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UGA CHEM 2211 - Alkyne Mechanisms Introduction
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CHEM 2211 1st Edition Lecture 21 Outline of Last LectureI. Alkyne introductionII. NamingOutline of Current LectureI. Reactivity of alkynesII. Reaction of 1 mol equivalent of HXIII. Reaction with excess HXIV. Reaction with 1 mol equivalent of X2V. Reaction with excess X2VI. Acid Catalyzed reaction with waterCurrent LectureI. Reactivity of Alkynesa. Less reactive than alkenesb. Reactive in this order:II. Reaction with 1 mole equivalent of HXa. 2 ways of reactingi. Dissociation of electrons (preferred by alkynes)ii. Vinylic, 2° carbocationb. Markovnikov Additonc. Adds to opposite sides (Trans/E)III. Reaction with excess HXa. Markovnikov Additionb. Leads to germinal halogens (on the same carbon)IV. Reaction with 1 mole equivalent X2a. Markovnikov additionb. Trans/EV. Reaction with excess X2a. Leads to two sets of germinal Chlorine VI. Acid Catalyzed Addition of Watera. Leads to either a ketone (internal alkyne) or an aldehyde (terminal alkyne)b. The -enol stage is very unstable and collapses into the keto-


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UGA CHEM 2211 - Alkyne Mechanisms Introduction

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