PART 2 - Resonance 1. Construct a reaction diagram including 2-methylpenta-1,3-diene and H- Br as the reactants. Include all lone pairs of electrons. 2. Identify the nucleophile and the electrophile in the drawing above. 3. Draw a double headed arrow beginning at the nucleophilic pi electrons of the double bond in the 3 position of 2-methylpenta-1,3-diene and ending on the electrophilic hydrogen. Make sure to push the electrons in the bond between the H and Br onto the Br, with a double headed arrow, so that the octet rule (actually the duet rule for H) is obeyed. 4. Draw all of the possible intermediate(s) that can result from this attack. Try to draw these with the correct bond angles and shapes. 5. Identify the one that is most stable by circling it. 6. Using a double headed arrow show the nucleophilic electrons on Br attacking the most stable intermediate drawn above. 7. Draw the product(s) that is/are formed. Include any stereochemistry involved. 8. Name the product(s). 9. Repeat the steps above using the nucleophilic pi electrons of the double bond in the 1 position of 2-methylpenta-1,3-diene.

PART 2 - Resonance 1. Construct a reaction diagram including 2-methylpenta-1,3-diene and H- Br as the reactants. Include all lone pairs of electrons. 2. Identify the nucleophile and the electrophile in the drawing above. 3. Draw a double headed arrow beginning at the nucleophilic pi electrons of the double bond in the 3 position of 2-methylpenta-1,3-diene and ending on the electrophilic hydrogen. Make sure to push the electrons in the bond between the H and Br onto the Br, with a double headed arrow, so that the octet rule (actually the duet rule for H) is obeyed. 4. Draw all of the possible intermediate(s) that can result from this attack. Try to draw these with the correct bond angles and shapes. 5. Identify the one that is most stable by circling it. 6. Using a double headed arrow show the nucleophilic electrons on Br attacking the most stable intermediate drawn above. 7. Draw the product(s) that is/are formed. Include any stereochemistry involved. 8. Name the product(s). 9. Repeat the steps above using the nucleophilic pi electrons of the double bond in the 1 position of 2-methylpenta-1,3-diene.

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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