Organic Chemistry, Loose-leaf Version
Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 5, Problem 5.12P
Interpretation Introduction

Interpretation:

Reason for the differences in bond lengths of the given CC single bonds has to be explained.

Concept Introduction:

Hybridization is the mixing of valence atomic orbitals to get equivalent hybridized orbitals that having similar characteristics and energy.

Bond length is the distance between the nuclei in a bond and it is related to the sum of the covalent radii at the bonded atoms.

sp3  hybrid orbitals is produced by hybridization of single s-orbital and three p-orbital.

sp2  hybrid orbitals is produced by hybridization between one s-orbital and two p-orbitals.

sp  hybrid orbitals is produced by hybridization of single s-orbital and single p-orbital.

Sigma (σ) bonds are the bonds in which shared hybrid orbital’s electron density are concentrated along the internuclear axis.

Pi (π) bonds are the bonds in which shared unhybridized orbital’s (p, d, etc) electron density are concentrated in above and below of the plane of the molecule.

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A. B. b. Now consider the two bicyclic molecules A. and B. Note that A. is a dianion and B. is a neutral molecule. One of these molecules is a highly reactive compound first characterized in frozen noble gas matrices, that self-reacts rapidly at temperatures above liquid nitrogen temperature. The other compound was isolated at room temperature in the early 1960s, and is a stable ligand used in organometallic chemistry. Which molecule is the more stable molecule, and why?
Where are the chiral centers in this molecule? Also is this compound meso yes or no?
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