EBK ORGANIC CHEMISTRY-PRINT COMPANION (
EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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Chapter 1.12, Problem 29ATS
Interpretation Introduction

Interpretation: Whether diphenyl ether exhibits molecular dipole moment or not should be identified and if it does then the direction of the net molecular dipole moment must be indicated.

Concept Introduction: The arrangement of electron pairs is identified according to VSEPR (Valence Shell Electron Pair Repulsion) theory wherein all the electron pairs are aligned in such a way that they are at maximum distance from each other. The structure of every molecule in VSEPR is explained by considering the steric number (combination of lone pairs and σ -bonds involved in molecule).

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Why is ethanal incapable of forming a hydrogen bond with another ethanal molecule despite exhibiting a bond dipole in the C = O bond? The carbon atom does not form a highly polar bond with hydrogen. O The oxygen atom is sp2 hybridized with almost 67% p character. The oxygen atom is partially reactive due to the strong bond dipole. Oxygen exhibits resonance with carbon leading to bond stability.
19. Based on molecular mass and dipole moment of the five compounds in the table below, which one should have the highest boiling point? Dipole Moment (D) Substance Molecular Mass (amu) Propane, CH3CH2CH3 Dimethyl ether, CH3OCH3 Methylchloride, CH3C1 Acetaldehyde, CH;CHO Acetonitrile, CH3CN 44 0.1 46 1.3 50 1.9 44 2.7 41 3.9 B) CH;CN E) CH3CH2CH3 C) CH3CHO A) CH3OCH3 D) CH;CI
Q3- Rank the following molecule according to their increasing stability. Where 1 is the least stable and 4 is the most stable. CH3 C(CH3)3 CH(CH3)2 Q4- Rank the following molecule according to their increasing dipole moment. Where 1 is the lowest dipole moment and 4 is the largest dipole moment. CI Br F
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