Ethyl 4-oxopiperidine-1-carboxylate

Melting point / freezing point

Administrative data

Endpoint:

melting point/freezing point

Type of information:

experimental study

Adequacy of study:

key study

Study period:

04 September 2016 - 22 December 2016

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2017

Report date:

2017

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 102 (Melting point / Melting Range)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method A.1 (Melting / Freezing Temperature)

Deviations:

no

Test guideline 3

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7200 (Melting Point / Melting Range)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

differential scanning calorimetry

Test material

Test material information

Constituent 1

Reference substance name:

Ethyl 4-oxopiperidine-1-carboxylate

EC Number:

249-984-5

EC Name:

Ethyl 4-oxopiperidine-1-carboxylate

Cas Number:

29976-53-2

Molecular formula:

C8H13NO3

IUPAC Name:

ethyl 4-oxopiperidine-1-carboxylate

Test material form:

liquid

Details on test material:

- Name of test material (as cited in study reports): JNJ-126971-AAA (T000509)
- Physical state: liquid
- Appearance: clear colourless to light yellow liquid

Specific details on test material used for the study:

- Batch n°: M15HB3826
- Expiration date: 13 January 2017
- Analytical purity: 98.5% (based on GC purity)
- Storage condition of test material: At room temperature

Results and discussion

Melting / freezing point

Key result

Melting / freezing pt.:

2.5 °C

Atm. press.:

ca. 1 022 hPa

Any other information on results incl. tables

Preliminary test

From the TGA curve it could be derived that the weight of the sample decreased significantly at 220°C. At 273°C the sample weight has decreased by 25%. After the experiment, a yellow spread out residue remained in the sample container (original colour: light yellow).

Main tests

In experiment 1, during cooling no effect was observed due to crystallisation of the test item. During heating a glass transition of the test substance was observed between -90°C and

-75°C. The inflection point of the peak could not be determined since it was observed within 2 minutes from the start of the heating.

An exothermic followed by an endothermic effect was observed between -50°C and 25°C. The effect was most likely due to recrystallization followed by melting. The extrapolated onset temperature of the melting peak was 2.459°C. From 150°C on, an endothermic effect was observed. The effect was most likely obtained due to boiling of the test item. After the experiment, a yellow spread out residue remained in the sample container.

To further investigate the inflection point, of the glass transition and investigate the endothermic peak a lower cooling rate of 1°C/minute and a higher end temperature were applied in Experiment 2. During cooling an exothermic peak was observed between -20°C and -60°C. The effect was most likely due to crystallization of the test item. During heating glass transition of the test item was observed between -90°C and -75°C. The inflection point of the peak was -78.822°C. A broad exothermic and a sharp endothermic signal were observed between -50°C and 25°C. The exothermic signal derived most probably from recrystallization, the endothermic signal from melting. The extrapolated onset temperature of the melting peak was 2.451°C.

Experiment 4 was performed with a similar temperature program as Experiment 2. Similar results as with Experiment 2 were obtained. The inflection point of the glass transition was -79.168°C. The extrapolated onset of the melting peak was 2.523°C and the onset of the boiling peak was 274.228°C. After the experiment, a yellow spread out residue remained in the sample container.

Experiments 3 and 5 were performed to investigate the boiling point and are explained in the next section.

The glass transition temperature was determined as the average glass transition temperature obtained from experiment 2 (-78.822°C) and experiment 4 (-79.168°C).

The melting temperature was determined as the average melting temperature obtained from experiment 1 (2.459°C), experiment 2 (2.451°C) and experiment 4 (2.523°C).

Applicant's summary and conclusion

Conclusions:

The melting temperature of JNJ-126971-AAA (T000509) was determined at 2.5°C (275.6K) by using DSC.