Input interpretation
triflate anion
Lewis structure
Draw the Lewis structure of triflate anion. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds: Count the total valence electrons of the carbon (n_C, val = 4), fluorine (n_F, val = 7), oxygen (n_O, val = 6), and sulfur (n_S, val = 6) atoms, including the net charge: n_C, val + 3 n_F, val + 3 n_O, val + n_S, val - n_charge = 50 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8), fluorine (n_F, full = 8), oxygen (n_O, full = 8), and sulfur (n_S, full = 8): n_C, full + 3 n_F, full + 3 n_O, full + n_S, full = 64 Subtracting these two numbers shows that 64 - 50 = 14 bonding electrons are needed. Each bond has two electrons, so we expect that the above diagram has all the necessary bonds. However, to minimize formal charge oxygen wants 2 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom. The net charge has been given to the most electronegative atom, oxygen: In order to minimize their formal charge, atoms with large electronegativities can force atoms with smaller electronegativities on period 3 or higher to expand their valence shells. The electronegativities of the atoms are 2.55 (carbon), 2.58 (sulfur), 3.44 (oxygen), and 3.98 (fluorine). Because the electronegativity of sulfur is smaller than the electronegativity of oxygen, expand the valence shell of sulfur to 6 bonds (the maximum number of bonds it can accomodate). Therefore we add a total of 2 bonds to the diagram, noting the formal charges of the atoms. Double bonding sulfur to the other highlighted oxygen atom would result in an equivalent molecule: Answer: | |
General properties
formula | (CF_3SO_3)^- net ionic charge | -1 alternate names | trifluoromethanesulfonate | triflate | triflate(1-)
Other properties
ion class | anions | ionic conjugate bases | sulfonate oxoanions common sources of ion | zinc trifluoromethanesulfonate (2 eq) | triphenylsulfonium triflate (1 eq) | scandium(III) triflate (3 eq) | diphenyliodonium triflate (1 eq) | 1-fluoropyridinium triflate (1 eq)