Q.

1. A covalent bond in tert-butylbromide breaks in a suitable polar solvent to give ions.
   A. Name the anion produced by this breaking of a covalent bond.
   B. Indicate the type of bond breaking in this case.
   C. Comment on geometry of the cation formed by such bond cleavage.

Step 1 (part A). tert-Butyl bromide, (CH3)3C-Br, breaking in a polar solvent sends both bonding electrons to the more electronegative atom, bromine -- so the anion produced is the bromide ion, Br(-).

Step 2 (part B). Since both electrons of the C-Br bond go to just one atom (Br), this is an UNSYMMETRICAL split -- heterolytic fission (heterolysis), section 14.6.1, favoured specifically in polar solvents (as stated in the question itself). …

Applying section 14.6.1's heterolysis mechanism (electron pair moves entirely to the more electronegative atom) and carbocati …

• Describing the cleavage as homolysis (giving a bromine radical) instead of heterolysis (giving bromide ion) -- polar-solvent ionisation of an alkyl halide is specifically a heterolytic, ionic process. …