Reaction product of 4-aminophenol with 2-ethyl-6-methylbenzenamine, sodium polysulfide and sodium metabisulfite

Melting point / freezing point

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

melting point/freezing point

Type of information:

experimental study

Adequacy of study:

weight of evidence

Study period:

2017-10-25 - 2018-04-23

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 102 (Melting point / Melting Range)

Version / remarks:

1995

Deviations:

no

Qualifier:

according to guideline

Guideline:

EU Method A.1 (Melting / Freezing Temperature)

Version / remarks:

2008

Deviations:

no

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7200 (Melting Point / Melting Range)

Version / remarks:

1998

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

differential scanning calorimetry

Key result

Atm. press.:

>= 992.3 - <= 992.9 hPa

Decomposition:

yes

Decomp. temp.:

ca. 110 °C

Remarks on result:

other:

Remarks:

No melting point up to decomposition

Melting and Boiling Point (DSC)

The test item showed two exothermic effects in the temperature ranges of 120 – 210 °C and 220 – 290 °C with an overall decomposition energy of approx. -50 J/g. An endothermic effect can be observed in the temperature range of 300 – 360 °C. No further thermal effects could be observed up to the maximum test temperature of 500 °C.

Table 1:    Results of the DSC-measurements

No.	Sample weight / mg	Onset of Effect / °C	Range of effect / °C	Weight loss / mg	Atmospheric pressure / hPa	Remark
PN14802	17.05	--- --- ---	130 – 210 (exo) 220 – 280 (exo) 300 – 360 (endo)	5.82	992.9
PN14803	16.44	--- --- ---	130 – 210 (exo) 220 – 280 (exo) 310 – 330 (endo)	5.21	992.9
PN14816	10.18	--- --- ---	120 – 210 (exo) 220 – 290 (exo) 300 – 360 (endo)	3.25	992.3

During the heating phase no endothermic effects were detected up to the decomposition of the test item starting at a temperature of approx. 120 °C. Due to this result the test item has no melting and boiling point up to its decomposition starting at a temperature of approx. 120 °C.

Thermal stability (DSC)

In the temperature ranges of 110 – 260 °C and 260 – 360 °C two exothermic effects can be observed, with a maximum overall decomposition energy of approximately -150 J/g.

Table 2:    Results of the DSC-measurements

No.	Crucible material	Sample weight / mg	Start of effect / °C	Energy / J/g	Remark
PN14839	Glass	5.61	110 260	-80 (exothermic) -20 (exothermic)
PN14616	Gold plated stainless steel	10.43	150 300	-120 (exothermic) -30 (exothermic)

Conclusions:

The test item Blue TBR has no melting point up to its decomposition starting at a temperature of approx. 110 °C as determined by differential scanning calorimetry according to Regulation EC No. 440/2008 Method A.1., OECD Test Guideline 102 (1995), EPA OCSPP 830.7200 (1998) and CIPAC MT 1 (2009).

Executive summary:

The test item Blue TBR has no melting point up to its decomposition starting at a temperature of approx. 110 °C as determined by differential scanning calorimetry according to Regulation EC No. 440/2008 Method A.1., OECD Test Guideline 102 (1995), EPA OCSPP 830.7200 (1998) and CIPAC MT 1 (2009).

Reference 2

Endpoint:

melting point/freezing point

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

2020-01-10

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

Please refer to QMRF and QPRF files provided under the section attached justification.

Qualifier:

according to guideline

Guideline:

other: REACH guidance on QSAR R.6

Principles of method if other than guideline:

Estimates the melting point of chemicals using an atom/fragment contribution method.

GLP compliance:

no

Type of method:

other: calculation

Specific details on test material used for the study:

SMILES : O=S(=O)(O)Sc1c(S)c2Nc3cc(CC)c(N)c(C)c3Sc2c(SS(=O)(=O)O)c1O

Key result

Melting / freezing pt.:

349.84 °C

MPBPVP (v1.43) Program Results:

===============================

 

SMILES : O=S(=O)(O)Sc1c(S)c2Nc3cc(CC)c(N)c(C)c3Sc2c(SS(=O)(=O)O)c1O

CHEM : Reaction product of 4-aminophenol with 2-ethyl-6-methylbenzenamine, s

odium polysulfide and sodium metabisulfite

MOL FOR: C15 H16 N2 O7 S6

MOL WT : 528.66

 

Melting Point: 349.84 deg C (Adapted Joback Method)

Melting Point: 349.84 deg C (Gold and Ogle Method)

Mean Melt Pt : 349.84 deg C (Joback; Gold,Ogle Methods)

Selected MP: 349.84 deg C (Weighted Value)

 

TYPE	NUM	MELT DESCRIPTION	COEFF	VALUE
Group	2	-CH3	-5.10	-10.20
Group	1	-CH2-	11.27	11.27
Group	2	-OH (alcohol)	44.45	88.90
Group	1	-OH (phenol)	82.83	82.83
Group	1	>NH (ring)	101.51	101.51
Group	2	-S- (nonring)	34.40	68.80
Group	1	-S- (ring)	73.93	73.93
Group	1	CH (aromatic)	8.13	8.13
Group	11	-C (aromatic)	37.02	407.22
Group	1	-NH2 (to arom)	66.89	66.89
Group	1	-SH (to aromat)	20.09	20.09
Group	2	>S(=O)(=O)	150.00	300.00
*		Equation Constant		122.50
RESULT	MELTING POINT in Kelvin			1341.87
RESULT-limit	MELTING POINT in Kelvin			623.00
	MELTING POINT in deg C			349.84

 

Conclusions:

Using MPBVP v1.43 the melting point of the test item represented by the theroretical structure of its monomeric unit was calculated to be 349.84 °C. The substance is within the applicability domain of the model. Thus, the estimation is considered to be accurate.

Executive summary:

The melting point for the theoretical monomeric unit of the test item was calculated using MPBVP v1.43 as part of EPISuite v4.11 from US Environmental Protection Agency. The resulting melting point was 349.84 °C (EPI Suite, 2014).

 

The adequacy of a prediction depends on the following conditions:

a) the (Q)SAR model is scientifically valid: the scientific validity is established according to the OECD principles for (Q)SAR validation;

b) the (Q)SAR model is applicable to the query chemical: a (Q)SAR is applicable if the query chemical falls within the defined applicability domain of the model;

c) the (Q)SAR result is reliable: a valid (Q)SAR that is applied to a chemical falling within its applicability domain provides a reliable result;

d) the (Q)SAR model is relevant for the regulatory purpose.

 

For assessment and justification of these 4 requirements the QMRF and QPRF files were developed and attached to this study record.

 

Description of the prediction Model

The prediction model was descripted using the harmonised template for summarising and reporting key information on (Q)SAR models. For more details please refer to the attached QSAR Model Reporting Format (QMRF) file. 

 

Assessment of estimation domain

The assessment of the estimation domain was documented in the QSAR Prediction Reporting Format file (QPRF). Please refer to the attached document for the details of the prediction and the assessment of the estimation domain.

Description of key information

The melting point of the test item could not be determined experimentally as the test item decomposes at ca. 110 °C before melting. Therefore, the melting point was estimated using QSAR. Since the chemical structure of the test item is unknown, a theoretical structure was derived considering the educts and the manufacturing process used for the synthesis of the test item. The derived structure represents the anticipated monomeric unit of the high molecular weight polymeric test item where monomeric structures are linked via sulfur chains. The SMILES code of the monomeric unit is O=S(=O)(O)Sc1c(S)c2Nc3cc(CC)c(N)c(C)c3Sc2c(SS(=O)(=O)O)c1O. Using MPBVP v1.43 the melting point was calculated to be 349.84 °C. The substance is within the applicability domain of the model. Thus, the estimation is considered to be accurate.

Key value for chemical safety assessment

Melting / freezing point at 101 325 Pa:

349.84 °C

Additional information

The melting point for the theoretical monomeric unit of the test item was calculated using MPBVP v1.43 as part of EPISuite v4.11 from US Environmental Protection Agency.

Using MPBVP v1.43 the melting point was calculated to be 349.84 °C (EPI Suite, 2014).

The adequacy of a prediction depends on the following conditions:

a) the (Q)SAR model is scientifically valid: the scientific validity is established according to the OECD principles for (Q)SAR validation;

b) the (Q)SAR model is applicable to the query chemical: a (Q)SAR is applicable if the query chemical falls within the defined applicability domain of the model;

c) the (Q)SAR result is reliable: a valid (Q)SAR that is applied to a chemical falling within its applicability domain provides a reliable result;

d) the (Q)SAR model is relevant for the regulatory purpose.

 

For assessment and justification of these 4 requirements the QMRF and QPRF files were developed and attached to this study record.

 

Description of the prediction Model

The prediction model was descripted using the harmonised template for summarising and reporting key information on (Q)SAR models. For more details please refer to the attached QSAR Model Reporting Format (QMRF) file.  

 

Assessment of estimation domain

The assessment of the estimation domain was documented in the QSAR Prediction Reporting Format file (QPRF). Please refer to the attached document for the details of the prediction and the assessment of the estimation domain.