CHEM 203 Lecture Notes - Lecture 9: Hydration Reaction, Isopropyl Alcohol, Alkene
Document Summary
markownikov selectivity in the addition of water to unsymmetrical alkenes: formation of alcohols derived from the more highly stabilized carbocation, e. g. oh. Possibility of rearrangement during addition of water to alkenes as a consequence of the fact that the reaction involves carbocation intermediates. Stereochemical aspects of proton-initiated hydration of alkenes: formation of racemic alcohols (notes of sept 19): Example: the hydration of 1-butene leading to 2-butanol: top-face attack: pathway a plane of the cationic c. Thermodynamically highly favorable capture of a carbocation by a molecule of water; e. g. h. H the cationic carbon, originally surrounded by only 6 valence electrons, completes its octet. Reversibility of the above step at higher temperatures (150-200 c): Dehydration of alcohols: conversion of alcohols into olefins; e. g. oh. H oso3h note: any alcohol (except ch3oh) can be dehydrated in this fashion. Because the ease of dehydration correlates with the energy necessary to cause dissociation of.
