was concluded that the melting temperature of the test substance is between -81°C and -22°C.

TGA/DSC curves: see attached document.

Applicant's summary and conclusion

Conclusions:

The melting temperature (glass transition) of the substance has been determined to be -59°C using differential scanning calorimetry (GLP-compliant study in accordance with EC A.1, OECD 102 and EPA OPPTS 830.7200).