Organic Chemistry: Principles And Mechanisms (second Edition)
Organic Chemistry: Principles And Mechanisms (second Edition)
2nd Edition
ISBN: 9780393630749
Author: KARTY, Joel
Publisher: W. W. Norton & Company
Question
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Chapter 7, Problem 7.35P
Interpretation Introduction

(a)

Interpretation:

The curved arrow notation for the elimination of H+ from the carbocation shown is to be drawn along with the product.

Concept introduction:

Curved arrows are used to represent the movement of electrons in a reaction mechanism. The arrow starts on an electron-rich atom or an electron-rich region such as a pi bond. It ends on an electron poor atom when the movement results in the formation of a new sigma bond. If the result is the formation of a pi bond, the arrow ends in the region between the two atoms that form the bond.

A carbocation is a positively charged carbon atom that is electron-poor, two electrons short of an octet. A nearby bond or a lone pair on a nearby atom acts as an electron-rich region and can transfer the pair of electrons to the electron-poor atom. This can result in the formation of a more stable neutral species, accompanied by the loss of an electrophile. The electrophile may be a proton or another cationic species and is extracted by any base that may be present.

Interpretation Introduction

(b)

Interpretation:

The curved arrow notation for the elimination of SO3H+ from the carbocation shown is to be drawn along with the product.

Concept introduction:

Curved arrows are used to represent the movement of electrons in a reaction mechanism. The arrow starts on an electron-rich atom or an electron-rich region such as a pi bond. It ends on an electron poor atom when the movement results in the formation of a new sigma bond. If the result is the formation of a pi bond, the arrow ends in the region between the two atoms that form the bond.

A carbocation is a positively charged carbon atom that is electron-poor, two electrons short of an octet. A nearby bond or a lone pair on a nearby atom acts as an electron-rich region and can transfer the pair of electrons to the electron-poor atom. This can result in the formation of a more stable neutral species, accompanied by the loss of an electrophile. The electrophile may be a proton or another cationic species and is extracted by any base that may be present.

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Organic Chemistry: Principles And Mechanisms (second Edition)

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