(1S,10R,11S,14R,15S)-9-{9-[(1S,10R,11S,14S,15S)-14-(acetyloxy)-15-methyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-9-yl]nonyl}-15-methyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl acetate

• ChemBase ID: 175554
• Molecular Formular: C49H72O6
• Molecular Mass: 757.09238
• Monoisotopic Mass: 756.53289002
• SMILES: C1C(=O)C=C2C(C1)[C@@H]1[C@@H](C(C2)CCCCCCCCCC2CC3=CC(=O)CCC3[C@@H]3[C@@H]2[C@H]2[C@](CC3)([C@H](CC2)OC(=O)C)C)[C@H]2[C@](CC1)([C@@H](CC2)OC(=O)C)C
• Canonical SMILES: CC(=O)O[C@@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C(CCCCCCCCCC2CC3=CC(=O)CCC3[C@@H]3[C@@H]2[C@@H]2CC[C@@H]([C@]2(CC3)C)OC(=O)C)CC2=CC(=O)CCC12
• InChI: InChI=1S/C49H72O6/c1-30(50)54-44-20-18-42-46-32(26-34-28-36(52)14-16-38(34)40(46)22-24-48(42,44)3)12-10-8-6-5-7-9-11-13-33-27-35-29-37(53)15-17-39(35)41-23-25-49(4)43(47(33)41)19-21-45(49)55-31(2)51/h28-29,32-33,38-47H,5-27H2,1-4H3/t32?,33?,38?,39?,40-,41-,42+,43+,44-,45+,46-,47-,48+,49+/m1/s1
• InChIKey: PJCKVVQXHXUNJE-ZHQNPFKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14R,15S)-9-{9-[(1S,10R,11S,14S,15S)-14-(acetyloxy)-15-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-9-yl]nonyl}-15-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl acetate
• IUPAC Traditional name: (1S,10R,11S,14R,15S)-9-{9-[(1S,10R,11S,14S,15S)-14-(acetyloxy)-15-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-9-yl]nonyl}-15-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl acetate
• Synonyms: 1,1,2,2,3,3,4,4,4-Nonafluoro-1-butanesulfonic Acid; 1-Perfluorobutanesulfonic Acid; Nonafluorobutanesulfonic Acid; Perfluorobutanesulfonic Acid; Nonafluoro-1-butanesulfonic Acid

Database IDs

• CAS Number: 375-73-5
• PubChem SID: 164231464
• PubChem CID: 71751157

CALCULATED PROPERTIES

• Acid pKa: 19.194527
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 10.235296
• LogD (pH = 7.4): 10.235296
• Log P: 10.235296
• Molar Refractivity: 217.7144 cm^3
• Polarizability: 86.3374 Å^3
• Polar Surface Area: 86.74 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - N649325

Perfluorobutanesulfonic acid (PFBS) is 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

REFERENCES

• Renner R., et al.: Environ. Sci. Technol., 40, 12 (2006)
• Betts, K.S., et al.: Environ. Health Perspect., 115, 250 (2006)