When I was reading Organic textbook, I saw a statement of 'F- is more stable than CH3- because the F has a greater electronegativity'. I agree with the explanation 'because of its high electronegativity, F can hold the electrons very well'. But I am just confused about: as the F has great electronegativity, it can react with other cations/electrophile very easily, making it reactive thus unstable. So I am just very confused about this contradiction.

  • 4
    $\begingroup$ True, F has great electronegativity and hence is very reactive, but what happens when it reacts with something? Does it still remain the same? $\endgroup$ – Ivan Neretin May 16 at 12:54
  • 2
    $\begingroup$ High electronegativity does not imply high nucleophilicity or high basicity, but it is a bit difficult to grasp these concepts. $\endgroup$ – SteffX May 16 at 14:40
  • $\begingroup$ CH3- as typified by methyl lithium is an exteremely strong base and will tear protons off most things except other alkanes. $\endgroup$ – Waylander May 16 at 20:13

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Browse other questions tagged or ask your own question.