{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

Solutions_Manual_for_Organic_Chemistry_6th_Ed 110

Solutions_Manual_for_Organic_Chemistry_6th_Ed 110 - °...

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

View Full Document Right Arrow Icon
6- 17 A mechanism must show electron movement. .. CH -O-CH + H+ 3 • • 3 H + 1 ", • • - CH3-0-CH3 + :Br: .. Protonation converts OCH3 to a good leaving group. -- - H 1 CH3-�: + CH3-!3[: 6- 18 The type of carbon with the halide, and relative leaving group ability of the halide, determine the reactivity. methyl iodide> methyl chloride> ethyl chloride> isopropyl bromide» neopentyl bromide, } l east . . b I' d'd reaCllve most reactive t- uty IO 1 e Predicting the relative order of neopentyl bromide and t-butyl iodide would be difficult because both would be extremely slow. 6- 19 In all cases, the less hindered structure is the better SN2 substrate.
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: ° Versus Ç°) (b) cycloheXyl brom³de (2° Versus Ç°) (c) ³sopropyl brom³de (no Subst³tuent on neighboring carbon) (d) 2Èchlorobutane (eVen ·houGh this is a 2° halideÉ it ³s eas³er to a··ack ·haN ·he 1 ° Neoµen·yl ·yµe ³N 2´2Ê d³Ëethyl-ÌÍchlorobutaNeÎsee beloW) CH3 1 a NeoµeN·yl halÏdeÐ Ñe) isopropyL iod³de (same reaSon as Ïn (d)) I /c"² hindered ·o backs³de a·tack µC, ¶ C H · by ne³ghboRng methyl groups , "\ Lt13 H H ±-ÒÓÔuc 6-20 All ÂÃ2 reactions occur with InVers³on of conf³guration at carbonÕ (a) HO´ trAns (b) H ¸¹CN Ö 8 º Br » H H-CH¼ H0 8 ½ trans³t³on state INversIOn ³03 + ×Br× c³s .. ² :BrØ...
View Full Document

{[ snackBarMessage ]}

Ask a homework question - tutors are online