헵타데카플루오로-1-옥테인설폰산(헵타데카플루오르-1-옥탄설폰산)
헵타데카플루오로-1-옥테인설폰산(헵타데카플루오르-1-옥탄설폰산) · 1-옥테인설폰산,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-헵타데카플루오로- · 헵타데카플루오로-1-옥테인설폰산(헵타데카플루오르-1-옥탄설폰산)(HEPTADECAFLUORO-1-OCATANESULFONICACID) · 1-옥테인설폰산, 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-헵타데카플루오로- · 1-옥테인설폰산, 헵타데카플루오로- · 1-퍼플루오로옥테인설폰산 · 퍼플루오로-n-옥테인설폰산 · 퍼플루오로옥테인설폰산
식별자 및 물리적 특성
| CAS No. | 1763-23-1 |
|---|---|
| 분자식 | C8HF17O3S |
| 평균 분자량 | 500.13 g/mol |
| 단동위원소 질량 | 499.9374938 g/mol |
| SMILES | O=S(=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 | YFSUTJLHUFNCNZ-UHFFFAOYSA-N |
| PubChem CID | 74483 |
| ChEMBL | CHEMBL1876554 |
| ChEBI | CHEBI:39421 |
| EC No. | 217-179-8 |
| DTXSID | DTXSID3031864 |
| 현지명 | 헵타데카플루오로-1-옥테인설폰산(헵타데카플루오르-1-옥탄설폰산) |
화학 및 물리적 성질
| XLogP | 5 |
|---|---|
| 극성 표면적 | 62.8 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 20 |
| 회전 가능 결합 수 | 7 |
| 무거운 원자 수 | 29 |
| 형식 전하 | 0 |
| 복잡도 | 727 |
| LogP(분배 계수) | The log Kow is not measurable since PFOS forms multiple layers in an octanol-water mixture |
| Color/Form | Liquid |
| 용해도 | The surface active properties of the potassium salt of PFOS make a direct determination of the octanol-water partition coefficient impossible. In a preliminary study reported by 3M an inseparable emulsion was formed. 3M determined the solubility of PFOS (K salt) in octanol as 56 mg/L, and calculated the log Kow from the ratio of solubilities, giving a log Kow value of -1.08. /Potassium salt/Water solubility of the potassium salt: A value of 570 mg/L was reported from a 1999 study by 3M for pure water. A more recent 3M assessment found values of 519 and 680 mg/L at 20 and 25 °C, respectively, in pure water. Solubility in salt water is reduced from that in pure water. In natural seawater a solubility of 12.4 mg/L at 22-23 °CC was measured. A value of 20.0 mg/L was obtained for a sodium chloride solution at 3.5% salinity, the same as the natural seawater. /Perfluorooctane sulfonic acid, potassium salt/Ethanol: 10 mg/ml |
| 인화점 | 11 °C - closed cup |
| 끓는 점 | 249 °CBP: 133 °C at 6 mm Hg260 °C |
| Decomposition | When heated to decomposition it emits toxic vapors of /sulfur oxides/ and /fluorine/. |
| 증기압 | VP: 3.31X10-4 Pa at 20 °C (2.48X10-6 mm Hg) measured by OECD Method 104 ... however, a note in the 3M assessment comments that this result is thought to be due to volatile impurities in the substance. /Perfluorooctane sulfonic acid, potassium salt/2.0X10-3 mm Hg at 25 °C /estimated by extrapolation of the boiling pt and two reduced pressure boiling pts (6 mm Hg at 133 °C and 10 mm Hg at 145 °C) via Antoine method fit/ |
| 헨리 상수 | Henry's Law constant (potassium salt): direct measurement by 3M found the air-water partition coefficient to be very low and much less than the Henry's Law constant of water (4.34X10-7 atm-cu m/mol). /Perfluorooctane sulfonic acid, potassium salt/9.0×10-4 mol/(m3Pa) at 25℃, Zhang et al. (2010) |
| Physical Description | Liquid[HSDB] Off-white to grey liquid[MSDSonline] |
| Stability/Shelf Life | Stable under recommended storage conditions. |
| Ionization Efficiency | Negative2.7710.5Agilent XCTElectrospray ionizationammonia (10nM) |
| Dissociation Constants | pKa = <1.0 |
| 녹는점 | 90 °C |
| 밀도 | 1.25 |
| 저장 조건 | 2-8°C |
| pKa(산도 계수) | -3.27±0.50(Predicted) |
| BRN | 1813859 |
| 주요 응용 | PFAS 테스트청소용품화장품환경음식 및 음료개인 위생 관리 |
| InChI | InChI=1S/C8HF17O3S/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(H,26,27,28) |
| InChIKey | YFSUTJLHUFNCNZ-UHFFFAOYSA-N |
| SMILES | C(F)(F)(S(O)(=O)=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F |
| EPA | Perfluorooctane sulfonic acid (1763-23-1) |
화학적 성질
Perfluorooctane sulfonate can exist as a liquid or a powder. It is soluble in water (NTP, 2013). Perfluorooctane sulfonate has the ability to react with strong oxidizing agents. Upon decomposition, PFOS can form carbon oxides, sulfur oxides, and hydrogen fluoride. Additional information related to the physical and chemical properties of PFOS are not currently available.
안전 및 규제
| GHS 분류 | DangerH302: Harmful if swallowed [Warning Acute toxicity, oral]H332: Harmful if inhaled [Warning Acute toxicity, inhalation]H351: Suspected of causing cancer [Warning Carcinogenicity]H360D ***: May damage the unborn child [Danger Reproductive toxicity]H362: May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]H372 **: Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]H411: Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P203, P260, P261, P263, P264, P270, P271, P273, P280, P301+P317, P304+P340, P317, P318, P319, P330, P391, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 규제 정보 | Hazard Traits - BioaccumulationCarcinogenicityDevelopmental ToxicityEnvironmental PersistenceImmunotoxicityReproductive ToxicityAuthoritative List - CA NLsCECBP - Priority ChemicalsEC Annex VI CMRs - Cat. 1BIARC Carcinogens - 2BOSPAR Priority Action Part AProp 65WA PBTsReport - regardless of intended function of ingredient in the productRegulation (EC) No 178/2002 (amended)S - indicates a substance that is identified in a final Significant New Use Rule.Substance: Heptadecafluorooctane-1-sulphonic acidEC: 217-179-8Date of inclusion in the POPs Regulation: 24-Aug-2010POPs Regulation Annex: Annex I, part AAnnex IV |
| 유해성 요약 | Animals given high doses develop liver enlargement and elevated cholesterol. The presence of PFOS in nonoccupationally exposed populations and wildlife has raised concerns about the environmental and health effects of PFOS and prompted the phase-out of the production of POSF-based chemicals by the major producer. A study of 1895 employees in PFOS-exposed jobs, no increased risks for several cancers, low birth weights, or other common health problems were found. [Reference #1] Caused severe eye irritation in rabbits in one study, and mild to moderate irritation in several others |
용도
개요
Perfluorooctanesulfonic acid or perfluorooctane sulfonate (PFOS), is a man-made fluorosurfactant and global pollutant. It is a very useful catalyst in chemical industry. It can catalyze the Intramolecular Hydroamination of Olefinic Sulfonamides in Fluorous Biphase System (FBS)1. It can also catalyze ring-opening reactions of methylenecyclopropanes with aromatic amines, sulfonamides and alcohols in supercritical carbon dioxide2. It is useful in the nitroaldol reaction in fluorous media, which is an important improvement of the chemo-selective addition of aldehyde3.
용도
Perfluorooctane sulfonate (PFOS, 1-octanesulfonic acid, heptadecafluorooctanesulfonic acid, perfluorooctanesulfonic acid, 1-perfluorooctanesulfonic acid) is an eight-carbon compound in the perfluoroalkyl family of chemicals. Perfluorooctane sulfonate is used in a variety of applications, including textiles, leather products, cleaning products, and pesticides. Its main use was as a stain repellent on carpet, furniture, and other consumer products. 3M was the primary manufacturer of the chemical until it voluntarily phased it out in 2002 (USEPA, 2012). Perfluorooctane sulfonate is not manufactured any longer in the United States, but it can be imported for use in specific applications.
일반 설명
Heptadecafluorooctanesulfonic acid belongs to the class of perfluorinated alkyl acids and is emerging as persistent organic contaminants in the environment.