Organic Chemistry: Principles And Mechanisms
Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393630756
Author: KARTY, Joel
Publisher: W.w. Norton & Company,
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Chapter 24, Problem 24.2P
Interpretation Introduction

Interpretation:

The transition state for the given cycloaddition reaction is to be drawn. Whether the same reaction takes place readily or not is to be explained.

Concept introduction:

The reaction in which same or different species are joined by the cyclic movement of electrons with the formation of a ring is called a cycloaddition reaction. These reactions also proceed through cyclic transition state. The reaction proceeds through an aromatic transition state and occurs readily under normal condition. The reactions proceeding through an antiaromatic transition state do not occur under the normal condition and do not occur readily under normal conditions. Thus, these reactions are called forbidden reactions. Since the Diels-Alder reaction proceeds through an aromatic transition state, it occurs readily under normal condition.

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19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+
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Chapter 24 Solutions

Organic Chemistry: Principles And Mechanisms

Ch. 24 - Prob. 24.11PCh. 24 - Prob. 24.12PCh. 24 - Prob. 24.13PCh. 24 - Prob. 24.14PCh. 24 - Prob. 24.15PCh. 24 - Prob. 24.16PCh. 24 - Prob. 24.17PCh. 24 - Prob. 24.18PCh. 24 - Prob. 24.19PCh. 24 - Prob. 24.20PCh. 24 - Prob. 24.21PCh. 24 - Prob. 24.22PCh. 24 - Prob. 24.23PCh. 24 - Prob. 24.24PCh. 24 - Prob. 24.25PCh. 24 - Prob. 24.26PCh. 24 - Prob. 24.27PCh. 24 - Prob. 24.28PCh. 24 - Prob. 24.29PCh. 24 - Prob. 24.30PCh. 24 - Prob. 24.31PCh. 24 - Prob. 24.32PCh. 24 - Prob. 24.33PCh. 24 - Prob. 24.34PCh. 24 - Prob. 24.35PCh. 24 - Prob. 24.36PCh. 24 - Prob. 24.37PCh. 24 - Prob. 24.38PCh. 24 - Prob. 24.39PCh. 24 - Prob. 24.40PCh. 24 - Prob. 24.41PCh. 24 - Prob. 24.42PCh. 24 - Prob. 24.43PCh. 24 - Prob. 24.44PCh. 24 - Prob. 24.45PCh. 24 - Prob. 24.46PCh. 24 - Prob. 24.47PCh. 24 - Prob. 24.48PCh. 24 - Prob. 24.49PCh. 24 - Prob. 24.50PCh. 24 - Prob. 24.51PCh. 24 - Prob. 24.52PCh. 24 - Prob. 24.53PCh. 24 - Prob. 24.54PCh. 24 - Prob. 24.55PCh. 24 - Prob. 24.56PCh. 24 - Prob. 24.57PCh. 24 - Prob. 24.58PCh. 24 - Prob. 24.59PCh. 24 - Prob. 24.60PCh. 24 - Prob. 24.61PCh. 24 - Prob. 24.62PCh. 24 - Prob. 24.63PCh. 24 - Prob. 24.64PCh. 24 - Prob. 24.65PCh. 24 - Prob. 24.66PCh. 24 - Prob. 24.67PCh. 24 - Prob. 24.68PCh. 24 - Prob. 24.69PCh. 24 - Prob. 24.70PCh. 24 - Prob. 24.71PCh. 24 - Prob. 24.72PCh. 24 - Prob. 24.73PCh. 24 - Prob. 24.74PCh. 24 - Prob. 24.75PCh. 24 - Prob. 24.76PCh. 24 - Prob. 24.77PCh. 24 - Prob. 24.78PCh. 24 - Prob. 24.79PCh. 24 - Prob. 24.80PCh. 24 - Prob. 24.81PCh. 24 - Prob. 24.82PCh. 24 - Prob. 24.83PCh. 24 - Prob. 24.84PCh. 24 - Prob. 24.1YTCh. 24 - Prob. 24.2YTCh. 24 - Prob. 24.3YTCh. 24 - Prob. 24.4YTCh. 24 - Prob. 24.5YTCh. 24 - Prob. 24.6YTCh. 24 - Prob. 24.7YTCh. 24 - Prob. 24.8YTCh. 24 - Prob. 24.9YTCh. 24 - Prob. 24.10YTCh. 24 - Prob. 24.11YTCh. 24 - Prob. 24.12YTCh. 24 - Prob. 24.13YTCh. 24 - Prob. 24.14YTCh. 24 - Prob. 24.15YTCh. 24 - Prob. 24.16YTCh. 24 - Prob. 24.17YT
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