754-91-6

The Perfluorooctanesulfonic acid amide is a fluorocarbon derivative, or perfluorinated compound with the formula C₈H₂F₁₇NO₂S. The IUPAC name of this chemical is 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide. With the CAS registry number 754-91-6, it is also named as Heptadecafluorooctanesulphonamide. When heated to decomposition it emits toxic vapors of SO_x, NO_x, and F^-. If you want to contact this product, you should not breathe dust and avoid contact with skin and eyes.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 7.64; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.62; (4)ACD/LogD (pH 7.4): 7.11; (5)ACD/BCF (pH 5.5): 363494.03; (6)ACD/BCF (pH 7.4): 111455.38; (7)ACD/KOC (pH 5.5): 329667.72; (8)ACD/KOC (pH 7.4): 101083.48; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 7; (12)Index of Refraction: 1.309; (13)Molar Refractivity: 53.61 cm³; (14)Molar Volume: 278.2 cm³; (15)Polarizability: 21.25×10^-24 cm³; (16)Surface Tension: 19.5 dyne/cm; (17)Enthalpy of Vaporization: 46.38 kJ/mol; (18)Vapour Pressure: 0.0785 mmHg at 25°C; (19)Rotatable Bond Count: 7; (20)Exact Mass: 498.953478; (21)MonoIsotopic Mass: 498.953478; (22)Topological Polar Surface Area: 68.5; (23)Heavy Atom Count: 29; (24)Complexity: 730.

Preparation of Perfluorooctanesulfonic acid amide: It can be obtained from perfluorooctanesulfonyl halides by reaction with liquid ammonia or by a two step reaction via an azide followed by reduction with Zn/HCl.

Uses of Perfluorooctanesulfonic acid amide: It is used in the synthesis of fluorine surface active agent, introducting other groups to the nitrogen atom. It is also thought to be the biologically active form of the insecticide Sulfluramid (N-ethyl perfluorooctanesulfomamide) as it is an extremely potent uncoupler of oxidative phosphorylation with an IC50 of about 1 micromolar.

People can use the following data to convert to the molecule structure.
1. SMILES:FC(F)(C(F)(F)S(=O)(=O)N)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
2. InChI:InChI=1/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)

The following are the toxicity data which has been tested.