Problem: For the following dehydrohalogenation (E2) reaction, draw the Zaitsev product(s) resulting from elimination involving C3-C4 (i.e., the carbon atoms depicted with stereobonds). Show the product stereochemistry clearly. If there is more than one organic product, both products may be drawn in the same box. Ignore elimination involving C3 or C4 and any carbon atom other than C4 or C3.

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We're being asked to draw the Zaitsev product for the given dehydrohalogenation reaction:



Recall that dehydrohalogenation is the E2 reaction of an alkyl halide. Zaitsev rule states that the more stable (more substituted) alkene product will be formed.

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Problem Details

For the following dehydrohalogenation (E2) reaction, draw the Zaitsev product(s) resulting from elimination involving C3-C4 (i.e., the carbon atoms depicted with stereobonds). Show the product stereochemistry clearly. If there is more than one organic product, both products may be drawn in the same box. Ignore elimination involving C3 or C4 and any carbon atom other than C4 or C3.

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Our tutors have indicated that to solve this problem you will need to apply the Zaitsev Rule concept. You can view video lessons to learn Zaitsev Rule. Or if you need more Zaitsev Rule practice, you can also practice Zaitsev Rule practice problems.

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Based on our data, we think this problem is relevant for Professor Feducia's class at NCSU.