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NCSU CH 220 - Benzoic Acid Reactions

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CH 220 1st Edition Lecture 18 Outline of Current Lecture I. Benzoic acid reactionsII. Elimination reactions: E2III. Zaitzev’s ruleIV. Elimination reactions: E1Current Lecture I. Benzoic acid reactionsa. Remember that it is a 2 step process: 1st Alkylation 2nd OxidationII. Elimination reactions E2a. Elimination reactions happen when, instead of attacking the Carbon, the nucleophile attacks a hydrogen en route to the Carbonb. This happens when the nucleophile is a strong base such as NaOH and KOHc. By making the nucleophile bigger, meaning that it would be harder to reach the carbon and make it more likely to attack the hydrogend. Using Sodium Methoxide instead of NaOH, there would be a much greater chance of the reaction being an Elimination Reaction (E2) e. Produces an alkenef. The nucleophile attacks a hydrogen on the Carbon neighbor of the Carbon with the leaving groupIII. Zaitzev’s rulea. Predict which side of the carbon the double bond will be onb. Take hydrogens away from the carbon with the least hydrogensThese notes represent a detailed interpretation of the professor’s lecture. GradeBuddy is best used as a supplement to your own notes, not as a substitute.IV. Elimination reactions: E1a. OH group is not a good leaving group, so must be protonated, creating water (a good leaving group)b. The reaction results in a major and minor product if there is not a strong anionIf there is a strong anion, it will only result in one


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