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8.30 Draw the complete, detailed mechanism (including curved arrows) for each of the following reactions occurring via (a) an Sy2 mechanism and (b) an Sy1 mechanism. Pay attention to stereochemistry. (1) Br (ii) NaOH NaOH ? Problems / 457 (iii) (iv) NaOH KBr ? CH3

8.30 Draw the complete, detailed mechanism (including curved arrows) for each of the following reactions occurring via (a) an Sy2 mechanism and (b) an Sy1 mechanism. Pay attention to stereochemistry. (1) Br (ii) NaOH NaOH ? Problems / 457 (iii) (iv) NaOH KBr ? CH3

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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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**Problem 8.30: Reaction Mechanisms** **Objective:** Draw the complete, detailed mechanism (including curved arrows) for each of the following reactions. These occur via (a) an S<sub>N</sub>2 mechanism and (b) an S<sub>N</sub>1 mechanism. Pay attention to stereochemistry. --- **Reactions:** (i) **Bromocyclohexane Reaction:** - **Reactants:** - Cyclohexane ring with a bromine atom (Br) attached. - Sodium hydroxide (NaOH). - **Reaction Type:** - Determine the mechanism—either S<sub>N</sub>2 or S<sub>N</sub>1. - **Product:** - Not specified; requires drawing based on the reaction mechanism. --- (ii) **Methyl Iodocyclohexane Reaction:** - **Reactants:** - Cyclohexane ring with a methyl group (CH<sub>3</sub>) and an iodine atom (I) attached in a wedge bond indicating stereochemistry. - Sodium hydroxide (NaOH). - **Reaction Type:** - Determine the mechanism—either S<sub>N</sub>2 or S<sub>N</sub>1. - **Product:** - Not specified; requires drawing based on the reaction mechanism. --- (iii) **Methyl Iodocyclohexane Reaction:** - **Reactants:** - Cyclohexane ring with a methyl group (CH<sub>3</sub>) and an iodine atom (I) attached in a dashed bond indicating stereochemistry. - Sodium hydroxide (NaOH). - **Reaction Type:** - Determine the mechanism—either S<sub>N</sub>2 or S<sub>N</sub>1. - **Product:** - Not specified; requires drawing based on the reaction mechanism. --- (iv) **Dimethyl Iodocyclohexane Reaction:** - **Reactants:** - Cyclohexane ring with a methyl group (CH<sub>3</sub>) and an iodine atom (I) attached; the iodine is in a wedge bond and the methyl is in a dashed bond indicating stereochemistry. - Potassium bromide (KBr). - **Reaction Type:** - Determine the mechanism—either S<sub>N
Transcribed Image Text:**Problem 8.30: Reaction Mechanisms** **Objective:** Draw the complete, detailed mechanism (including curved arrows) for each of the following reactions. These occur via (a) an S<sub>N</sub>2 mechanism and (b) an S<sub>N</sub>1 mechanism. Pay attention to stereochemistry. --- **Reactions:** (i) **Bromocyclohexane Reaction:** - **Reactants:** - Cyclohexane ring with a bromine atom (Br) attached. - Sodium hydroxide (NaOH). - **Reaction Type:** - Determine the mechanism—either S<sub>N</sub>2 or S<sub>N</sub>1. - **Product:** - Not specified; requires drawing based on the reaction mechanism. --- (ii) **Methyl Iodocyclohexane Reaction:** - **Reactants:** - Cyclohexane ring with a methyl group (CH<sub>3</sub>) and an iodine atom (I) attached in a wedge bond indicating stereochemistry. - Sodium hydroxide (NaOH). - **Reaction Type:** - Determine the mechanism—either S<sub>N</sub>2 or S<sub>N</sub>1. - **Product:** - Not specified; requires drawing based on the reaction mechanism. --- (iii) **Methyl Iodocyclohexane Reaction:** - **Reactants:** - Cyclohexane ring with a methyl group (CH<sub>3</sub>) and an iodine atom (I) attached in a dashed bond indicating stereochemistry. - Sodium hydroxide (NaOH). - **Reaction Type:** - Determine the mechanism—either S<sub>N</sub>2 or S<sub>N</sub>1. - **Product:** - Not specified; requires drawing based on the reaction mechanism. --- (iv) **Dimethyl Iodocyclohexane Reaction:** - **Reactants:** - Cyclohexane ring with a methyl group (CH<sub>3</sub>) and an iodine atom (I) attached; the iodine is in a wedge bond and the methyl is in a dashed bond indicating stereochemistry. - Potassium bromide (KBr). - **Reaction Type:** - Determine the mechanism—either S<sub>N
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