Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 4, Problem 11CTQ

a)

Interpretation Introduction

Interpretation: A dotted line that connects each partial positive charge density to nearby partial negative charge density should be drawn.

Concept introduction: Electronegative elements have tendency to attract electrons towards it. Since electrons are shared more towards electronegative element, it acquires partial negative charge on it. As a result, other bonded atom forms a partial positive charge.

b)

Interpretation Introduction

Interpretation: The reason for the higher boiling point of 1-chloropropane than that of butane should be determined.

Concept introduction: Dipole moment is the measure of bond polarity in a molecule. It is defined as product of charge and distance of separation between opposite charges. Polar molecules consist of dipole moments due to presence of charges in them, whereas non-polar molecules do not have dipole moments. Boiling is used to define when a substance gets converted from its liquid to vapor phase at the boiling point. The temperature at which the vapor pressure of liquid and atmospheric pressure becomes equal is called boiling point.

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Part II. Given two isomers: 2-methylpentane (A) and 2,2-dimethyl butane (B) answer the following: (a) match structures of isomers given their mass spectra below (spectra A and spectra B) (b) Draw the fragments given the following prominent peaks from each spectrum: Spectra A m/2 =43 and 1/2-57 spectra B m/2 = 43 (c) why is 1/2=57 peak in spectrum A more intense compared to the same peak in spectrum B. Relative abundance Relative abundance 100 A 50 29 29 0 10 -0 -0 100 B 50 720 30 41 43 57 71 4-0 40 50 60 70 m/z 43 57 8-0 m/z = 86 M 90 100 71 m/z = 86 M -O 0 10 20 30 40 50 60 70 80 -88 m/z 90 100
Part IV. C6H5 CH2CH2OH is an aromatic compound which was subjected to Electron Ionization - mass spectrometry (El-MS) analysis. Prominent m/2 values: m/2 = 104 and m/2 = 9) was obtained. Draw the structures of these fragments.
For each reaction shown below follow the curved arrows to complete each equationby showing the structure of the products. Identify the acid, the base, the conjugated acid andconjugated base. Consutl the pKa table  and choose the direciton theequilibrium goes. However show the curved arrows. Please explain if possible.

Chapter 4 Solutions

Organic Chemistry: A Guided Inquiry

Ch. 4 - Prob. 11CTQCh. 4 - Prob. 12CTQCh. 4 - Prob. 13CTQCh. 4 - Prob. 14CTQCh. 4 - Prob. 15CTQCh. 4 - Prob. 16CTQCh. 4 - Prob. 17CTQCh. 4 - Prob. 18CTQCh. 4 - Prob. 19CTQCh. 4 - Prob. 20CTQCh. 4 - Prob. 21CTQCh. 4 - Prob. 22CTQCh. 4 - (E) Label each of the following as strong acid,...Ch. 4 - Prob. 24CTQCh. 4 - Draw the structure of the conjugate base of water....Ch. 4 - Does Cl have a conjugate acid? If so, what is it?...Ch. 4 - Draw the conjugate base of CH4 (methane).Ch. 4 - For the previous four questions, label each...Ch. 4 - Prob. 29CTQCh. 4 - According to the conventions above, what is the...Ch. 4 - Draw an arrow on Figure 4.13 representing Hrxn4 ....Ch. 4 - Prob. 32CTQCh. 4 - Add a + or above each curved arrow in Figure 4.11...Ch. 4 - Prob. 34CTQCh. 4 - Prob. 35CTQCh. 4 - Prob. 36CTQCh. 4 - Prob. 37CTQCh. 4 - Prob. 38CTQCh. 4 - Prob. 39CTQCh. 4 - Prob. 40CTQCh. 4 - Prob. 41CTQCh. 4 - Prob. 42CTQCh. 4 - Prob. 43CTQCh. 4 - Prob. 44CTQCh. 4 - Prob. 45CTQCh. 4 - Prob. 46CTQCh. 4 - For NH3 (ammonia) and H2O (water)... a. Use curved...Ch. 4 - Prob. 48CTQCh. 4 - Prob. 49CTQCh. 4 - Prob. 50CTQCh. 4 - Prob. 51CTQCh. 4 - Prob. 52CTQCh. 4 - Prob. 53CTQCh. 4 - Prob. 1ECh. 4 - Prob. 2ECh. 4 - Prob. 3ECh. 4 - Prob. 4ECh. 4 - Prob. 5ECh. 4 - Prob. 6ECh. 4 - Prob. 7ECh. 4 - Prob. 8ECh. 4 - Propanal (bp 48°C) and propanol (bp 97°C), both...Ch. 4 - Rank the following molecules from lowest to...Ch. 4 - Prob. 12ECh. 4 - For each molecule below, draw the conjugate acid...Ch. 4 - For each structure you drew in the answer to the...Ch. 4 - Mark each of the following statements True or...Ch. 4 - Organic chemistry is a bit like cooking. Later in...Ch. 4 - Prob. 17ECh. 4 - Prob. 18ECh. 4 - Are endothermic reactions favorable or...Ch. 4 - Prob. 20ECh. 4 - Is bond formation endothermic or exothermic? Write...Ch. 4 - Summarize the relationship between pKa and acid...Ch. 4 - Summarize the relationship between pKa and base...Ch. 4 - Prob. 25ECh. 4 - Consider the following bases: a. For each base...Ch. 4 - Prob. 27ECh. 4 - The following are equivalent ways of asking about...Ch. 4 - Prob. 29E
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