15597.ch07.113-13111/2/0516:36Page118 EQA 118.chapter 7 FURTHER REACTONS OF HALOALKANES:UNIMOLECULAR SUBSTTTUTION AND PATHWAYS OF ELIMINATION below).When we cover carboxync acus awyou I see more of this. 2-- .0 CH. D (e)CH3 G-CH H CH CHs CH,- D:CH3- CH (a)Two steps CH.OHCH CH HOCH CH H(see below). When we cover carboxylic acids a dozen chapters from now you’ll see more of this. Sorry—reality is reality. (e) (f ) 24. (a) Two steps: CH3 CH3 Br Br
H CH3 CH3 H CH3 CH3 HOCH3 H CH3 CH3 CH3OH H CH3OH CH3OH or –H Product with cis CH3’s –H Product with trans CH3’s CH3 CH3 OCH3 H and CH3 OCH3 CH3 H C Cl CH3 CH3 CH3 C CH3 CH3 CH3
Cl

D D D O C CH3 CH3 CH3 D D O C CH3 CH3 CH3 O D C C CH3 CH3 O H H O C C CH3 CH3 O H H H O C C CH3 CH3 O H O 118 • Chapter 7 FURTHER REACTIONS OF HALOALKANES: UNIMOLECULAR SUBSTITUTION AND PATHWAYS OF ELIMINATION C Cl CH3 CH3 CH3 C CH3 CH3 CH3
Cl

D D H O C CH3 CH3 CH3 D O C CH3 CH3 CH3 O H H 1559T_ch07_113-131 11/2/05 16:36 Page 118