Organic Chemistry, Loose-leaf Version
Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 7, Problem 7.29P
Interpretation Introduction

Interpretation:

A reaction roadmap have to be made for the reactions in the study Guide section of chapter 7 with the help of the previous chapter question 6.54.

Concept Introduction:

Markonikov addition: The addition reaction of parotic acids to a different alkene or alkyne, the hydrogen atom of H-X becomes bonded to the carbon atom that the greatest number of hydrogen atoms in the starting alkene or alkyne.

Anti-Markonikov addition: These rules describe the regiochemistry where the substituent is bonded to a less substituted carbon, rather than the more substituted carbon. This placed is quite unusual as carbon cations which are commonly formed during alkene or alkyne reactions tend to favor the more substituted carbon.

Lindlar catalyst: The catalyst is used for the hydrogenation of alkynes in a syn manner.  This means both hydrogen are added on the same side across the triple bond and the product obtained will be a cis product.

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Using your reaction roadmap as a guide, show how to convert ethylene into 1-butene. All of the carbon atoms of the target molecule must be derived from ethylene. Show all intermediate molecules synthesized along the way. Ethylene 1-Butene
2. Fill the missing reagents or products for the incomplete reaction schemes shown below (only Reagent A or Reagent B will react in significant quantities). F (1 mmol) Reagent A (1 mmol) Reagent B (1 mmol) Major Product from Reagent A Major Product from Reagent B Explain the selectivity observed in this reaction using words and drawings. Br NaNH2 Br NH3, -35 °C Вrz, FeBr3 Draw the mechanism for the transformation shown above. Be sure to draw the important resonance structures that account for the regioselectivity observed in this reaction.

Chapter 7 Solutions

Organic Chemistry, Loose-leaf Version

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