Solutions_Manual_for_Organic_Chemistry_6th_Ed 160

Solutions_Manual_for_Organic_Chemistry_6th_Ed 160 - 7-4 1...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 7 -4 1 continued (c) � + � ( d) � )l U+U major rrunor (e) �� U +U maj or rrunor The E2 m echanis m requires anti-coplanar orientation of R and B r. 7-42 The bromides are shown here . Chlorides or iodides would also work. (a) Br � (b) Br 7-43 ( a) There are two reasons w h y alcohols do not dehydrate with strong base. The potential leaving group, hydroxide, i s i tself a strong base and therefore a terrible leaving group . Second, the strong base deprotonates the -OR faster than any other reaction can occur, consuming the base and making the leaving group anionic and therefore even worse. Y ( c) � Br (d) cSf Br (b) A halide i s already a decent leaving group. S i nce halides are extremely weak bases , the halogen atom is not easily protonated, and even if it were , the leaving group abi l i ty is not significantly enhanced. The hard step is to remove the adj acent R, something only a strong base can do-and strong bases will not be present under strong acid condi tions. 7-44 (a) � ( b) (c) ( d) )==I rearrangement without rearrangement �H 153 maJor­ Zaitsev ...
View Full Document

{[ snackBarMessage ]}

Ask a homework question - tutors are online