1-methoxy-4-[3-methyl-4-(2-phenylethoxy)but-3-en-1-yl]benzene

Boiling point

Link to relevant study record(s)

Reference

Endpoint:

boiling point

Type of information:

experimental study

Adequacy of study:

key study

Study period:

04-02-2021 to 26-03-2021

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Remarks:

Guideline study performed under GLP. All relevant validity criteria were met.

Reason / purpose for cross-reference:

reference to same study

Qualifier:

according to guideline

Guideline:

OECD Guideline 103 (Boiling Point)

Deviations:

no

Qualifier:

according to guideline

Guideline:

EU Method A.2 (Boiling Temperature)

Deviations:

no

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7220 (Boiling Point / Boiling Range)

Deviations:

no

GLP compliance:

yes

Type of method:

differential scanning calorimetry

Key result

Boiling pt.:

> 150 °C

Atm. press.:

ca. 1 atm

Decomposition:

yes

Decomp. temp.:

>= 150 °C

Remarks on result:

other: (n=5) DSC runs ; measurement under flow of nitrogen ; atmospheric pressure was 1 atm (ca. 1011 - 1023 hPa) ; Boiling of the test item was not observed below the temperature at which reaction and/or decomposition started.

(i) Preliminary study

Starting at 300°C, the weight of the sample decreased significantly. At 354°C, the sample weight had decreased by 25%. After the experiment it was observed that the test item was evaporated from the sample container.

 

(ii) Main study

- Experiment 1: During cooling, a glass transition between -60°C and -90°C was found. The effect was obtained due to crystallization of the test item. During heating a glass transition was observed between -90°C and -50°C followed by an endothermic effect starting at 200°C. The inflection temperature of the first effect was -66.873°C. The second endothermic effect was most likely obtained due to boiling of the test item. Since the boiling effect did not appear complete no onset temperature was calculated. After the experiment it was observed that the test item had evaporated from the sample container. The first endothermic effect (-66.873°C) was obtained due to melting of the test item.

- Experiment 2: Was conducted as a duplicate of experiment 1, to examine the glass transition and/or the extrapolated onset of the melting temperature peak. In order to investigate the endothermic effect, more test item (3.35 mg) was utilized (rather than 2.56 mg, experiment 1). Similar results as in experiment 1 were obtained. The first inflection temperature was -66.602°C. The first endothermic effect (-66.602°C) was obtained due to melting of the test item. Again, later in the run the second endothermic effect was most likely obtained due to boiling of the test item but did not look complete. After the experiment it was observed that the test item had evaporated from the sample container.

- Experiment 3: Was conducted to further examine the boiling temperature of the test item, no cooling cycle was completed. More test item (4.38 mg) was utilized. Similar results as in experiment 1 and 2 were obtained (an endothermic effect starting at ca. 200°C). The endothermic effect did not appear to be complete. After the experiment it was observed that the test item had evaporated from the sample container.

- Experiment 4: Was conducted to further examine the boiling temperature of the test item. More test item (3.28 mg) was utilized, comparable to experiment 2. A higher heating rate of +50°C/minute was utilized. An exothermic peak was observed between 150°C and 250°C and an endothermic effect starting at 250°C directly followed by an exothermic peak. Based on these results decomposition reactions were considered the reason for these observed effects. After the experiment it was observed that the test item had evaporated from the sample container and the lid was ripped open.

- Experiment 5: Was conducted to further examine the boiling temperature of the test item utilizing a closed DSC crucible and a heating rate of +20°C/minute (comparable to experiments 1, 2 and 3). The test item mass was 3.47 mg, comparable to experiment 1 and 2. The endothermic effect did not shift significantly to higher temperatures. It demonstrated that reaction and/or decomposition of the test item caused the endothermic effect. After the experiment it was observed that the test item had evaporated from the sample container and the lid was ripped open.

 

The melting temperature was determined as the mean melting temperature of Experiment 1 (-66.873°C) and Experiment 2 (-66.602°C). Mean (n=2) : -66.7°C.

The boiling temperature could not be determined. Reaction and/or decomposition of the test item was observed during DSC experiment between +150°C and +200°C (423K – 473K) and at +250°C (523K). Boiling of the test item was not observed below the temperature at which reaction and/or decomposition started (i.e. ca. +150°C or 423.15). Under the conditions of this study, the test item has no determinable boiling temperature below its decomposition temperature (ca. +150°C or 423.15), at atmospheric pressure.

Conclusions:

Reaction and/or decomposition of the test item were observed ≥ 150°C (≥ 423.15 K). Boiling of the test item was not observed below 150°C. The test item boiling point is > 150°C at 1 atmosphere pressure.

Executive summary:

The boiling temperature was examined using OECD TG 103 and EU Method A.2. with the Differential Scanning Calorimetry method under GLP. The guideline defines the standard boiling temperature as the temperature at which the vapour pressure of a liquid is the same as the standard pressure (i.e. 1013.25 hPa). The boiling temperature of the test item were determined as the mean boiling temperature obtained from at least two experiments, Experiment 3 (289.235°C) and Experiment 5 (289.277°C). The mean boiling point was 289.3 °C (or 562.4 K) at 1024 ± 5 hPa atmospheric pressure.

Description of key information

Bp: decomposition occurs ≥ 150°C (or ≥ 423.15 K) at 1 atm pressure, the boiling point > 150°C at 1 atm pressure under nitrogen stream, OECD TG 103 : DSC method, 2021

Supporting information: in a conducted ASTM D7094 : Flash Point determination: decomposition was seen to occur in air ≥ 135°C at 1 atm pressure. Which can be considered oxidation/decomposition in air, ASTM D7094, 2021

Conclusion: decomposition can occur ≥ 135°C in air at 1 atm and/or substance has expected boiling point is > 150°C at 1 atm

Additional information

Key study : OECD TG 103, 2021 : The boiling temperature was examined using OECD TG 103 and EU Method A.2. with the Differential Scanning Calorimetry method under GLP. Reaction and/or decomposition of the test item was observed during DSC experiments at temperatures ≥ 150°C (or ≥ 423.45 K) at 1 atmosphere pressure under a stream of nitrogen. Boiling of the test item was not observed below the temperature at which reaction and/or decomposition started. The boiling temperature of the substance has been determined to be > 150°C at 1 atmosphere pressure.

 

A study has been conducted to OECD TG 103 and EU Method A.2 – DSC method indicating that the substance boils above a decomposition temperature of 150°C under inert gas conditions. Further testing at reduced pressures is omitted on the following basis:

1. Adequate information is already available: i. on the substances physical state (liquid up to 135°C); ii. for Classification and Labelling Purposes and where reliable data is provided: on Flash Point (no flash point ≤ 135°C), Auto-ignition temperature (400°C, 1 atm) and Vapour Pressure (0.000075 Pa at 20°C and 0.00016 at 25°C).

2. In accordance with REACH Regulation (EC) No. 1907/2006 Annex VII, column 2 section 7.3 the study does not need to be conducted since the substance decomposes before boiling (e.g. autoxidation, rearrangement, degradation, decomposition etc).

3. In accordance with section 2 of REACH Regulation (EC) No. 1907/2006 Annex XI, further testing is omitted on the basis that the substance undergoes autoxidation/rearrangement at temperatures ≥ 135°C in oxygen and/or ≥ 150°C under nitrogen (inert atmosphere) ; with due regard OECD TG 103, paragraph 4 which states that the methods in the guideline are applicable to liquids provided they do not undergo chemical changes below the boiling point. Additional testing to derive a boiling point is not technically feasible; in that testing at reduced pressure would yield information only on boiling points of degradation products (not of the substance). Additional testing would not yield relevant further information for classification and labelling purposes.

 

References:

1. ECHA Guidance on Information Requirements and Chemical Safety Assessment (Chapter R.7a: Endpoint Specific Guidance, R.7.1.10.2, v6.0, July 2017)

2. REACH Regulation (EC) 1907/2006, Annex XI, section 2

3. CLP Regulation (EC) 1272/2008, Annex I, section 2.6.1

4. ECHA Guidance on Application on the CLP Criteria, (v5.0, July 2017)

5. OECD TG 103 (July 1995)