+ ?+ Orbital Overlap Model Orbital Overlap Model Orbital Overlap Model 10.3 & 10.4 Nucleophilic Substitution Reactions of Allylic Halides SN1 (and SN2) reactions are faster for allylic halides than corresponding nonallylic halides. Allylic Carbocations A tertiary allylic halide undergoes solvolysis (SN...
Chapter10ConjugationinAlkadienesandAllylicSystems ConjugareisaLatinverbmeaning"to linkoryoketogether."TheDoubleBondasaSubstituent C C C+ C C C• Allyliccarbocation Allylicradical CCC C Conjugateddiene 10.1 TheAllylGroup H H CCHH C H VinylicversusAllylic C C C Allyliccarbon Vinyliccarbons ...
§10.11 Addition of Hydrogen Halides to Conjugated Dienes Example: HCl Example: via: H X Protonation of the end of the diene unit gives an allylic carbocation. and: 3-Chlorocyclopentene 1,2-addition of XY 1,2-Addition versus 1,4-Addition ...
Despite their undoubted synthetic/economic advantages (i.e., water is the only stoichiometric byproduct produced), the intrinsic lower reactivity of allylic alcohols compared to allyl halides/acetates/carbonates generally necessitates harsher reaction conditions and/or the need for activating agents (i....