4,4'-methylenebis(cyclohexylamine)

Henry's Law constant

Link to relevant study record(s)

Reference

Endpoint:

Henry's law constant

Type of information:

(Q)SAR

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: validated QSAR model, part of OECD (Q)SAR Toolbox.

Justification for type of information:

QSAR prediction: migrated from IUCLID 5.6

Principles of method if other than guideline:

Calculation based on HENRYWIN v3.20, Estimation Programs Interface Suite™ for Microsoft® Windows v 4.00. US EPA, United States Environmental Protection Agency, Washington, DC, USA.

GLP compliance:

no

Remarks:

not applicable

H:

0 Pa m³/mol

Temp.:

25 °C

      Bond Est : 4.54E-009 atm-m3/mole (4.60E-004 Pa-m3/mole)

      Group Est: Incomplete

 

SMILES : NC(CCC(C1)CC(CCC(N)C2)C2)C1

CHEM  : Cyclohexanamine, 4,4'-methylenebis-

MOL FOR: C13 H26 N2

MOL WT : 210.37

--------------------------- HENRYWIN v3.20 Results --------------------------

 

Henry LC Temperature Variation:

 Slope Source: General aliphatic slope analogy

    HLC (atm-m3/mole) = exp(-4.1178 - (4500/T)) {T in deg K}

 Temp (C)  atm-m3/mole  unitless     Pa-m3/mole

 --------  -----------  --------     ----------

     0      1.14E-009    5.09E-008   0.000116 

     5      1.53E-009    6.72E-008   0.000155 

    10      2.04E-009    8.78E-008   0.000207 

    15      2.69E-009    1.14E-007   0.000272 

    20      3.51E-009    1.46E-007   0.000356 

    25      4.54E-009    1.86E-007   0.00046  

    30      5.82E-009    2.34E-007   0.00059  

    35      7.41E-009    2.93E-007   0.000751 

    40      9.35E-009    3.64E-007   0.000948 

    45      1.17E-008    4.49E-007   0.00119  

    50      1.46E-008    5.5E-007    0.00148  

 

----------+---------------------------------------------+---------+----------

  CLASS |    BOND CONTRIBUTION DESCRIPTION          | COMMENT | VALUE

----------+---------------------------------------------+---------+----------

 HYDROGEN | 22 Hydrogen to Carbon (aliphatic) Bonds   |        | -2.6329

 HYDROGEN |  4 Hydrogen to Nitrogen Bonds                   |        | 5.1341

 FRAGMENT | 14 C-C                                                        |        | 1.6283

 FRAGMENT |  2 C-N                                                        |        | 2.6020

----------+---------------------------------------------+---------+----------

 RESULT  |   BOND ESTIMATION METHOD for LWAPC VALUE  | TOTAL | 6.731

----------+---------------------------------------------+---------+----------

HENRYs LAW CONSTANT at 25 deg C = 4.54E-009 atm-m3/mole

                               = 1.86E-007 unitless

                               = 4.60E-004 Pa-m3/mole

 

--------+-----------------------------------------------+------------+--------

       |       GROUP CONTRIBUTION DESCRIPTION        |  COMMENT | VALUE

--------+-----------------------------------------------+------------+--------

       |          9 CH2 (C)(C)                      |           | -1.35

       |          2 CH (C)(C)(C)                    |           | 0.48

       |          2 NH2 (C)                         |           | 8.30

       |             MISSING Value for: CH (C)(C)(N)

       |             MISSING Value for: CH (N)(C)(C)

--------+-----------------------------------------------+------------+--------

 RESULT | GROUP ESTIMATION METHOD for LOG GAMMA VALUE | INCOMPLETE | 7.43

--------+-----------------------------------------------+------------+--------

 

Conclusions:

The QSAR model HENRYWIN v3.20, a validated QSAR model, part of OECD (Q)SAR Toolbox, was used to estimate the Henry’s law constant of PACM (4,4'-methylenebis(cyclohexylamine)). The model estimated the Henry’s law constant to be 4.6E-04 Pa-m3/mol (i.e., 4.54E-09 atm-m3/mol) by the Bond Contribution Method. PACM appears to be largely within the estimation domain of the model, based on its molecular weight, and the type and frequency of chemical bonds in the compound.

Description of key information

From the water surface, the substance will not evaporate into the atmosphere.

Additional information

The Henry's Law Constant for PACM (4,4'-methylenebis(cyclohexylamine)) was estimated by the bond estimation method of the HENRYWIN Program (v3.20) of EPI Suite v4.10 to be 4.6E-04 Pa m³/mol at 25 °C, which is equal to 4.54E-09 atm m³/mol. A value calculated by the ratio of vapour pressure to water solubility results in a supporting value (9.39E-04 Pa m³/mol at 20 °C) that is within a factor of two of the key value, a low level of variability for this parameter.

At environmental conditions (pH 5 to 9) the molecule is expected to be ionised, therefore a pH-corrected HLC was calculated according to the REACH Guidance document (2008). The resulting Henry's Law Constant was 3.65-08 Pa m³/mol at pH 7 (range pH 5 to 9: 3.65E-10 to 3.63E-06 Pa m³/mol; BASF, 2012).