Reaction mass of 2-ethylhexyl diphenyl phosphite and bis(2-ethylhexyl) phenyl phosphite and triphenyl phosphite

Bioaccumulation: aquatic / sediment

Administrative data

Endpoint:

bioaccumulation: aquatic / sediment

Type of information:

calculation (if not (Q)SAR)

Remarks:

Migrated phrase: estimated by calculation

Adequacy of study:

supporting study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: Accepted model for calculation bioaccumulation results.

Data source

Reference

Reference 1

Reference Type:

other: Model Results

Title:

Unnamed

Year:

2013

Report date:

2013

Reference 2

Reference Type:

publication

Title:

European Uniion Risk Assessment Report: Phenol

Author:

ECB

Year:

2006

Bibliographic source:

ECB

Report date:

2006

Materials and methods

Principles of method if other than guideline:

BCFBAF v3.0 model results.

GLP compliance:

no

Test material

Test material information

Constituent 1

Reference substance name:

2-ethylhexyl diphenyl phosphite

EC Number:

239-716-5

EC Name:

2-ethylhexyl diphenyl phosphite

Cas Number:

15647-08-2

Molecular formula:

C20H27O3P

IUPAC Name:

phosphorous acid, 2-ethylhexyl diphenyl ester

Study design

Route of exposure:

other: model results

Test type:

other: model results

Water / sediment media type:

not specified

Results and discussion

Any other information on results incl. tables

BCFBAF Program (v3.00) Results:

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

SMILES : O(P(Oc(cccc1)c1)Oc(cccc2)c2)CC(CCCC)CC

CHEM  : Phosphorous acid, 2-ethylhexyl diphenyl ester

MOL FOR: C20 H27 O3 P1

MOL WT : 346.41

--------------------------------- BCFBAF v3.00 --------------------------------

Summary Results:

 Log BCF (regression-based estimate): 3.86 (BCF = 7.25e+003 L/kg wet-wt)

 Biotransformation Half-Life (days) : 8.85 (normalized to 10 g fish)

 Log BAF (Arnot-Gobas upper trophic): 4.39 (BAF = 2.46e+004 L/kg wet-wt)

 

Log Kow (experimental): not available from database

Log Kow used by BCF estimates: 7.54

 

Equation Used to Make BCF estimate:

  Log BCF = -0.49 log Kow + 7.554 + Correction

 

     Correction(s):                   Value

      No Applicable Correction Factors

 

  Estimated Log BCF = 3.861 (BCF = 7255 L/kg wet-wt)

 

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

Whole Body Primary Biotransformation Rate Estimate for Fish:

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

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

 TYPE | NUM | LOG BIOTRANSFORMATION FRAGMENT DESCRIPTION | COEFF | VALUE 

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

 Frag | 1 | Linear C4 terminal chain [CCC-CH3]      | 0.0341 | 0.0341

 Frag | 2 | Unsubstituted phenyl group (C6H5-)       | -0.6032 | -1.2064

 Frag | 10 | Aromatic-H                               | 0.2664 | 2.6638

 Frag | 2 | Methyl [-CH3]                           | 0.2451 | 0.4902

 Frag | 5 | -CH2- [linear]                          | 0.0242 | 0.1209

 Frag | 1 | -CH-  [linear]                          | -0.1912 | -0.1912

 Frag | 2 | Benzene                                  | -0.4277 | -0.8555

 L Kow| * | Log Kow =  7.54 (KowWin estimate)       | 0.3073 | 2.3166

 MolWt| * | Molecular Weight Parameter               |        | -0.8883

 Const| * | Equation Constant                        |        | -1.5058

============+============================================+=========+=========

  RESULT  |       LOG Bio Half-Life (days)           |        | 0.9472

  RESULT  |           Bio Half-Life (days)           |        |  8.855

  NOTE    | Bio Half-Life Normalized to 10 g fish at 15 deg C  |

============+============================================+=========+=========

 

Biotransformation Rate Constant:

 kM (Rate Constant): 0.07828 /day (10 gram fish)

 kM (Rate Constant): 0.04402 /day (100 gram fish)

 kM (Rate Constant): 0.02475 /day (1 kg fish)

 kM (Rate Constant): 0.01392 /day (10 kg fish)

 

Arnot-Gobas BCF & BAF Methods (including biotransformation rate estimates):

  Estimated Log BCF (upper trophic) = 2.624 (BCF = 420.7 L/kg wet-wt)

  Estimated Log BAF (upper trophic) = 4.392 (BAF = 2.464e+004 L/kg wet-wt)

  Estimated Log BCF (mid trophic)  = 2.766 (BCF = 583.5 L/kg wet-wt)

  Estimated Log BAF (mid trophic)  = 4.751 (BAF = 5.636e+004 L/kg wet-wt)

  Estimated Log BCF (lower trophic) = 2.809 (BCF = 644.9 L/kg wet-wt)

  Estimated Log BAF (lower trophic) = 4.967 (BAF = 9.263e+004 L/kg wet-wt)

 

Arnot-Gobas BCF & BAF Methods (assuming a biotransformation rate of zero):

  Estimated Log BCF (upper trophic) = 3.789 (BCF = 6147 L/kg wet-wt)

  Estimated Log BAF (upper trophic) = 7.160 (BAF = 1.447e+007 L/kg wet-wt)

 

Applicant's summary and conclusion

Conclusions:

regression-based method.

Executive summary:

The modelled BCF values for 2 -EHDPP are quite high but likely to be of little value or reliability as these estimates do not consider hydrolysis or biotranformation of the substance, both of which are expected to be high. Actual testing of this substance for BCF is not feasible given the rapid hydrolysis and very low water solubility. The BCF of phenol (the primary hydrolysis product) is 17.5 L/Kg (EU Phenol RAR 2006) and the BCF of 2 -ethylhexanol is 25.33 L/kg (EPISuite 4.0).