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Perfluorobutanesulfonic acid

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Perfluorobutanesulfonic acid
Names
Preferred IUPAC name Perfluorobutanesulfonic acid
Systematic IUPAC name 1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonic acid
Other names FC-98

Nonaflate
Nonafluorobutanesulphonic acid
Perfluorobutane sulfonate

PFBS
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.176 Edit this at Wikidata
EC Number
  • 206-793-1
PubChem CID
RTECS number
  • EK5930000
UN number 3094, 3265
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4HF9O3S/c5-1(6,3(9,10)11)2(7,8)4(12,13)17(14,15)16/h(H,14,15,16)Key: JGTNAGYHADQMCM-UHFFFAOYSA-N
  • InChI=1S/C4HF9O3S/c5-1(6,3(9,10)11)2(7,8)4(12,13)17(14,15)16/h(H,14,15,16)Key: JGTNAGYHADQMCM-UHFFFAOYSA-N
SMILES
  • OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
Properties
Chemical formula C4HF9O3S
Molar mass 300.10 g/mol
Melting point 76–84 °C
Boiling point 211 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Perfluorobutanesulfonic acid (PFBS) is a chemical compound with a four carbon fluorocarbon chain and a sulfonic acid functional group. As an anion it functions as a stable fluorosurfactant because of the strength of carbon–fluorine bonds.

PFBS has served as a replacement for the persistent, toxic, and bioaccumulative perfluorooctanesulfonic acid (PFOS) in 3M's Scotchgard stain repellents since June 2003. PFBS has a much shorter half-life in people than PFOS (a little over one month vs. 5.4 years). While PFBS is expected to be persistent in the environment, multiple studies indicate PFBS is neither toxic nor bioaccumulative.

3M markets surfactant with PFBS in two fluorosurfactants.

See also

References

  1. "Nonafluorobutanesulphonic acid - 59933-66-3 Catalog of Chemical Suppliers". Retrieved 16 January 2009.
  2. Nonafluorobutanesulfonic acid at ChemIDplus
  3. Ullah, Aziz (2006). "The Fluorochemical Dilemma: What the PFOS/PFOA fuss is all about" (PDF). Cleaning & Restoration. Retrieved 16 January 2009. {{cite journal}}: Unknown parameter |month= ignored (help)
  4. ^ Renner R (2006). "The long and the short of perfluorinated replacements". Environ. Sci. Technol. 40 (1): 12–3. doi:10.1021/es062612a. PMID 16433328. {{cite journal}}: Unknown parameter |month= ignored (help)
  5. Betts KS (2007). "Perfluoroalkyl acids: what is the evidence telling us?". Environ. Health Perspect. 115 (5): A250–6. doi:10.1289/ehp.115-a250. PMC 1867999. PMID 17520044. {{cite journal}}: Unknown parameter |month= ignored (help)
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