Draw the major organic product of the reaction shown. If stereochemistry is present, clearly show stereochemistry by drawing two in-plane, one wedged and one dashed bond. Br H CH3OH
Draw the major organic product of the reaction shown. If stereochemistry is present, clearly show stereochemistry by drawing two in-plane, one wedged and one dashed bond. Br H CH3OH
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:**Reaction Analysis and Product Drawing with Stereochemistry**
**Task:**
Draw the major organic product of the reaction shown. If stereochemistry is present, clearly show stereochemistry by drawing two in-plane, one wedged, and one dashed bond.
**Reactants and Conditions:**
- The starting compound is a bromocyclohexane derivative with a wedged bromine (Br) and a dashed hydrogen (H) indicating stereochemistry. The Br and H are on adjacent carbon atoms.
- The reaction involves methanol (CH₃OH) as a reagent.
**Instructions:**
1. **Identify the Stereochemical Center:**
- The starting molecule contains a stereocenter where Br and H are positioned on adjacent carbons with opposite stereochemistry (one wedged, one dashed).
2. **Reaction Type:**
- Likely involves an S<sub>N</sub>1 reaction mechanism where the bromine leaves, forming a carbocation intermediate.
3. **Drawing the Product:**
- Replace the bromine with a methoxy group (OCH₃) from methanol.
- Retain the stereochemistry at the original carbon that was bonded to bromine.
4. **Stereochemistry Display:**
- Draw the methoxy group with stereochemistry, showing:
- Two in-plane bonds for two substituents.
- A wedge for the group coming out of the plane.
- A dash for the group going into the plane.
This task helps in understanding reaction mechanisms and the importance of stereochemistry in organic synthesis.
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