Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
Question
Chapter 2.SE, Problem 65AP
Interpretation Introduction

a) CH3(CH2)29CH3, a component found in paraffin wax is a solid at room temperature while octane is a liquid.

Interpretation:

The observation that, CH3(CH2)29CH3, a component found in paraffin wax is a solid at room temperature while octane is a liquid is to be explained.

Concept introduction:

Even in non polar molecules, the attractive dispersion forces are possible, caused by temporary dipoles arising due to the costant change in electon distribution wihin the molecule. These temporary dipoles, though have a fleeting existence are constantly changing. But their cumulative effect may be strong enough to hold the molecule close together so that a substance can be a solid or liquid.

To explain:

The observation that, CH3(CH2)29CH3, a component found in paraffin wax is a solid at room temperature while octane is a liquid.

Interpretation Introduction

b) CH3CH2CH2OH has a higher boiling point than CH4

Interpretation:

The observation CH3CH2CH2OH has a higher boiling point than CH4.

Concept introduction:

An attractive interaction between a hydrogen bonded to an electronegative oxygen or nitrogen atom and an unshared electron pair on another oxygen or nitrogrn atom is termed as hydrogen bonding. It is a very strong dipole-dipole interaction that leads to molecular association. These molecules associated through hydrogen bonding will have a high boiling point.

To explain:

The observation CH3CH2CH2OH has a higher boiling point than CH4.

Interpretation Introduction

c) CH3CO2H, which is found in vinegar, will dissolve in water but not in oil- for simplicity you may assume oil is CH3(CH2)4CH3

Interpretation:

The observation that CH3CO2H, which is found in vinegar, will dissolve in water but not in oil with molecular formula CH3(CH2)4CH3.

Concept introduction:

Like dissolves like. A polar molecule will dissolve in another polar solvent. The solubility can also be explained using the formation of hydrogen bonding between the two substances.

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Chapter 2 Solutions

Organic Chemistry

Ch. 2.7 - Nitric acid (HNO3) reacts with ammonia (NH3) to...Ch. 2.8 - Prob. 12PCh. 2.8 - Amide ion, H2N-, is a much stronger base than...Ch. 2.9 - Prob. 14PCh. 2.9 - Prob. 15PCh. 2.9 - Prob. 16PCh. 2.11 - Using curved arrows, show how the species in part...Ch. 2.11 - Prob. 18PCh. 2.12 - Of the two vitamins A and C, one is hydrophilic...Ch. 2.SE - Prob. 20VCCh. 2.SE - The following model is a representation of...Ch. 2.SE - cis-l, 2-Dichloroethylene and trans-1,...Ch. 2.SE - The following molecular models are representations...Ch. 2.SE - Predict the product(s) of the acid/base reactions...Ch. 2.SE - Use curved arrows to draw the protonated form of...Ch. 2.SE - Prob. 26MPCh. 2.SE - Double bonds can also act like Lewis bases,...Ch. 2.SE - Prob. 28APCh. 2.SE - Use the electronegativity table given in Figure...Ch. 2.SE - Which of the following molecules has a dipole...Ch. 2.SE - Prob. 31APCh. 2.SE - Phosgene, C12C=O, has a smaller dipole moment than...Ch. 2.SE - Prob. 33APCh. 2.SE - Methanethiol, CH3SH, has a substantial dipole...Ch. 2.SE - Calculate the formal charges on the atoms shown in...Ch. 2.SE - Assign formal charges to the atoms in each of the...Ch. 2.SE - Which of the following pairs of structures...Ch. 2.SE - Prob. 38APCh. 2.SE - 1, 3-Cyclobutadiene is a rectangular molecule with...Ch. 2.SE - Alcohols can act either as weak acids or as weak...Ch. 2.SE - The O-H hydrogen in acetic acid is more acidic...Ch. 2.SE - Draw electron-dot structures for the following...Ch. 2.SE - Write the products of the following acid-base...Ch. 2.SE - Rank the following substances in order of...Ch. 2.SE - Which, if any, of the substances in Problem 2-44...Ch. 2.SE - The ammonium ion (NH4+, pKa = 9.25) has a lower...Ch. 2.SE - Prob. 47APCh. 2.SE - Prob. 48APCh. 2.SE - Calculate Ka values from the following pka’s:...Ch. 2.SE - Calculate pKa values from the following Ka’s:...Ch. 2.SE - What is the pH of a 0.050 M solution of formic...Ch. 2.SE - Prob. 52APCh. 2.SE - Maleic acid has a dipole moment, but the closely...Ch. 2.SE - Assume that you have two unlabeled bottles, one of...Ch. 2.SE - Identify the acids and bases in the following...Ch. 2.SE - Which of the following pairs represent resonance...Ch. 2.SE - Draw as many resonance structures as you can for...Ch. 2.SE - Carbocations, which contain a trivalent,...Ch. 2.SE - We’ll see in the next chapter that organic...Ch. 2.SE - The azide functional group, which occurs in...Ch. 2.SE - Phenol, C6H5OH, is a stronger acid than methanol,...Ch. 2.SE - Thiamin diphosphate (TPP), a derivative of vitamin...Ch. 2.SE - Determine if each compound or ion below has a...Ch. 2.SE - Prob. 64APCh. 2.SE - Prob. 65APCh. 2.SE - Draw the conjugate base for each compound below...Ch. 2.SE - 1, 1, 1-Trichloroethanol is an acid more than 1000...
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