MWF_10 - Organic Lecture Series CH 310/318 M LECTURE 10...

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Organic Lecture Series 1 CH 310/318 M LECTURE 10 Textbook Assignment: Chapter 4-Begin Today’s Topics: Acids & Bases Acids & Bases -Resonance Theory Resonance Theory Notice & Announcements: Exam 1: Thursday, 9/23, 7-9PM WEL 2.246 for last name beginning A-L and FAC 21 for last name beginning with M-Z, from 7-9 PM. Organic Lecture Series 2 Pi Electrons As Basic Sites Pi Electrons As Basic Sites Proton-transfer reactions occur with compounds having pi electrons, as for example the pi electrons of carbon-carbon double and triple bonds. The pi electrons of 2-butene, for example, react with HBr by proton transfer to form a new C-H bond. CH 3 -CH=CH-CH 3 + H -Br 3 -C-C-CH 3 H H + 2-Butene sec- Butyl cation (a 2° carbocation) H Br
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Organic Lecture Series 3 Pi Electrons As Basic Sites Pi Electrons As Basic Sites The result is formation of a carbocation carbocation, a species in which one of its carbons has only six electrons in its valence shell and carries a charge of +1. CH 3 -CH=CH-CH 3 + H -Br 3 -C-C-CH 3 H H + 2-Butene sec- Butyl cation (a 2° carbocation) H Br Organic Lecture Series 4 • Problem 4.4 Problem 4.4 Draw Lewis structures for the two possible carbocations formed by proton transfer from HBr to 2-methyl-2- butene.
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This note was uploaded on 10/10/2010 for the course CH 54600 taught by Professor Colorpart during the Fall '10 term at University of Texas at Austin.

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MWF_10 - Organic Lecture Series CH 310/318 M LECTURE 10...

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