(Solved): Structure and Acid Strength (Section 3.4) Which is the stronger acid, chloroethanoic acid (ClCH2 ...

Structure and Acid Strength (Section 3.4) Which is the stronger acid, chloroethanoic acid $$\left({\mathrm{ClCH}}_2{\mathrm{CO}}_2\mathrm{H}\right)$$ or bromoethanoic acid $$\left({\mathrm{BrCH}}_2{\mathrm{CO}}_2\mathrm{H}\right)$$ ? Why? (Relevant end-of-chapter Exercises: $$3.17,3.18,3.21,3.22,3.25$$ ) $${\mathrm{ClCH}}_2{\mathrm{CO}}_2\mathrm{H}$$, because $$\mathrm{Cl}$$ is a more electronegative group than $$\mathrm{Br}$$, and stabilizes the conjugat base after $${\mathrm{H}}^{+}$$is removed. $${\mathrm{BrCH}}_2{\mathrm{CO}}_2\mathrm{H}$$, because $$\mathrm{Br}$$ is a more electronegative group than $$\mathrm{Cl}$$, and stabilizes the conjugate base after $${\mathrm{H}}^{+}$$is removed. $${\mathrm{BrCH}}_2{\mathrm{CO}}_2\mathrm{H}$$, because $$\mathrm{Br}$$ is a less electronegative group than $$\mathrm{Cl}$$, and destabilize the conjugate base after $${\mathrm{H}}^{+}$$is removed. $${\mathrm{ClCH}}_2{\mathrm{CO}}_2\mathrm{H}$$, because $$\mathrm{Cl}$$ is a less electronegative group than $$\mathrm{B}$$, and destabilize the conjugate base after $${\mathrm{H}}^{+}$$is removed.