Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 3, Problem 3.51P
Interpretation Introduction

(a)

Interpretation:

Out of the two C-C single bonds in penta-1, 3-diyne, the one which is stronger is to be determined.

Concept introduction:

Hybridization affects the bond strength. As the s character of the hybrid orbital increases, the strength of the single bond increases. The s character of the carbon atoms in hybrid orbital increases in the order sp3< sp2< sp respectively.

Interpretation Introduction

(b)

Interpretation:

Out of the two C-C single bonds in penta-1, 3-diyne, the one which is shorter is to be determined.

Concept introduction:

Hybridization affects the bond strength. As the s character of the hybrid orbital increases, the strength of the single bond increases. The s character of the carbon atoms in hybrid orbital increases in the order sp3< sp2< sp respectively.

Interpretation Introduction

(c)

Interpretation:

The direction of the dipole moment in penta-1, 3-diyne is to be determined.

Concept introduction:

The effective electronegativity increases as the s character of the atom’s hybridization increases. The direction of the dipole moment depends on the effective electronegativity. It points in the direction of more electronegative atoms.

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