Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 2.2C, Problem 2.5P

(a)

Interpretation Introduction

To determine: The diagram that depicts the hydrogen bonding which takes place between two molecules of ethanol.

Interpretation: The diagram that depicts the hydrogen bonding which takes place between two molecules of ethanol is to be drawn.

Concept introduction: Hydrogen bonding is the strongest intermolecular forces present between the substances. A hydrogen atom participates in hydrogen bonding if it is bonded to electronegative atom like fluorine, oxygen or nitrogen. Organic compounds do not contain HF bonds so only NH and OH hydrogen’s are considered to be hydrogen bonded.

(b)

Interpretation Introduction

To determine: The diagram that depicts the hydrogen bonding which takes place between two molecules of propylamine.

Interpretation: The diagram that depicts the hydrogen bonding which takes place between two molecules of propylamine is to be drawn.

Concept introduction: Hydrogen bonding is the strongest intermolecular forces present between the substances. A hydrogen atom participates in hydrogen bonding if it is bonded to electronegative atom like fluorine, oxygen or nitrogen. Organic compounds do not contain HF bonds so only NH and OH hydrogen’s are considered to be hydrogen bonded.

(c)

Interpretation Introduction

To determine: The diagram that depicts the hydrogen bonding which takes place between a molecule of dimethyl ether and two molecules of water.

Interpretation: The diagram that depicts the hydrogen bonding which takes place between a molecule of dimethyl ether and two molecules of water is to be drawn.

Concept introduction: Hydrogen bonding is the strongest intermolecular forces present between the substances. A hydrogen atom participates in hydrogen bonding if it is bonded to electronegative atom like fluorine, oxygen or nitrogen. Organic compounds do not contain HF bonds so only NH and OH hydrogen’s are considered to be hydrogen bonded.

(d)

Interpretation Introduction

To determine: The diagram that depicts the hydrogen bonding which takes place between two molecules of trimethylamine and a molecule of water.

Interpretation: The diagram that depicts the hydrogen bonding which takes place between two molecules of trimethylamine and a molecule of water is to be drawn.

Concept introduction: Hydrogen bonding is the strongest intermolecular forces present between the substances. A hydrogen atom participates in hydrogen bonding if it is bonded to electronegative atom like fluorine, oxygen or nitrogen. Organic compounds do not contain HF bonds so only NH and OH hydrogen’s are considered to be hydrogen bonded.

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Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 f1 (ppm) Predicted 13C NMR Spectrum 100 f1 (ppm) 30 220 210 200 190 180 170 160 150 140 130 120 110 90 80 70 -26 60 50 40 46 30 20 115 10 1.0 0.9 0.8 0 -10
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Chapter 2 Solutions

Organic Chemistry (9th Edition)

Ch. 2.7 - Ethanol, methylamine. and acetic acid are all...Ch. 2.8 - Prob. 2.12PCh. 2.10 - Write equations for the following acid-base...Ch. 2.10 - Rank the following acids in decreasing order of...Ch. 2.11 - Prob. 2.15PCh. 2.11 - Prob. 2.16PCh. 2.11 - Consider each pair of bases and explain which one...Ch. 2.12 - Which is a stronger base ethoxide ion or acetate...Ch. 2.12 - Prob. 2.19PCh. 2.12 - Prob. 2.20PCh. 2.12 - Prob. 2.21PCh. 2.12 - Choose the more basic member of each pair of...Ch. 2.14 - Prob. 2.23PCh. 2.15D - Classify the following hydrocarbons and draw a...Ch. 2.16D - Prob. 2.25PCh. 2.17C - Draw a Lewis structure and classify each of the...Ch. 2.17C - Circle the functional groups in the following...Ch. 2 - The CN triple bond in acetonitrile has a dipole...Ch. 2 - Prob. 2.29SPCh. 2 - Sulfur dioxide has a dipole moment of 1.60 D....Ch. 2 - Which of the following pure compounds can form...Ch. 2 - Predict which member of each pair is more soluble...Ch. 2 - Prob. 2.33SPCh. 2 - Prob. 2.34SPCh. 2 - Predict which compound in each pair has the higher...Ch. 2 - All of the following compounds can react as acids...Ch. 2 - Rank the following species in order of increasing...Ch. 2 - Rank the following species in order of increasing...Ch. 2 - The Ka of phenylacetic acid is 5 2 105, and the...Ch. 2 - The following compound can become protonated on...Ch. 2 - The following compounds are listed in increasing...Ch. 2 - Prob. 2.42SPCh. 2 - Prob. 2.43SPCh. 2 - Compare the relative acidity of 1-molar aqueous...Ch. 2 - The following compounds can all react as acids. a....Ch. 2 - The following compounds can all react as bases. a....Ch. 2 - The following compounds can all react as acids. a....Ch. 2 - Prob. 2.48SPCh. 2 - Methyllithium (CH3Li) is often used as a base in...Ch. 2 - Label the reactants in these acid-base reactions...Ch. 2 - In each reaction, label the reactants as Lewis...Ch. 2 - Prob. 2.52SPCh. 2 - Each of these compounds can react as a nucleophile...Ch. 2 - Prob. 2.54SPCh. 2 - Give a definition and an example for each class of...Ch. 2 - Circle the functional groups in the following...Ch. 2 - Prob. 2.57SP
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