Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 4, Problem 20CTQ
Interpretation Introduction
Interpretation: Bond formation and bond breakage in the below reaction should be determined with help of curved arrows.
Concept introduction: Substances are said to be
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For 1 and 2, use curved arrows to illustrate the potential overall electron movements or bond changes, and identify the type of reaction by examining the overall chemical transformation. Show A-H bonds as needed.
A. Determine whether the curved arrow(s) shown below generate a valid or invalid resonance
structure. Draw the resonance structure that would result from each properly drawn arrow and
identify the arrow pushing pattern (i.e. allylic positive charge, allylic lone pair, pi bond between atoms
of a different electronegativity, lone pair adjacent to a positive charge, alternating pi bonds in a ring.
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B
Draw molecule A. On that drawing include the lone pairs and the curved arrows that would produce resonance structure B.
Chapter 4 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 4 - Prob. 1CTQCh. 4 - Figure 4.1 is a cartoon depiction of liquid water...Ch. 4 - Prob. 3CTQCh. 4 - Prob. 4CTQCh. 4 - In HF , neither H nor F holds a full formal charge...Ch. 4 - Prob. 6CTQCh. 4 - Prob. 7CTQCh. 4 - Prob. 8CTQCh. 4 - Within any one section of Table 4.2, boiling...Ch. 4 - Prob. 10CTQ
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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- Please draw the arrow formalism on the 1st structure (top) that accounts for the 2nd resonance structure (bottom).arrow_forwardA. в. с. Figure 4-8 D. СН3 0: сн. H cle 2 СН3 СН3 - н CH2 ва Бе СН3 fo: H Le :CH₂ CH 3 того CH Снзarrow_forwardIn part 1 adding the missing curved arrow notation.In part 2 draw the structure resulting from the given curved arrow notation.arrow_forward
- 7. a) Draw the resonance arrows to form the structure on the right b) Circle the major resonance structure and Explain your reasoning! ОН ОНarrow_forwardFollow the flow of electrons indicated by the curved arrows in the following polar reaction. Draw all products that result, including any inorganic ions. H―O: + H H H CH3 • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Include all valence lone pairs in your answer. Θ ? [Farrow_forwardThe curved arrow notation introduced in Section 1.6 is a powerful method used by organic chemists to show the movement of electrons not only in resonance structures, but also in chemical reactions. Since each curved arrow shows the movement of two electrons, following the curved arrows illustrates what bonds are broken and formed in a reaction. Consider the following three-step process. (a) Add curved arrows in Step [1] to show the movement of electrons. (b) Use the curved arrows drawn in Step [2] to identify the structure of X. X is converted in Step [3] to phenol and HCl.arrow_forward
- The curved arrow notation introduced in Section 1.6 is a powerful method used by organic chemists to show the movement of electrons not only in resonance structures, but also in chemical reactions. Since each curved arrow shows the movement of two electrons, following the curved arrows illustrates what bonds are broken and formed in a reaction. Consider the following three-step process. (a) Add curved arrows in Step [1] to show the movement of electrons. (b) Use the curved arrows drawn in Step [2] to identify the structure of X. X is converted in Step [3] to phenol and HCl.arrow_forwardSee image belowarrow_forwardDraw all missing reactants and/or products in the appropriate boxes by placing atoms on the canvas and connecting them with bonds. Add charges where needed. Electron flow arrows should start on the electron(s) of an atom or a bond and should end on an atom, bond, or location where a new bond should be created.arrow_forward
- 5.) Draw the important resonance forms for each of these. You do not have to draw in the curved arrows if you do not want to. a) b) c) +arrow_forward(a) Draw all valid resonance contributors for this iIon. Show how the electrons can be moved using curved arrOWs. (b) Draw the resonance hybrid.arrow_forwardSee attached image. For this molecule draw the 2 best resonance structures in the boxes. Circle the best.arrow_forward
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