Registration Dossier

Data platform availability banner - registered substances factsheets

Please be aware that this old REACH registration data factsheet is no longer maintained; it remains frozen as of 19th May 2023.

The new ECHA CHEM database has been released by ECHA, and it now contains all REACH registration data. There are more details on the transition of ECHA's published data to ECHA CHEM here.

Diss Factsheets

Environmental fate & pathways

Biodegradation in water: screening tests

Currently viewing:

Administrative data

Link to relevant study record(s)

Description of key information

The substance is not readily biodegradable (according to OECD criteria).

Key value for chemical safety assessment

Biodegradation in water:
under test conditions no biodegradation observed

Additional information

Parent compound:


The test item (CAS 101012-97-9) was found to be not readily biodegradable (0% degradation in 28 d based on O2 consumption) following exposure in two Manometric Respirometry Tests (OECD 301F; BASF, 1986; BASF, 2011).


 


Di-tridecylamine, branched and linear (CAS 101012-97-9) is a mixture of (predominantly) di-alkyl amines with varying alkyl-chain length in a range between C24 and C27. The main fraction consists of isomers of di-tridecylamines (C26H55N). Secondary fractions were detected to have chain lengths of C13 and C39. The following structures and relative fractions were proposed:


 


Table 1: Composition of DTDA (CAS 101012-97-9) according to analytical report 17Y36412 (BASF SE, 2017)














































Isomers



Quantity



Secondary fraction: Isomers of tridecyl amines



 



Isomers of C13H29N



0.9 %



Main fraction: Homologues of Dialkyl amines



 



Isomers of C24H51N



< 0.1 %



Isomers of C25H53N



0.4 – 0.5 %



Isomers of C26H55N



92 – 94 %



Isomers of C27H57N



0.25 – 0.35 %



Secondary fraction: Homologues of trialkyl amines



 



Isomers of C39H79N and C39H81N



< 5.2 %



 


 


Predicted metabolites:


The biodegradability and the potentially forming metabolites of the Substance were predicted using the QSAR model CATALOGIC 301C v11.16 (December 2019; available in OASIS Catalogic v.5.14.1.5) for the isomer C26H55N, which represents the isomer with the highest percentage of the Substance (92 to 94%). In order to take account of the effect of linear and branched structures, a linear isomer (CAS 5910 -75 -8) and a highly branched molecule (no CAS, SMILES:CCCC(CNCC(CCC)CC(CC)CC(C)C)CC(CC)CC(C)C) were used for the prediction. Both isomers were completely within the applicability domain of the model (BASF SE; 2020).


For the screening assessment of the metabolites’ persistence, the CATALOGIC 301C model also predicted the ready biodegradability of the metabolites. The evaluation of the bioaccumulation potential of the relevant metabolites (> 0.1% of parent molecule) was based on the predicted log Kow by the CATALOGIC 301C model. In addition, the BCF base-line model v04.11 (November 2019; available in OASIS Catalogic v.5.14.1.5; see IUCLID Ch. 5.3.1) was used to predict the BCF for the relevant metabolites. The relevant metabolites with the predicted quantity, BOD (% in 28 d), log Kow, and BCF are summarized in Table 2 and Table 3.


The linear isomer of C26H55N was predicted to be readily biodegradable (72% BOD of ThOD in 28 d), while the branched isomer of C26H55N failed the criterion for ready biodegradability (51% BOD of ThOD in 28 d). In case of the linear isomer 51 metabolites were predicted with 4 metabolites with a fraction of > 0.001 mol/mol parent, which is equivalent to > 0.1%. All four metabolites were predicted to be readily biodegradable (63–76% BOD of ThOD in 28 d; Table 2). Therefore, the relevant metabolites of the linear isomer are assessed to be neither P nor vP.


 


Table 2: QSAR prediction for CAS 101012-97-9 (isomer: C26H55N, linear) using CATALOGIC 301C v11.16 – December 2019 (OASIS CATALOGIC v5.14.1.5; only metabolites with a quantity > 0.001 mol/mol parent (> 0.1%) after 28 d are listed; metabolite no: according to (Q)SAR model Catalogic v11.16 – December 2019 (OASIS CATALOGIC v5.14.1.5))


 




























































#



Metabolite
No #



Name (CAS No., Smiles)



Quantity
(mol/mol parent)



BOD prediction
(% after 28 d)



LogKow



BCF     



parent



1



Tridecanamine, N-tridecyl-, branched and linear: C26H54-NH, linear (CCCCCCCCCCCCCNCCCCCCCCCCCCC)



0.0662



72



11.61



7.1



1



27



Tridecylamine (CAS 2869-34-3; CCCCCCCCCCCCCN)



0.27



73



5.26



1549     



2



51



3-(Tridecylammonio) propanoate (CCCCCCCCCCCCCNCCC(O)=O)



0.0997



76



2.266



4.68     



3



54



Ethylamine (CAS 75-04-7; CCN)



0.0340



63



-0.15



3.39     



4



52



N-Ethyl-1-tridecanamine (CAS 59570-06-8; CCCCCCCCCCCCCNCC)



0.0297



74



6.21



398         



 


The number of metabolites was higher for the branched isomer (n = 95) with 24 reaching a quantity of > 0.001 mol/mol parent (Table 3). Four of the relevant metabolites are predicted to be readily biodegradable. The remaining 20 relevant metabolites reach a BOD between 35 to 56% BOD of ThOD in 28 d and should be regarded as not readily biodegradable.


Therefore, the metabolites are assessed to be potentially P/vP from a precautionary point of view, but they do not meet the criteria for B/vB substances (BCF values < 2000 L/kg, see IUCLID Ch. 5.3.1).


Besides QSAR modelling, the relevant degradation products were also checked if they were registered under the REACH Regulation 1907/2006. None of the substances were registered in the ECHA disseminated database.


It can be concluded that none of the predicted and relevant metabolites meet the criteria for P/vP as well as B/vB substances; therefore, they are not PBT and not vPvB.


 


Table3:QSAR prediction for CAS 101012-97-9 (isomer: C26H55N, branched) using CATALOGIC 301C v11.16 – December 2019 (OASIS CATALOGIC v5.14.1.5; only metabolites with a quantity > 0.001 mol/mol parent (> 0.1%) after 28 d are listed; metabolites with a BOD of < 60% (nRBD) and log Kow > 3 are highlighted by bold type; metabolite no: according to (Q)SAR model Catalogic v11.16 – December 2019 (OASIS CATALOGIC v5.14.1.5))


 
















































































































































































































































#



Metabolite
No #



Name (CAS No, Smiles)



Quantity
(mol/mol parent)



BOD prediction
(% after 28 d)



LogKow



BCF    



parent



1



Tridecanamine, N-tridecyl-, branched and linear: C26H54-NH, branched (CCCC(CC(CC)CC(C)C)CNCC(CCC)CC(CC)CC(C)C)



5.20E-05



51



11.17



7.2



1



16



CCC(CCCNCC(CC(CC)CC(C)C)C(O)=O)CC(C)C



0.1681



49



4.35



5.5



2



23



2-Ethyl-4-methylpentanoic acid (CAS 108-81-6; CCC(CC(C)C)C(O)=O)



0.1427



39



2.89



4.57



3



55



(2S,4S)-2-(Aminomethyl)-4-ethyl-6-methylheptanoic acid (CAS 849487-76-9; CCC(CC(C)C)CC(CN)C(O)=O)



0.1403



43



-0.38



3.47



4



24



(2Z)-2-Ethyl-4-methyl-2-pentenoic acid (CCC(=CC(C)C)C(O)=O)



0.1241



67



2.80



12.3



5



36



CCC(CCCN)CC(C)C



0.1148



43



3.63



107.15



6



25



 (2S,3S)-2-Ethyl-3-hydroxy-4-methylpentanoic acid (CAS 73199-02-7; CCC(C(O)C(C)C)C(O)=O)



0.1079



65



1.35



3.09



7



27



(2R,3S)-3-Hydroxy-4-methyl-2-vinylpentanoic acid (CAS 458523-92-7; CCC(C(=O)C(C)C)C(O)=O)



0.09375



56



0.84



3.09



8



15



CCC(CC(C)C)CC(CNCC(CC(CC)CC(C)C)C(O)=O)C(O)=O



0.06011



42



2.95



5.25



9



17



CCC(CCCNCCCC(CC)CC(C)C)CC(C)C



0.05012



47



8.37



16.21



10



8



CCCC(CC(CC)CC(C)C)CNCC(CC(CC)CC(C)C)C(O)=O



0.01192



48



5.75



6.61



11



46



CCC(CC(C)C)CC(C(O)=O)C(O)=O



0.01037



67



2.46



4.07



12



39



CCCC(CC(CC)CC(C)C)C(O)=O



0.007628



46



5.27



40.74



13



48



CCCC(CC(CC)CC(C)C)CN



0.007628



62



5.03



467.74



14



84



CCC(CC(C)C)CC(CNCCC(O)=O)C(O)=O



0.004622



46



-0.76



3.71



15



73



CCC(CC(C)C)CC(CNCC(CC(CC)CC(C)C(O)=O)C(O)=O)C(O)=O



0.002876



35



1.71



5.12



16



74



CCC(CC(C)C)CC(CNCC(CC(CC)C=C(C)C(O)=O)C(O)=O)C(O)=O



0.0025



38



1.63



4.79



17



85



CCC(CCCNCC(C(O)=O)C(O)=O)CC(C)C



0.002311



46



-0.76



3.72



18



75



CCC(CC(C)C)CC(CNCC(CC(CC)C(O)C(C)C(O)=O)C(O)=O)C(O)=O



0.002173



38



0.17



4.37



19



77



CCC(CC(C)C)CC(CNCC(CC(CC)C(=O)C(C)C(O)=O)C(O)=O)C(O)=O



0.001889



43



-0.34



4.37



20



78



CCC(CC(C)C)CC(CNCC(CC(CC)C(O)=O)C(O)=O)C(O)=O



0.001642



38



0.31



4.47



21



79



CCC(CC(C)C)CC(CNCC(C=C(CC)C(O)=O)C(O)=O)C(O)=O



0.001427



43



0.23



4.17



22



19



CCC(CCC(O)=O)CC(C)C



0.001318



52



3.87



8.32



23



80



CCC(CC(C)C)CC(CNCC(C(O)C(CC)C(O)=O)C(O)=O)C(O)=O



0.001241



43



-1.23



3.8



24



82



CCC(CC(C)C)CC(CNCC(C(=O)C(CC)C(O)=O)C(O)=O)C(O)=O



0.001078



48



-1.74



3.8