ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<
ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<
2nd Edition
ISBN: 9781118872925
Author: Klein
Publisher: JOHN WILEY+SONS INC.CUSTOM
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Chapter 17, Problem 47PP
Interpretation Introduction

Interpretation:

The reagents used to prepare chlordane through the Diels-Alder reaction should be identified.

Concept introduction:

  • Cycloaddition reaction is a concerted addition reaction of two reactants to form a ring; in which two π-bonds are converted to two σ-bonds.
  • Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system having four atoms (diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.
  • The mechanism of the ring formation in the Diels-Alder reaction is drawn by using three arrows representing the shifting of π-bonds in the two π-systems in a clockwise or counter clockwise fashion, so that the ring formation will take place.
  • Cyclopentadiene can undergo Diels-Alder reaction itself to form a dimer,

    ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<, Chapter 17, Problem 47PP

  • Endo-product is the major product in bicyclic-products of Diels-Alder reaction; because the electron-withdrawing substituents of dienophile and the newly forming π-bond of diene are interacted each other.

To determine: the reagents used to prepare chlordane through the Diels-Alder reaction.

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#1. Retro-Electrochemical Reaction: A ring has been made, but the light is causing the molecule to un- cyclize. Undo the ring into all possible molecules. (2pts, no partial credit) hv
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I have a question about this problem involving mechanisms and drawing curved arrows for acids and bases. I know we need to identify the nucleophile and electrophile, but are there different types of reactions? For instance, what about Grignard reagents and other types that I might not be familiar with? Can you help me with this? I want to identify the names of the mechanisms for problems 1-14, such as Gilman reagents and others. Are they all the same? Also, could you rewrite it so I can better understand? The handwriting is pretty cluttered. Additionally, I need to label the nucleophile and electrophile, but my main concern is whether those reactions differ, like the "Brønsted-Lowry acid-base mechanism, Lewis acid-base mechanism, acid-catalyzed mechanisms, acid-catalyzed reactions, base-catalyzed reactions, nucleophilic substitution mechanisms (SN1 and SN2), elimination reactions (E1 and E2), organometallic mechanisms, and so forth."

Chapter 17 Solutions

ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<

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