Looking at the possible catrbocation intermediates produced during the addition of HCl to 1,3-pentadiene, which adduct 1,2- or 1,4- will be formed as the predominant product is to be stated. Concept introduction: Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of bromide ion on each of these forms leads to the formation of a mixture of 1,2- and 1,4-addition products. The more stable form of the allyl cation will yield the major product. To state: Which adduct, 1,2- or 1,4-, will be formed as the predominant product during the addition of HCl to 1,3-pentadiene, by looking at the possible catrbocation intermediates in the reaction.

Question

For this question, if the product is racemic, input both enantiomers in the same Marvin editor. A) Input the number that corresponds to the reagent which when added to (E)-but-2-ene will result in a racemic product. Input 1 for Cl, in the cold and dark Input 2 for Oy followed by H₂O, Zn Input 3 for D₂ with metal catalyst Input 4 for H₂ with metal catalyst B) Draw the skeletal structure of the major organic product made from the reagent in part A Marvin JS Help Edit drawing C) Draw the skeletal structure of the major organic product formed when (2)-but-2-ene is treated with peroxyacetic acid. Marvin 35 Help

Answer 1

Question

Chapter 14.2, Problem 3P

Interpretation Introduction

Interpretation:

Looking at the possible catrbocation intermediates produced during the addition of HCl to 1,3-pentadiene, which adduct 1,2- or 1,4- will be formed as the predominant product is to be stated.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of bromide ion on each of these forms leads to the formation of a mixture of 1,2- and 1,4-addition products. The more stable form of the allyl cation will yield the major product.

To state:

Which adduct, 1,2- or 1,4-, will be formed as the predominant product during the addition of HCl to 1,3-pentadiene, by looking at the possible catrbocation intermediates in the reaction.

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