Registration Dossier

Administrative data

Endpoint:
other distribution data
Type of information:
calculation (if not (Q)SAR)
Adequacy of study:
key study
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
accepted calculation method
Remarks:
Source data from guideline studies
Cross-referenceopen allclose all
Reason / purpose for cross-reference:
reference to other study
Reference
Endpoint:
partition coefficient
Type of information:
read-across based on grouping of substances (category approach)
Adequacy of study:
key study
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
guideline study with acceptable restrictions
Remarks:
Data from guideline studies under GLP or ISO 17025
Justification for type of information:
MTDID 22327 is a member of the Perfluorinated Organic Chemicals, C5-C18, category. Unlike most members of the category, MTDID 22327 is a UVCB consisting mostly of perfluoro-N-methylmorpholine, a mixture of C5-C7 perfluoroamines, and mixed perfluorohexanes. However, all of these chemicals stem from the same manufacturing process, have similar physicochemical properties including high vapor pressure and low water solubility relative to the hydrocarbon analogs (e.g., hexanes v. perfluorohexanes), and also lack any chemically reactive groups, which forms the technical basis for the category. Members of this category are fully fluorinated, meaning that fluorine, rather than hydrogen, is bonded to all carbon atoms in the molecule. Fluorine is the most electronegative of the elements (fluorine has an electronegativity of 3.98 on the Pauling scale, as compared to 2.55 for carbon, 3.04 for nitrogen or 2.20 for hydrogen). This electronegativity is expected to dominate over all other aspects of substance chemistry and is the underlying basis for similarity of substances in this category. For example, strong electron withdrawing in perfluorinated tertiary amines results in a molecule with essentially no lone pair influence, and which has chemistry more similar to a branched, perfluorinated alkane than any other structure. Because these substances exhibit similar physicochemical properties they can be considered to constitute a chemical category. The data gap for partition coefficient can therefore be addressed by many-to-one read-across between category members.

See section 13 for a fuller discussion of the category approach.
Reason / purpose for cross-reference:
other: composition of substance
Qualifier:
according to guideline
Guideline:
other: REACH Guidance on QSARs and grouping of chemicals
Version / remarks:
May/July 2008
Deviations:
no
GLP compliance:
no
Remarks:
Source studies were GLP or ISO 17025 compliant
Partition coefficient type:
octanol-water
Specific details on test material used for the study:
Readacross is from category members:
Perfluoro-N-methylmorpholine, PMM, CAS# 382-28-5
reaction mass of perfluoro (methyl - di - N - propylamine) and mono (perfluoro ethyl), di (perfluoro-n-propyl) amine and tri (perfluoro-n-propyl) amine and perfluoro N-methyl N-isopropyl n-propylamine and perfluoro N-methyl, Nisopropyl butamine, MTDID 50908, EC# 920-778-3
Perfluorohexanes, PFHx, CAS# 1064697-81-9
Type:
log Pow
Partition coefficient:
4.3
Temp.:
23 °C
Remarks on result:
other: Constituent 2,2,3,3,5,5,6,6-octafluoro-4-(trifluoromethyl)morpholie
Remarks:
read across from category member PMM
Type:
log Pow
Partition coefficient:
6.14
Temp.:
25 °C
Remarks on result:
other: Constituent 1,1,2,2,3,3,3-heptafluoro-N-(heptafluoropropyl)-N-(trifluoromethyl)propan-1-amine (isomers)
Remarks:
read across from category members MTDID 50908
Type:
log Pow
Partition coefficient:
5.46
Temp.:
25 °C
Remarks on result:
other: Constituent 1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(trifluoromethyl)butan-1-amine
Remarks:
read across from category member MTDID 50908
Type:
log Pow
Partition coefficient:
5
Temp.:
23.3 °C
Remarks on result:
other: Constituent tetradecafluorohexane (isomers)
Remarks:
read across from category member PFHx

Experimental partition coefficient data are available for two constituents of MTDID 22327 (perfluoromethylmorpholine, PMM) and (perfluorohexanes; PFHx). In addition, two constituents are common to MTDID 22327 and MTDID 50908. The four constituents described have the highest typical concentrations (>1%) in MTDID 22327. Average Kow values are not reported in all of the source studies. Individual Kow ratios are reported below, with average Kow calculated where necessary

Table, Kow values from source studies

n-octanol: water volume ratio

replicate

PMM

MTDID 50908 Components A and H¹

MTDID 50908 Component D²

PFHx

1:1

1

21300

1520000

315000

86200

 

2

21100

1550000

331000

102000

1:2

1

20400

1330000

288000

98800

 

2

22600

1330000

276000

108000

1120000

214000

2:1

1

outlier, disregarded

1340000

280000

125000

 

2

21800

1450000

317000

106000

1420000

288000

average Kow

21400

1380000

289000

104000

1, data for unresolved isomeric mixture of constituent 1,1,2,2,3,3,3-heptafluoro-N-(heptafluoropropyl)-N-(trifluoromethyl)propan-1-amine and impurity 1,1,2,2,3,3,3-heptafluoro-N-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-N-(trifluoromethyl)propan-1-amine

2, constituent is 1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(trifluoromethyl)butan-1-amine

3, Only two replicatate were done for PMM and PFHx

Conclusions:
Log n-octanol:water coefficient for components of MTDID 22327 ranged from 4.3 - 6.14 at ca. 23 - 25 °C. The predominant constituent had the lowest measured measured log Kow.
Executive summary:

The Log n-octanol:water coefficient of MTDID 22327 was determined using a category approach wherein the coefficients of known constitituents are used to define the range. The resulting range was 4.3 to 6.14 at ca. 23 - 25 °C. The predominant constituent had the lowest measured log Kow.

The validity of this approach to categorically group these types of substances was determined to be reliable with restrictions based on the similarity of chemical functional groups, molecular weights, water solubilities, and vapor pressures. Since the source data are for constituents of MTDID 22327, they provide the best estimate of the range of partition coefficient for MTDID 22327. The source data are from GLP-compliant or ISO 17025-compliant studies which used national standard test guidelines, and they are considered reliable or reliable with restriction. This study is pertinent to the fate of MTDID 22327 and may be used for Risk Assessment, Classification & Labelling, and PBT Analysis.

Reason / purpose for cross-reference:
reference to other study
Reference
Endpoint:
Henry's law constant
Type of information:
read-across based on grouping of substances (category approach)
Adequacy of study:
key study
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
study well documented, meets generally accepted scientific principles, acceptable for assessment
Remarks:
Data from guideline studies under GLP
Justification for type of information:
MTDID 22327 is a member of the Perfluorinated Organic Chemicals, C5-C18, category. Unlike most members of the category, MTDID 22327 is a UVCB consisting mostly of perfluoro-N-methylmorpholine, a mixture of C5-C7 perfluoroamines, and mixed perfluorohexanes. However, all of these chemicals stem from the same manufacturing process, have similar physicochemical properties including high vapor pressure and low water solubility relative to the hydrocarbon analogs (e.g., hexanes v. perfluorohexanes), and also lack any chemically reactive groups, which forms the technical basis for the category.  Members of this category are fully fluorinated, meaning that fluorine, rather than hydrogen, is bonded to all carbon atoms in the molecule.  Fluorine is the most electronegative of the elements (fluorine has an electronegativity of 3.98 on the Pauling scale, as compared to 2.55 for carbon, 3.04 for nitrogen or 2.20 for hydrogen).  This electronegativity is expected to dominate over all other aspects of substance chemistry and is the underlying basis for similarity of substances in this category.  For example, strong electron withdrawing in perfluorinated tertiary amines results in a molecule with essentially no lone pair reactivity or availability, and which has chemistry more similar to a branched, perfluorinated alkane than any other structure.  Because these substances exhibit similar physicochemical properties they can be considered to constitute a chemical category.  The data gap for HLC can therefore be addressed by many-to-one read-across between category members.

See section 13 for a fuller discussion of the category approach.
Qualifier:
according to guideline
Guideline:
other: REACH Guidance on QSARs and grouping of chemicals
Version / remarks:
May/July 2008
Deviations:
no
GLP compliance:
no
Remarks:
Source data were GLP compliant
Specific details on test material used for the study:
Readacross is from category members:
Perfluorohexanes, PFHx, CAS# 1064697-81-9
Perfluoro-N-methylmorpholine, PMM, CAS# 382-28-5
Perfluoroheptanes, PFHp, CAS# 1064698-16-3
Perfluorotripropylamine, PTPA, CAS# 338-83-0
Perfluorotributylamines, PTBA, CAS# 1064698-37-8
Key result
H:
ca. 171 - ca. 1 021 atm m³/mol
Temp.:
22 °C
Remarks on result:
other: Upper limit defined by perfluorohexanes, lower limit by perfluoromethylmorpholine
H:
> 1 021 - < 4 020 atm m³/mol
Temp.:
22 °C
Remarks on result:
other: HLC range for tertiary amine constituents
Remarks:
bracketing by perfluorohexanes and perfluorotributyl amines

Experimental HLC data are available for two constituents of MTDID 22327. These two substances are comparable to MTDID 22327 as a whole based on the types of chemical functional groups (perfluorinated alkyl groups and perfluorinated amines); molecular weights (MTDID 22327 range = 288 - 421 g/mol; PFHx = 338 g/mol; and PMM =299 g/mol); vapor pressures (MTDID 22327 = 28.4 kPa; PFHx = 24 kPa; and PMM = 29 kPa); and water solubilities (MTDID 22327 = 0.679 - 758 µg/L; PFHx = 84 ug/L; and PMM = 758 ug/L). The respective dimensionless HLCs of these two substances are used to define the upper and lower bounds of the dimensionless HLC value which may be expected for MTDID 22327. A higher range of HLC values may be expected specifically for perfluorinated tertiary amines.

Conclusions:
Henry's Law constant of MTDID 22327: 171 – 1021 atm∙m³/mol at 22 °C by read-across from category members. Perfluorinated tertiary amine constituents are expected to have a higher range (1021 – 4020 atm∙m³/mol at 22 °C).
Executive summary:

The Henry’s Law constant (HLC) for MTDID 22327 was determined using a category approach wherein the experimental HLCs of two constituent substances with similar physical properties are used to define the upper and lower bound of the HLC range.  The resulting HLC range is 171 – 1021 atm∙m³/mol at 22 °C.  This approach is considered reliable based on the validity of the experimental values provided. Based on the anticipated HLC range, the test substance is not expected to remain in aqueous solution in open systems and it will partition to the atmosphere.

The validity of this approach to categorically group these types of substances was determined to be reliable with restrictions based on the similarity of chemical functional groups, molecular weights, water solubilities, and vapor pressures. Since the source data are for constituents of MTDID 22327, they provide the best estimate of the range of partition coefficient for MTDID 22327. The source data are from GLP-compliant studies which used scientifically acceptable methods, and they are considered reliable. This study is pertinent to the fate of MTDID 22327 and may be used for risk assessment, classification and labelling, and PBT analysis.

Data source

Reference
Reference Type:
other: Calculated values
Title:
Unnamed
Year:
2018
Report date:
2018

Materials and methods

Test guideline
Qualifier:
no guideline available
Principles of method if other than guideline:
Accepted equation for calculation of octanol-air partition coefficient.
GLP compliance:
no
Remarks:
Source data collected under GLP or ISO 17025
Type of study:
volatility
Media:
air - biota

Test material

Constituent 1
Reference substance name:
Reaction mass of perfluoro(dimethyl - N - Butylamine ) and perfluoro (methyl - di - N - propylamine) and perfluoro (dimethyl - N - propylamine and 2,2,3,3,5,5,6,6, octafluoro-4-(trifluoromethyl)morpholine and perfluoro-N-pentane
EC Number:
908-205-5
Cas Number:
2187449-42-7
IUPAC Name:
Reaction mass of perfluoro(dimethyl - N - Butylamine ) and perfluoro (methyl - di - N - propylamine) and perfluoro (dimethyl - N - propylamine and 2,2,3,3,5,5,6,6, octafluoro-4-(trifluoromethyl)morpholine and perfluoro-N-pentane
Specific details on test material used for the study:
Calculation is done using data obtained by read across from category members:
Perfluoro-N-methylmorpholine, PMM, CAS# 382-28-5
Perfluorohexanes, PFHx, CAS# 1064697-81-9
Reaction mass of perfluoro (methyl - di - N - propylamine) and mono (perfluoro ethyl), di (perfluoro-n-p
ropyl) amine and tri (perfluoro-n-propyl) amine and perfluoro N-methyl N-isopropyl n-propylamine and
perfluoro N-methyl, Nisopropyl butamine, MTDID 50908, EC# 920-778-3
Perfluorotributylamines, PTBA, CAS# 1064698-37-8

Results and discussion

Any other information on results incl. tables

Constituent

Kow

Kaw

Koa

Log Koa

Perfluoro-N-methylmorpholine, PMM, CAS# 382-28-5

21400

7060

3.03

0.48

1,1,2,2,3,3,3-heptafluoro-N-(heptafluoropropyl)-N-(trifluoromethyl)propan-1-amine

1380000

42000

32.9

1.52

1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(trifluoromethyl)butan-1-amine

289000

42000

6.88

0.84

Perfluorohexanes, PFHx, CAS# 1064697-81-9

104000

42000

2.48

0.39

Applicant's summary and conclusion

Conclusions:
The log Koa values of constituents of MTDID 22327 range from 0.39 to 1.52
Executive summary:

The octanol and air partition coefficients (Koa) for constituents of MTDID 22327 were calculated from experimental dimensionless Henry’s Law constants and experimental Kow values using the simple relationship: Koa = Kow/Kaw. The calculated log Koa values range from 0.39 to 1.52. Since the source data are for constituents of MTDID 22327, they provide the best estimate of the range of octanol:air partition coefficient for MTDID 22327.

The Koa range was calculated according to an accepted formula. Data were obtained from GLP-compliant or ISO 10725-compliant studies, with Kow studies conducted according to accepted guidelines. HLC data for tertiary amines were bracketing values from other category members. The calculation results are reliable with restrictions and suitable for use in Risk Assessment, Classification & Labelling, and PBT Analysis.