ORGANIC CHEMISTRY SMARTWORK5 - ACCESS
ORGANIC CHEMISTRY SMARTWORK5 - ACCESS
2nd Edition
ISBN: 9780393432534
Author: KARTY
Publisher: NORTON
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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Students have asked these similar questions
The carbocation shown here is formed in one step of an electrophilic aromatic substitution reaction (discussed in Chapter 22). (a) Draw the curved arrow notation and the product for the elimination of H*. (b) Do the same for the elimination of SO3H*. НО O: S: O= H,0 ?
a) Draw two different enol tautomers of 2-methylcyclohexanone. (b) Draw two constitutional isomers that are not tautomers, but contain a C = C and an OH group.
PGF2α (Section 4.15) is synthesized in cells using a cyclooxygenase enzyme that catalyzes a multistep radical pathway. Two steps in the pathway are depicted in the accompanying equations. (a) Draw in curved arrows to illustrate how C is converted to D in Step [1]. (b) Identify Y, the product of Step [2], using the curved arrows that are drawn on compound D.

Chapter 7 Solutions

ORGANIC CHEMISTRY SMARTWORK5 - ACCESS

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