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

Other distribution data

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-reference

Cross-reference 1

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
	3³	─	1120000	214000	─
2:1	1	outlier, disregarded	1340000	280000	125000
	2	21800	1450000	317000	106000
	3³	─	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.

Cross-reference 2

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

Test material information

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.