Fatty acids, C16-18 (even numbered), reaction products with tetraethylenepentamine, acetates (salts)

Vapour pressure

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

vapour pressure

Type of information:

(Q)SAR

Adequacy of study:

supporting study

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 limited documentation / justification

Justification for type of information:

1. SOFTWARE
Episuite v4.11

2. MODEL (incl. version number)
MPBPWIN v1.43

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
O=C(NCCNCCNCCNCCN)CCCCCCCCCCCCCCC
O=C(NCCNCCNCCNCCN)CCCCCCCCCCCCCCCCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
- Defined endpoint: vapour pressure
- Unambiguous algorithm:
MPBPWIN estimates vapor pressure (VP) by three separate methods: (1) the Antoine method, (2) the modified Grain method, and (3) the Mackay method. All three use the normal boiling point to estimate VP. Unless the user enters a boiling point on the data entry screen, MPBPWIN uses the estimated boiling point from the adapted Stein and Brown method.

- Defined domain of applicability:
Currently there is no universally accepted definition of model domain. However, users may wish to consider the possibility that property estimates are less accurate for compounds outside the Molecular Weight range of the training set compounds, and/or that have more instances of a given fragment than the maximum for all training set compounds. It is also possible that a compound may have a functional group(s) or other structural features not represented in the training set, and for which no fragment coefficient was developed. These points should be taken into consideration when interpreting model results.

- Appropriate measures of goodness-of-fit and robustness and predictivity:
The 3037 compound test set contains 1642 compounds with available experimental Boiling points and Melting points ... For this subset of compounds, the estimation accuracy statistics are (based on log VP):
number = 1642
r2 = 0.949
std deviation = 0.59
avg deviation = 0.32
These statistics clearly indicate that VP estimates are more accurate with experimental BP and MP data.

5. APPLICABILITY DOMAIN
- Descriptor domain: The components of the substance are within the molecular weight range of the training set compounds, and all fragments are represented in the training set. Thus, it is concluded, that the substance is within the applicability domain.
- Similarity with analogues in the training set: several linear and branched alkanes and alkenes, which are considered to be similar, are present in the training set.

6. ADEQUACY OF THE RESULT
The QSAR prediction is valid and of good reliability. Thus, the result is adequate for chemical safety assessment.

Qualifier:

no guideline followed

Principles of method if other than guideline:

other: estimation by calculation (Episuite v4.11, MPBPWIN v1.43)

GLP compliance:

no

Temp.:

20 °C

Vapour pressure:

0 Pa

Remarks on result:

other: N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino} ethyl)hexadecanamide

Temp.:

65 °C

Vapour pressure:

0 Pa

Remarks on result:

other: N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino} ethyl)hexadecanamide

Temp.:

20 °C

Vapour pressure:

0 Pa

Remarks on result:

other: N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino}ethyl)octadecanamide)

Temp.:

65 °C

Vapour pressure:

0 Pa

Remarks on result:

other: N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino}ethyl)octadecanamide)

For C16:

SMILES : O=C(NCCNCCNCCNCCN)CCCCCCCCCCCCCCC

MOL FOR: C24 H53 N5 O1

MOL WT : 427.72

------------------------ SUMMARY MPBPWIN v1.43 --------------------

Vapor Pressure Estimations (20 deg C):

 (Using BP: 572.92 deg C (estimated))

 (Using MP: 246.66 deg C (estimated))

   VP: 1.61E-016 mm Hg (Antoine Method)

     : 2.15E-014 Pa (Antoine Method)

   VP: 5.08E-013 mm Hg (Modified Grain Method)

     : 6.78E-011 Pa (Modified Grain Method)

   VP: 1.83E-012 mm Hg (Mackay Method)

     : 2.44E-010 Pa (Mackay Method)

 Selected VP: 5.08E-013 mm Hg (Modified Grain Method)

            : 6.78E-011 Pa (Modified Grain Method)

 Subcooled liquid VP: 1.65E-010 mm Hg (20 deg C, Mod-Grain method)

                    : 2.2E-008 Pa (20 deg C, Mod-Grain method)

Vapor Pressure Estimations (65 deg C):

 (Using BP: 572.92 deg C (estimated))

 (Using MP: 246.66 deg C (estimated))

   VP: 5.75E-011 mm Hg (Antoine Method)

     : 7.67E-009 Pa (Antoine Method)

   VP: 2.08E-009 mm Hg (Modified Grain Method)

     : 2.77E-007 Pa (Modified Grain Method)

   VP: 5.68E-009 mm Hg (Mackay Method)

     : 7.58E-007 Pa (Mackay Method)

 Selected VP: 2.08E-009 mm Hg (Modified Grain Method)

            : 2.77E-007 Pa (Modified Grain Method)

 Subcooled liquid VP: 1.02E-007 mm Hg (65 deg C, Mod-Grain method)

                    : 1.37E-005 Pa (65 deg C, Mod-Grain method)

 

For C18:

SMILES : O=C(NCCNCCNCCNCCN)CCCCCCCCCCCCCCCCC

MOL FOR: C26 H57 N5 O1

MOL WT : 455.78

------------------------ SUMMARY MPBVP v1.43 --------------------

Vapor Pressure Estimations (20 deg C):

 (Using BP: 596.13 deg C (estimated))

 (Using MP: 257.50 deg C (estimated))

   VP: 7.16E-018 mm Hg (Antoine Method)

     : 9.54E-016 Pa (Antoine Method)

   VP: 9.02E-014 mm Hg (Modified Grain Method)

     : 1.2E-011 Pa (Modified Grain Method)

   VP: 3.44E-013 mm Hg (Mackay Method)

     : 4.58E-011 Pa (Mackay Method)

 Selected VP: 9.02E-014 mm Hg (Modified Grain Method)

            : 1.2E-011 Pa (Modified Grain Method)

 Subcooled liquid VP: 4E-011 mm Hg (20 deg C, Mod-Grain method)

                    : 5.33E-009 Pa (20 deg C, Mod-Grain method)

Vapor Pressure Estimations (65 deg C):

 (Using BP: 596.13 deg C (estimated))

 (Using MP: 257.50 deg C (estimated))

   VP: 6.73E-012 mm Hg (Antoine Method)

     : 8.97E-010 Pa (Antoine Method)

   VP: 4.84E-010 mm Hg (Modified Grain Method)

     : 6.46E-008 Pa (Modified Grain Method)

   VP: 1.39E-009 mm Hg (Mackay Method)

     : 1.85E-007 Pa (Mackay Method)

 Selected VP: 4.84E-010 mm Hg (Modified Grain Method)

            : 6.46E-008 Pa (Modified Grain Method)

 Subcooled liquid VP: 3.1E-008 mm Hg (65 deg C, Mod-Grain method)

                    : 4.13E-006 Pa (65 deg C, Mod-Grain method)

Conclusions:

C16 18FA-TEPA-compoundis a UVCB substance with the fatty acid used for manufacture having a variable chain length and the tetraethylenepentamine being a complex mixture of several amine constituents. So formation of a number of different amidoamines is conceivable. The vapour pressure can only be calculated for distinct structures, not for the mixture. By way of example the amidoamines (1) and (2), see attached image file, were chosen for the determination of the vapour pressure (estimated by calculation usingACD PhysChem software ACD/Labs Release 12.00, Product version 12.01.). These compounds are expected to be the major reaction products. The acetates, formed at the neutralisation step are not taken into account as it does not make sense to determine the vapour pressure of salts.
Estimation of the vapour pressure with Episuite V4.11, MPBPWIN v1.43 resulted in VP=6.78E-011 Pa at 20°C and VP=2.77E-007 Pa at 65°C for N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino} ethyl)hexadecanamide; and VP=1.2E-011 Pa at 20°C and VP=6.46E-008 Pa at 65°C for N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino}ethyl)octadecanamide).

Reference 2

Endpoint:

vapour pressure

Type of information:

(Q)SAR

Adequacy of study:

key study

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 limited documentation / justification

Justification for type of information:

1. SOFTWARE
ACD PhysChem software ACD/Labs Release 12.00, Product version 12.01 (Build 38056 09 Feb 2010)

2. MODEL (incl. version number)
n.a.

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl}amino)ethyl]amino}ethyl)hexadecanamide and N-(2-
{[2-({2-[(2-aminoethyl)amino]ethyl}amino)ethyl]amino}ethyl)octadecanamide

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
no data available

5. APPLICABILITY DOMAIN
no data available

6. ADEQUACY OF THE RESULT
no data available

Qualifier:

no guideline followed

Principles of method if other than guideline:

calculation with ACD PhysChem software ACD/Labs Release 12.00, Product version 12.01 (Build 38056 09 Feb 2010); ACD/Labs software is listed in the “Guidance on information requirements and chemical saftey assessment, Chapter R.7a: Endpoint specific guidance; May 2008”

GLP compliance:

no

Type of method:

other: estimation by calculation

Temp.:

197.5 °C

Vapour pressure:

0.1 Pa

Remarks on result:

other: N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino} ethyl)hexadecanamide

Temp.:

210.1 °C

Vapour pressure:

0.1 Pa

Remarks on result:

other: N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino}ethyl)octadecanamide

Conclusions:

The vapour pressure of the main constituents of C1618FA-TEPA-compound is calculated to be <0.1 Pa.

Executive summary:

C16 18FA-TEPA-compound is a UVCB substance with the fatty acid used for manufacture having a variable chain length and the tetraethylenepentamine being a complex mixture of several amine constituents. So formation of a number of different amidoamines is conceivable. The vapour pressure can only be calculated for distinct structures, not for the mixture. By way of example the amidoamines (1) and (2), see attached image file, were chosen for the determination of the vapour pressure (estimated by calculation using ACD PhysChem software ACD/Labs Release 12.00, Product version 12.01.). These compounds are expected to be the major reaction products. The acetates, formed at the neutralisation step are not taken into account as it does not make sense to determine the vapour pressure of salts.

The vapour pressure of the main constituents of C16 18FA-TEPA-compound is calculated to be <0.1 Pa.

(0.1 Pa at 197.5°C for N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino} ethyl)hexadecanamide and 0.1 Pa at 210.1°C for N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino}ethyl)octadecanamide)

Description of key information

The vapour pressure of the main constituents of C1618FA-TEPA-compound is calculated to be <1E-09 Pa at 20°C (lowest value accepted by IUCLID as key value for chemical safety assessment).

Key value for chemical safety assessment

Vapour pressure:

0 Pa

at the temperature of:

20 °C

Additional information

C1618FA-TEPA-compound is a UVCB substance with the fatty acid used for manufacture having a variable chain length and the tetraethylenepentamine being a complex mixture of several amine constituents. So formation of a number of different amidoamines is conceivable. The vapour pressure can only be calculated for distinct structures, not for the mixture. By way of example the amidoamines (1) and (2), see attached image file, were chosen for the determination of the vapour pressure (estimated by calculation using ACD PhysChem software ACD/Labs Release 12.00, Product version 12.01.). These compounds are expected to be the major reaction products. The acetates, formed at the neutralisation step are not taken into account as it does not make sense to determine the vapour pressure of salts.

The vapour pressure of the main constituents of C1618FA-TEPA-compound is calculated to be <0.1 Pa (0.1 Pa at 197.5°C for N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino} ethyl)hexadecanamide and 0.1 Pa at 210.1°C for N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino}ethyl)octadecanamide).

Estimation of the vapour pressure with Episuite V4.11, MPBPWIN v1.43 resulted in VP=6.78E-011 Pa at 20°C and VP=2.77E-007 Pa at 65°C for N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino} ethyl)hexadecanamide; and VP=1.2E-011 Pa at 20°C and VP=6.46E-008 Pa at 65°C for N-(2-{[2-({2-[(2-aminoethyl)amino]ethyl} amino)ethyl]amino}ethyl)octadecanamide).

The vapour pressure is lower than the lowest value accepted by IUCLID in the field "Key value for chemical safety assessment" (1E-09 Pa), thus this lowest accepted value was selected as key value for chemical safety assessment.