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ヘプタデカフルオロオクチルスルホニルアミン

Perfluorooctanesulfonamide

HCID 69785
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
754-91-6
標準SMILES
NS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
InChIKey
RRRXPPIDPYTNJG-UHFFFAOYSA-N
分子式
C8F17SO2NH2
平均分子量
499.15 g/mol
単同位体質量
498.9534782

概要

Perfluorooctanesulfonamide is a perfluorinated compound that is perfluorooctane in which one of the terminal fluorines has been replace by a sulfamoyl group. It has a role as a persistent organic pollutant. It is a perfluorinated compound and a sulfonamide.

名称と識別子

優先名称
Perfluorooctanesulfonamide
IUPAC
1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide
現地名
ヘプタデカフルオロオクチルスルホニルアミン
英語名
Perfluorooctanesulfonamide
分子式
C8H2F17NO2S
分子量
499.14

名称と別名

Perfluorooctanesulfonamide754-91-61,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamidePerfluorooctane sulfonamidePerfluoroctylsulfonamidePFOSAHeptadecafluorooctanesulphonamidePerfluorooctanesulfonic acid amideDTXSID3038939AI 3-29759DESFA80AM718FML
名称をさらに表示
ペルフルオロオクタンスルホニルアミドペルフルオロオクタンスルホンアミド1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-ヘプタデカフルオロ-1-オクタンスルホンアミドヘプタデカフルオロオクチルスルホニルアミン1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-ヘプタデカフルオロオクタン-1-スルホンアミドデスエチルスルフルラミド1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-ヘプタデカフルオロ‐1‐オクタンスルホンアミドヘプタデカフルオロオクタン-1-スルホンアミドパーフルオロオクタンスルホンアミドペルフルオロ-1-オクタンスルホンアミドPERFLUOROOCTANSULFONAMIDEPerfluoro-1-octanesulfonamideFC-99ai3-29759JACS-754-91-6PerfluoroalkylsulfoamidePerfluorooctanesulfoaMide
1-Octanesulfonamide, 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-PFOSA perfluorooctanesulfonamideFOSA perfluorooctane sulfonamideCHEBI:138089RefChem:611276752-78-8 (mono-Na salt)Perfluorooctane sulfonamide (PFOSA; PFOSAm)212-046-0

物性

構造計算による物性

XLogP
4.8
極性表面積
68.5 Ų
水素結合供与体数
1
水素結合受容体数
20
回転可能結合数
7
重原子数
29
形式電荷
0
複雑度
730

実験および物理化学的性質

PFAS · 6 件

PFAS (perfluorooctane sulfonamide, n=8)

PFAS -> Other/unspecified

PFAS -> OECD Category

PFAS -> non-polymer

PFAS -> Other/unspecified

PFAS (C8H2F17NO2S)

DecompositionWhen heated to decompostion it emits toxic vapors of /oxides of sulfur, oxides of nitrogen, and fluorine/.
Collision Cross Section · 2 件

170.4 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID3038939]

170.13 Ų [M-H]-

Other Experimental PropertiesWhen heated to decomposition it emits toxic vapors of SOx, Nox, and F(-)

物理化学的性質

融点
151 · 151-152 °C
沸点
227.2 · 227.2±50.0 °C(Predicted)
比重(密度)
1.7595 · 1.7595 (estimate)
貯蔵温度
2 · 2-8°C
溶解性
アセトン(微量)、メタノール(微量)
外見
個体
酸解離定数(Pka)
7.01 · 7.01±0.60(Predicted)
色
オフホワイト

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Danger

H301 (33.3%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationHazard Traits - Hazard Trait Undefined
TSCA Requirements · 1 件

Certain perfluoroalkyl sulfonates. (a) Chemical substances and significant new uses subject to reporting. (1) The chemical substances listed in Table 1 /including 1-Octanesulfonamide, 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-/ ... of this section are subject to reporting under this section for the significant new uses described in paragraph (a)(2) of this section. ... (2) The significant new uses are: ... (ii) Any manufacture or import for any use of any chemical substance listed in Table 2 of paragraph (a)(1) of this section, except as noted in paragraph (a)(3) of this section. ... (3) Manufacture or import of any chemical substance listed in Table 2 ... for the following specific uses shall not be considered as a significant new use subject to reporting under this section: (i) Use as an anti-erosion additive in fire-resistant phosphate ester aviation hydraulic fluids. (ii) Use as a component of a photoresist substance, including a photo acid generator or surfactant, or as a component of an anti-reflective coating, used in a photomicrolithography process to produce semiconductors or similar components of electronic or other miniaturized devices. (iii) Use in coating for surface tension, static discharge, and adhesion control for analog and digital imaging films, papers, and printing plates, or as a surfactant in mixtures used to process imaging films. (iv) Use as an intermediate only to produce other chemical substances to be used solely for the uses listed in paragraph (a)(3)(i), (ii), or (iii) of this section.

化学と産業

薬理情報

Mechanism of Action · 1 件

Oxidative stress has been hypothesized to provide a mechanism by which apparently unrelated chemicals can nevertheless produce similar developmental neurotoxic outcomes. /Researchers/ used differentiating PC12 cells to compare the effects of agents from four different classes and then to evaluate antioxidant amelioration: fipronil, perfluorooctanesulfonamide (PFOSA), dieldrin and chlorpyrifos. The rank order for lipid peroxidation corresponded to the ability to evoke cell loss: fipronil>PFOSA>dieldrin>chlorpyrifos. The same sequence was found for an index of cell enlargement (protein/DNA ratio) but the effects on neurite outgrowth (membrane/total protein) diverged, with fipronil producing a decrease and PFOSA an increase. Cotreatment with antioxidants reduced (ascorbate) or eliminated (Vitamin E) lipid peroxidation caused by each of the agents but failed to protect against cell loss, with the sole exception of chlorpyrifos, for which /they/ earlier showed partial protection by Vitamin E; addition of higher NGF concentrations protected neither against oxidative stress nor cell loss. Despite the failure to prevent cell loss, ascorbate protected the cells from the effects of PFOSA on neuritic outgrowth; NGF, and to a lesser extent, ascorbate, offset the effects of fipronil on both cell enlargement and neuritogenesis. At the same time, the ameliorant treatments also worsened some of the other toxicant effects. /The/ results point out the problems in concluding that, just because a neurotoxicant produces oxidative stress, antioxidant therapy will be effective in preventing damage. Instead, additional mechanisms for each agent may provide alternative routes to neurotoxicity, or may be additive or synergistic with oxidative stress.

用途と製造

Uses · 3 件

In protective coatings for fabrics and carpet, paper coatings, insecticide formulations, and surfactants /Perfluorochemicals/

non-polymer PFAS -> Oil and Gas Industry -> Heavy crude oil well polymer blocking remover

• Detected in all weather jackets [Ref: Schulze P-E, Norin H. Fluorinated Pollutants in All-Weather Clothing.; 2006.]

Use Classification · 3 件

PFAS -> PFalkylsulfonamides (FASA)

関連反応

2 件
反応記録を作成
HRID 484775 の反応式
HRID 484775反応物としてuspto-grants-1985_08
HRID 1164471 の反応式
HRID 1164471反応物としてuspto-grants-1983_01

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

データベース識別子

CAS
754-91-6
PubChem CID
69785
DTXSID
DTXSID3038939
ChEMBL
CHEMBL1087375
ChEBI
CHEBI:138089
UNII
80AM718FML
EC Number
212-046-0
Nikkaji
J27.719C
Henry's Law Constant
5.5 · 5.5×10-6 mol/(m3Pa) at 25℃, HSDB (2015)
InChI
1S/C8H2F17NO2S/c9-1(10,3(13,14)5(17,18)7(21,22)23)2(11,12)4(15,16)6(19,20)8(24,25)29(26,27)28/h(H2,26,27,28)
InChIKey
RRRXPPIDPYTNJG-UHFFFAOYSA-N
SMILES
NS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
CAS データベース
754 · 754-91-6(CAS DataBase Reference)
EPAの化学物質情報
Perfluorooctanesulfonamide (754-91-6)

化学的性質

化学的特性White to off-white solid

Hazard Classes and CategoriesAcute Tox. 3 (33.3%)

安全と保護具

Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

毒性情報

Body Burden · 5 件

Perfluorooctanesulfonamide was detected in 26% of 299 cord blood serum samples taken from singletons born in 2004 to 2005 in Baltimore, MD at a range of not detected (detection limit 0.05 ng/mL) to 0.8 ng/mL(1). Perfluorooctanesulfonamide was detected (detection limit 0.05 ng/mL) in all serum samples from the US population (1562 participants) as studied in the National Health and Nutrition Examination Survey (NHANES) conducted 1999 thru 2000, with a mean concentration of 0.4 ng/mL(2). Perfluorooctanesulfonamide was also detected (detection limit 0.05 ng/mL) in all serum samples from the NHANES survey conducted 2001 thru 2002 (1832 participants), with a mean concentration of 0.19 ng/mL(3). In the NHANES survey conducted 2003 thru 2004 perfluorooctanesulfonamide was detected (detection limit 0.2 ug/L) in 22.2% of the 2094 serum samples analyzed(4). Perfluorooctanesulfonamide was detected in five of 65 human sera samples obtained from US biological supply companies at concentrations of 1.5 to 2.2 ppb(5). The concentration of perfluorooctanesulfonamide in the serum of 20 Atlanta residents was <0.2 to 0.7 ng/mL, samples were collected July 2003(6). Perfluorooctanesulfonamide was not detected (detection limit 0.7 ng/mL) in two human milk samples, collection information was not provided(6). Perfluorooctanesulfonamide concentrations in human sera were <1.3-23.5 and 1.3-26 ng/mL in samples from Michigan and Kentucky(7).

Perfluorooctanesulfonamide levels in New York State infants using Newborn Screening Programs dried blood spots analysis(1).[Table#7996]

Perfluorooctanesulfonamide was detected in human blood samples at 1.3-1.7 ng/mL in 12.5% of females and 1.5-2.3 ng/mL in 9.5% of males collected at local hospitals in Siena, Italy(1). Perfluorooctanesulfonamide concentration was <0.050 ng/mL (1977), increased to 0.69 ng/mL (1989) and then decreased to <0.05 ng/mL (2003) in 24 pooled serum samples from men, age 40 to 50 years, representing 1977 to 2006(2). Pooled samples were obtained from archived serum samples from a biobank at the Norwegian Institute of Public Health(2). Perfluorooctanesulfonamide was not detected (detection limit 1.0 ng/mL) in 15 maternal and 15 cord blood samples taken Feb to July 2003 at Hospitals in Hokkaido, Japan(3). Perfluorooctanesulfonamide concentrations in human sera were <0.4-5.6, <0.4-2.3, <1.3-2.3, <0.4-7.7, <3, <3, 1.3-11, <0.1-7.2 and <2.6-9.5 ng/mL in samples from Colombia, Brazil, Italy, Poland, Belgium, India, Malaysia, Korea and Japan, respectively(4). Whole blood samples collected in Sweden, 1997-2000 contained 0.4-22.9 pg/uL of perfluorooctanesulfonamide(5). Perfluorooctanesulfonamide was found in 40 pooled serum samples collected from 3802 Australian residents collected Nov 2002 to April 2003 at 0.36 to 2.4 ng/mL(6). Perfluorooctanesulfonamide was detected in 24% of 84 pools of human blood serum taken from 2420 Queensland, Australia donors in 2006 to 2007, concentrations reported were <0.1-5 ng/mL(7). Human blood samples from volunteer donors from five Chinese cities (Shenyang, Beijing, Gulyang, Jintan, Nanjing) collected in 2004 had perfluorooctanesulfonamide concentrations of 0.0347 to 3.10 ng/mL(8).

Concentration of perfluorooctanesulfonamide in adult (age 19-62) human blood, 15 samples from each category, taken from citizens of Gdansk, Poland and nearby villages. Blood donations were all collected July 2003(1).[Table#7997]

For more Body Burden (Complete) data for Perfluorooctanesulfonamide (6 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 3.6X10+5(SRC), determined from a structure estimation method(2), indicates that perfluorooctanesulfonamide is expected to be immobile in soil(SRC). Volatilization of perfluorooctanesulfonamide from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Perfluorooctanesulfonamide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.31 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). Biodegradation data in soil were not available(2012, SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3.6X10+5(SRC), determined from a structure estimation method(2), indicates that perfluorooctanesulfonamide is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 6.5 hours and 8.8 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 11 years if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 3100(SRC), from an estimated log Kow of 5.8(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). Biodegradation data in water were not available(2012, SRC). Perfluorooctanesulfonamide is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), perfluorooctanesulfonamide, which has an estimated vapor pressure of 0.31 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase perfluorooctanesulfonamide is not expected to react with photochemically-produced hydroxyl radicals(SRC). Perfluorooctanesulfonamide does not contain chromophores that absorb at wavelengths >290 nm(3) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Milk ConcentrationsPerfluorooctanesulfonamide was not detected (detection limit 0.7 ng/mL) in two human milk samples, collection information was not provided(1).
Ecotoxicity Excerpts · 3 件

/BIRDS and MAMMALS/ Contamination levels of perfluorinated compounds (PFCs), including perfluorooctanesulfonate (PFOS), perfluorononanoic acid (PFNA), perfluorooctane sulfonamide (PFOSA), perfluorohexanesulfonate (PFHS), and perfluorooctanoic acid (PFOA), were determined in the livers of wild common cormorants (Phalacrocorax carbo) from Lake Biwa, Japan. Potential effects of PFCs alone and combined effects by complex mixture of PFCs and dioxins and related compounds (DRCs) were also assessed by gene expression profiling using a cormorant oligo array. Perfluorooctanesulfonate, PFNA, and PFOSA were detected in almost all liver samples analyzed, while concentrations of PFHS and PFOA were below the limit of quantification. The microarray data analyses revealed that hepatic PFC levels were correlated with the expression of 74 genes. Real-time reverse-transcript polymerase chain reaction data demonstrated that PFOS concentration was positively correlated with mRNA levels of glutathione peroxidase 1 and glutathione S-transferase alpha 3 and negatively correlated with levels of heat shock 70-kDa protein 8 and tumor rejection antigen 1 mRNAs. These results suggest the induction of antioxidant enzymes in response to oxidative stress caused by PFCs and the suppression of molecular chaperones, leading to reduction in protein stability. Moreover, multiple regression analyses identified seven significant models in which certain genes showed expression levels altered by accumulation of PFCs and DRCs. The regression models explained associations with cytochrome P450 1A mRNA and protein expression levels, and its catalytic activity, ethoxy-resorufin-O-deethylase of both PFNA and the 2,3,7,8-tetrachlorodibenzo-p-dioxin toxic equivalent levels. Thus, the regression models suggested the potential of PFCs to enhance toxicities of DRCs. Since mixture toxicity is an urgent issue, further study is required to understand the effects of mixtures of PFCs and DRCs in wild cormorants.

/BIRDS and MAMMALS/ Perfluoroalkyl substances were determined in polar bears (Ursus maritimus) collected in East Greenland (69 deg 00'N to 74 deg 00''N) to compare with other populations and to examine effects of age and gender on concentrations of these contaminants. Hepatic tissue (n=29) was analyzed for perfluorooctane sulfonate (PFOS), perfluorooctanoate (PFOA), perfluorohexane sulfonate, heptadecafluorooctane sulfonamide (PFOSA), and perfluoroalkyl carboxylates (PFCAs) with C9-C15 perfluorinated carbon chains by liquid chromatography tandem mass spectrometry. Concentrations of PFOS found in samples from East Greenland (mean = 2,470 + or - 1,320 ng/g wet weight) were similar to Hudson Bay, Canada, and both populations had significantly greater concentrations than those reported for Alaska, suggesting a spatial trend. Male bears showed a significant increase in concentration up to age six for PFCAs with C10-C14 carbon chains (r2=0.50, p=0.05). Significant correlations were found between adjacent chain length PFCAs, (e.g., PFNA to PFDA: p<0.05; r2=0.90). This may indicate a common source for these chemicals, although the specifics of source and mode of transport are unknown. No significant correlations were found between concentrations of PFCAs in liver tissue and previously reported polychlorinated biphenyl (PCB) congeners analyzed in fat samples from the same bears.

Animal Concentrations · 5 件

Archived liver samples for northern sea otters from south-central Alaska had perfluorooctanesulfonamide concentrations of 2.3, 11.1, 5.2, 6.8, 9.8, 6.6, 15.2, 12.7, 3.3, 4.2, 2.3 and <1.7 ng/g wet weight in 1992, 1993, 1994, 1996, 1997, 1998, 1999, 2000, 2001, 2002, 2003 and 2004 thru 2007, respectively(1). Perfluorooctanesulfonamide was not detected (1.0 ng/g wet weight) in little brown bats (Myotis lucifugus) that had signs of white nose syndrome, collected from caves in eastern New York State from Feb to March 2008(2). Perfluorooctanesulfonamide was found in mink liver, green frog liver and snapping turtle plasma at <2-181, <19 and <1-15.5, respectively, in samples taken from Michigan watersheds(3). One of 73 loggerhead turtles, caught off the US southeastern coast, contained perfluorooctanesulfonamide in its plasma at 61.1 pg/mL, six Kemp's ridley sea turtles were also tested, perfluorooctanesulfonamide was not detected (detection limit 50 pg/mL) in any of these(4). Eider duck and white winged scoter liver samples, collected from the Hudson Bay region of northeastern Canada May to Sept 1999 to 2003, did not contain perfluorooctanesulfonamide (detection limit 0.03 ng/g wet weight)(5). Perfluorooctanesulfonamide was detected in 27 beluga whale liver samples at 4.52-27.8 ng/g, collected from Cook Inlet, AK from 1992 to 2006 and in 41 beluga whale liver samples at 11.2-65.7 ng/g, collected from Chukchi Sea, AK from 1989 to 2000(6). Perfluorooctanesulfonamide was not detected (detection limit 7.5 ng/g wet weight) in 87 waterfowl (20 common merganser, 2 hooded merganser, 3 bufflehead, 31 mallard, 1 surf scoter, 1 black duck, 20 common goldeneye, 2 greater scaup, 6 lesser scaup, 1 ring-neck) liver samples collected from the Niagara River region New York from 1994 to 2000(7). Perfluorooctanesulfonamide was detected in five narwhal and five beluga sampled from the Arctic at 6.8-10.9 and 3.9-48.4 ng/g wet weight, respectively(8).

Reported perfluorooctanesulfonamide concentrations in beluga whales collected from the Hudson Bay region of northeastern Canada May to Sept 1999 to 2003(1).[Table#7988]

Perfluorooctanesulfonamide was detected in all the marine mammal (grey seal, minke whale, pilot whale) samples taken from Sweden, Denmark, Iceland and the Faeroe Islands(1). Perfluorooctanesulfonamide was not detected (detection limit 2.3 ng/g wet weight) in thick-billed murres collected 1975 (5 samples), 1993 (10 samples) and 2004 (10 samples) all from Prince Leopold Island, Nunavut, Canada(2). Perfluorooctanesulfonamide was not detected (detection limit 2.3 ng/g wet weight) in northern fulmars collected 1975 (9 samples), 1987 (8 samples) and 2003 (9 samples), but was detected in 10 northern fulmars collected in 1993 at concentrations of 0.18-5.3 ng/g wet weight(2). Blood samples from 16 eider duck (Sommateria mollisima), collected from the Gulf of Gdansk in Feb 2003, contained perfluorooctanesulfonamide at 100-800 pg/mL(3). The concentration of perfluorooctanesulfonamide in melon headed whales stranded along the Japanese coast was 6.0 to 12.3 ng/g wet weigh in 1982, 25.3 to 111 ng/g wet weight in 2001/2002 and 11.6 to 36.3 ng/g wet weight in 2006(4). Perfluorooctanesulfonamide was detected in pelicans (Pelecanus occidentalis) collected from the Cartagena Bay, Columbia, Jan 12, 2004, at 1.0-1.8, <1-2.2, <1, <1-1.5, <1-1, <1 and <1-2.7 ng/g wet weight in brain, muscle, heart, lung, spleen, liver and kidney, respectively(5). Dolphin samples from Paraiba do Sul River, Brazil had perfluorooctanesulfonamide concentrations of 3.38-60.5, 7.58 and 16.0 ng/g wet weight in liver, muscle and kidney tissue, respectively(6). Livers from five cormorants, two raccoon dogs, two large-bill crows, and two eagles collected from Kyoto, Japan had perfluorooctanesulfonamide concentrations of 87-362, 3.7-14, 0.31-1.7, and 30-59 ng/g wet weight, respectively(7). Liver samples from 29 polar bear captured in eastern Greenland contained a mean concentration of 28 ng/g wet weight of perfluorooctanesulfonamide(8). The mean concentration of perfluorooctanesulfonamide was <1.7-71.5 ng/g wet weight in liver tissue from polar bears collected at seven locations in the North American and European Arctic(9). Perfluorooctanesulfonamide was not detected in Laysan albatross liver, serum or whole egg samples or in black-footed albatross whole egg or egg yolk samples, albatross were collected from the Atlantic and India southern oceans(10). Perfluorooctanesulfonamide was not detected (detection limit 0.8 ng/g wet weight) in 17 little ringed plover and seven parrot bill but was detected in 40% of 20 little egret egg yolks at <0.8-4.7 ng/g wet weight, samples were collected around Lake Shihwa, Korea in May 2006(11).

Effluent ConcentrationsPerfluorooctanesulfonamide was not detected in sewage effluent samples from Finland, Norway and the Faeroe Islands nor in landfill effluent samples taken from Finland and Norway(1).
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of perfluorooctanesulfonamide can be estimated to be 3.6X10+5(SRC). According to a classification scheme(2), this estimated Koc value suggests that perfluorooctanesulfonamide is expected to be immobile in soil. The log Koc for perfluorooctanesulfonamide was 4.1 measured in three sediments(3).

Atmospheric Concentrations · 3 件

URBAN/SUBURBAN: Perfluorooctanesulfonamide was detected in atmospheric samples from Barsbuttel, Germany at a maximum concentration of 0.5 pg/cu m, each sample was collected over a three to four day time span and the study was run April 2007 to June 2008(1).

INDOOR: Perfluorooctanesulfonamide was not detected in 40 indoor air samples from Oslo, Norway households(1).

RUARL/REMOTE: Although there is limited data for atmospheric concentrations of perfluorooctanesulfonamide(SRC, 2012), perfluoroalkyl contaminants have been shown to be widespread(1-2).

Human Toxicity Excerpts · 1 件

/BIOMONITORING/ /Reaserchers/ studied occurrence and levels of PFCs in human milk in relation to maternal serum together with the temporal trend in milk levels between 1996 and 2004 in Sweden. Matched, individual human milk and serum samples from 12 primiparous women in Sweden were analyzed together with composite milk samples (25-90 women/year) from 1996 to 2004. Eight PFCs were detected in the serum samples, and five of them were also above the detection limits in the milk samples. Perfluorooctanesulfonate (PFOS) and perfluorohexanesulfonate (PFHxS) were detected in all milk samples at mean concentrations of 0.201 ng/mL and 0.085 ng/mL, respectively. Perfluorooctanesulfonamide (PFOSA), perfluorooctanoic acid (PFOA), and perfluorononanoic acid (PFNA) were detected less frequently. The total PFC concentration in maternal serum was 32 ng/mL, and the corresponding milk concentration was 0.34 ng/mL. The PFOS milk level was on average 1% of the corresponding serum level. There was a strong association between increasing serum concentration and increasing milk concentration for PFOS (r(2) = 0.7) and PFHxS (r(2) = 0.8). PFOS and PFHxS levels in composite milk samples were relatively unchanged between 1996 and 2004, with a total variation of 20 and 32% coefficient of variation, respectively. The calculated total amount of PFCs transferred by lactation to a breast-fed infant in this study was approximately 200 ng/day. Lactation is a considerable source of exposure for infants, and reference concentrations for hazard assessments are needed.

Fish/Seafood Concentrations · 5 件

Perfluorooctanesulfonamide was detected in all trout samples taken from Lake Ontario in a trend study done from 1979 to 2004(1). The concentration peaked in 1993 at about 3 ng/g (detection limit 1.8 pg/g)(1). Fish from Michigan waters did not contain perfluorooctanesulfonamide (<19 ng/g wet weight)(2). Fish samples, collected from the Hudson Bay region of northeastern Canada May to Sept 1999 to 2003, had the following perfluorooctanesulfonamide concentrations: 71% of capelin (whole body) at 0.17-3.2 ng/g, 100% of cod (muscle) at 0.44-4.9 ng/g and 67% of salmon (muscle) at 0.09-4.7 ng/g(3). Largemouth bass caught from lakes throughout New York from 2001 to 2003 had perfluorooctanesulfonamide concentrations of <1.5-7.6 ng/g wet weight in the liver, smallmouth bass taken in the same survey had liver concentrations of <1.5-11.4 ng/g wet weight(4).

Perfluorooctanesulfonamide in aquatic organisms at various tropic levels in a Great Lakes food chain, 1998-2001(1).[Table#8000]

Perfluorooctanesulfonamide was detected in all freshwater fish (pike, perch, burbot, trout) samples taken from Finland, Sweden and Norway with the highest concentration reported in pike from Norway at a concentration of 141 ng/g wet weight(1). Perfluorooctanesulfonamide was also detected in all marine water fish (cod, flounder, eelpout, herring, long rough dab, sculpin, dab, arctic char) samples from Sweden, Denmark, Iceland and the Faeroe Islands(1). Blood samples from 18 cod (Gadus morhua), collected from the Gulf of Gdansk in Feb 2003, contained perfluorooctanesulfonamide at 1200-13,000 pg/mL(2). Perfluorooctanesulfonamide was not detected in fish bile from mullet (Mugil incilis) collected from Cartagena Bay, Totumo Marsh or Covenas off the northern coast of Columbia, samples were collected in Dec 2003(3). Ten herring, about the size a common guillemot would eat, sampled from Landsort, Baltic Sea in 2005 contained perfluorooctanesulfonamide at concentrations of 0.12 to 0.41 ng/g wet weight(4). Perfluorooctanesulfonamide was detected in mussel and oyster samples collected from the east Chinese coast at 37.8-287.7 ng/g wet weight (297.6-2247.7 ng/g dry weight) and at 2957.0 ng/g wet weight (19,201.3 ng/g dry weight) in mussel and oyster samples taken from Tokyo Bay, Japan(5). Perfluorooctanesulfonamide was not detected (detection limit 0.035 ng/g) in zooplankton, clams, shrimp, Arctic cod or redfish(6).

The concentration of perfluorooctanesulfonamide was reported in fish sampled from Lake Vattern, Sweden and the Baltic Sea in 2001 with the following results in ng/g fresh weight(1).[Table#8001]

For more Fish/Seafood Concentrations (Complete) data for Perfluorooctanesulfonamide (6 total), please visit the HSDB record page.

Artificial Pollution Sources · 1 件

Perfluorochemicals like perfluorooctanesulfonamide have been widely used since the 1950s in many industrial and consumer products, including protective coatings for fabrics and carpet, paper coatings, insecticide formulations, and surfactants(1). Perfluorooctanesulfonamide's production and use may result in its release to the environment through various waste streams(SRC).

Environmental BiodegradationBiodegradation data in soil or in water were not available. (2012, SRC)

法規制情報

TSCA Requirements · 1 件

Certain perfluoroalkyl sulfonates. (a) Chemical substances and significant new uses subject to reporting. (1) The chemical substances listed in Table 1 /including 1-Octanesulfonamide, 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-/ ... of this section are subject to reporting under this section for the significant new uses described in paragraph (a)(2) of this section. ... (2) The significant new uses are: ... (ii) Any manufacture or import for any use of any chemical substance listed in Table 2 of paragraph (a)(1) of this section, except as noted in paragraph (a)(3) of this section. ... (3) Manufacture or import of any chemical substance listed in Table 2 ... for the following specific uses shall not be considered as a significant new use subject to reporting under this section: (i) Use as an anti-erosion additive in fire-resistant phosphate ester aviation hydraulic fluids. (ii) Use as a component of a photoresist substance, including a photo acid generator or surfactant, or as a component of an anti-reflective coating, used in a photomicrolithography process to produce semiconductors or similar components of electronic or other miniaturized devices. (iii) Use in coating for surface tension, static discharge, and adhesion control for analog and digital imaging films, papers, and printing plates, or as a surfactant in mixtures used to process imaging films. (iv) Use as an intermediate only to produce other chemical substances to be used solely for the uses listed in paragraph (a)(3)(i), (ii), or (iii) of this section.

安全データ

wgk
WGK 3
毒性
LD50 orl-rat: >172 mg/kg ATDAEI 15(Suppl 1),S104,1996
hs_code
29241990
risk_code
53
hazard_code
Xi
hazard_note
Irritant
safety_code
22-24/25
Hazard Classifications
Acute Tox. 4 InhalationAcute Tox. 4 OralAquatic Chronic 2Carc. 2Lact.Repr. 1BSTOT RE 1
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
有毒物質データの
754-91-6(Hazardous Substances Data)

PFAS (per- and polyfluoroalkyl substances) -> OECD Category

PFAS (perfluorooctane sulfonamide, n=8)

応用分野

使用Perfluorooctanesulfonamide is a longer chain fluorinated surfactant used in polymers. Used in aqueous film firm-forming foam to extinguish hydrocarbon-based fires.

上流・下流製品情報

下流製品

fluorocarbon surfactant FC-1341,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-ヘプタデカフルオロ-N,N-ビス(2-ヒドロキシエチル)-1-オクタンスルホンアミドN-96%

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/AQUATIC SPECIES/ Perfluorinated surfactants (PFSs) in Asian freshwater fish species were analyzed to investigate tissue distribution, temporal trends, extent of pollution, and level of PFS exposure through food intake. Freshwater fish species, namely carp, snakehead, and catfish, were collected in Japan, Vietnam, India, Malaysia, and Thailand, and 10 PFSs, including perfluorooctanesulfonate (PFOS) and perfluorooctanoate, were analyzed by liquid chromatography-tandem mass spectrometry. PFSs in carp in Tokyo were more concentrated in kidneys (sum of 10 PFSs = 257 +/- 95 ng/g wet weight [ww]) and livers (119 +/- 36 ng/g ww) than in ovaries (43 +/- 2 ng/g ww) and muscles (24 +/- 17 ng/g ww). Concentrations of PFOS and its precursor, perfluorooctane sulfonamide, in livers of carp and in waters in Tokyo showed a dramatic decrease during the last decade, probably because of 3 M's phasing-out of the manufacture of perfluorooctanesulfonyl-fluoride-based products in 2000. In contrast, continuing contamination by long-chain perfluorocarboxylates (PFCAs) with > or =9 fluorinated carbons was seen in multiple media, suggesting that these compounds continue to be emitted. PFS concentrations in freshwater fish species in tropical Asian countries were generally lower than those in developed countries, such as Japan, e.g., for PFOS in muscle, Vietnam < 0.05-0.3 ng/g ww; India < 0.05-0.2 ng/g ww; Malaysia < 0.05-0.2 ng/g ww; Thailand < 0.05 ng/g ww; and Japan (Tokyo) = 5.1-22 ng/g ww. Daily intake of short-chain PFCAs with < or =8 fluorinated carbons from freshwater fish species in Japan was approximately one order of magnitude lower than that from drinking water, whereas daily intake of PFOS and long-chain PFCAs with > or =9 fluorinated carbons from freshwater fish species was comparable with or greater than that from drinking water. Because the risk posed by exposure to these compounds through intake of fish species is a matter of concern, we recommend the continued monitoring of PFS levels in Asian developing countries. /Perfluorinated surfactants/

Temporal trends of perfluorooctanesulfonamide levels in tawny owl (Strix aluco) eggs collected from Central Norway were examined over a 24 year period(1).[Table#7989]

For more Animal Concentrations (Complete) data for Perfluorooctanesulfonamide (10 total), please visit the HSDB record page.