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130 Chapter 7 FURTHER REACTIONS OF HALOALKANES: UNIMOLECULAR SUBSTITUTION AND PATHWAYS OF ELIMINATION (see below). When we cover carboxylic acids a dozen chapters from now you'll see more of this. Sorry reality is reality. + H H H 0 0 C H C+ H C H R :0 + :0: :0: C CH₃ C CH₃ C CH₃ CH₃ CH₃ CH₃ CH₃ CH₃ CH₃ CH₃ D D D + (e) CH₃ C Cl CH₃ C⁺ CH₃ C CH₃ C D -D+ D CH₃ CH₃ CH₃ CH₃ CH₃ CH₃ D H (f) CH₃ C CH₃ C + CH₃ CH₃ CH₃ CH₃ D H + CH₃ C H CH₃ C -D+ CH₃ CH₃ 27. CH₃ CH₃ CH₃ OCH₃ and H OCH₃ H CH₃ (a) Two steps: + - -H+ Product with CH₃ Br CH₃ trans CH₃'s + CH₃ H Br⁻ + or + HOCH₃ CH₃ H CH₃ H -H+ Product with cis CH₃'s CH₃ H