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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Explain the structure of the compound using the spectroscopic data. Formula: C9H10O3
2. Write bond-line structural formulas for (a.) two primary alcohols, (b.) a secondary alcohol, and (c.) atertiary alcohol—all having the molecular formula C4H10O.
The carbon–carbon bond length in C2H2 is 1.20 Å, that inC2H4 is 1.34 Å, and that in C2H6 is 1.53 Å. Near which ofthese values would you predict the bond length of C2 tolie? Is the experimentally observed value, 1.31 Å, consistent with your prediction?
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