Chemistry
4th Edition
ISBN: 9780078021527
Author: Julia Burdge
Publisher: McGraw-Hill Education
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Question
Chapter 25, Problem 27QP
Interpretation Introduction
Interpretation: The resonance structures for each of the given compounds are to be drawn with help of curved arrows, and their formal charges are to be included in their structures.
Concept introduction:
Many molecules and ions can be represented by more than one Lewis structure.
If two or more Lewis structures vary only in the position of their electrons, these structures are resonance structures.
Curved arrows are used while writing these structures, which specify the differences in electrons positions.
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For the given compound, draw all significant resonance forms and rank them from most significant to least significant.
Briefly explain the rankings.
Part 1
Let's begin by considering which resonance patterns are present. First, add curved arrow(s) to show the resonance
using the following pattern: a pi bond between two atoms of differing electronegativity. Modify the second
structure given to draw the new resonance structure. Include relevant formal charges in your structure. Use the +
and - tools to add/remove charges to an atom, and use the single bond tool to add/remove double bonds.
H₂C
CH₂
H₂C
Edit Drawing
CH₂
SUPPORT
Draw a more stable resonance structure for each of the following molecules and used curved arrows to transform the original structure to your new one. Specify formal charge if any.
The curved arrow notation 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 reaction. Choose the correct image that shows the curved arrows to show the movement of electrons.
Chapter 25 Solutions
Chemistry
Ch. 25.1 - Prob. 1PPACh. 25.1 - Prob. 1PPBCh. 25.1 - Prob. 1PPCCh. 25.2 - Prob. 1PPACh. 25.2 - Prob. 1PPBCh. 25.2 - Prob. 1PPCCh. 25.2 - Prob. 1CPCh. 25.2 - Prob. 2CPCh. 25.2 - Identify the name of the following compound: a)...Ch. 25.2 - Prob. 4CP
Ch. 25.2 - Prob. 5CPCh. 25.2 - Prob. 6CPCh. 25.3 - Prob. 1PPACh. 25.3 - Prob. 1PPBCh. 25.3 - Prob. 1PPCCh. 25.3 - Prob. 1CPCh. 25.3 - Prob. 2CPCh. 25.3 - Prob. 3CPCh. 25.3 - Prob. 4CPCh. 25.4 - Prob. 1PPACh. 25.4 - Prob. 1PPBCh. 25.4 - Prob. 1PPCCh. 25.5 - Prob. 1PPACh. 25.5 - Prob. 1PPBCh. 25.5 - Prob. 1PPCCh. 25.5 - Prob. 1CPCh. 25.5 - Prob. 2CPCh. 25 - Prob. 1QPCh. 25 - 25.2 Why was Wöhler’s synthesis of urea so...Ch. 25 - Prob. 3QPCh. 25 - Prob. 4QPCh. 25 - Prob. 5QPCh. 25 - Prob. 6QPCh. 25 - Prob. 7QPCh. 25 - Prob. 8QPCh. 25 - Prob. 9QPCh. 25 - Prob. 10QPCh. 25 - Prob. 11QPCh. 25 - Prob. 12QPCh. 25 - Prob. 13QPCh. 25 - Prob. 14QPCh. 25 - Prob. 15QPCh. 25 - Identify the functional groups in the...Ch. 25 - Prob. 17QPCh. 25 - Prob. 18QPCh. 25 - Prob. 19QPCh. 25 - Prob. 20QPCh. 25 - Prob. 21QPCh. 25 - Prob. 22QPCh. 25 - Prob. 23QPCh. 25 - Prob. 24QPCh. 25 - Prob. 25QPCh. 25 - Prob. 26QPCh. 25 - Prob. 27QPCh. 25 - Prob. 28QPCh. 25 - Prob. 29QPCh. 25 - Prob. 30QPCh. 25 - Prob. 31QPCh. 25 - Prob. 32QPCh. 25 - Prob. 33QPCh. 25 - Prob. 34QPCh. 25 - Prob. 35QPCh. 25 - Prob. 36QPCh. 25 - Prob. 37QPCh. 25 - Prob. 38QPCh. 25 - Prob. 39QPCh. 25 - Prob. 40QPCh. 25 - Prob. 41QPCh. 25 - Prob. 42QPCh. 25 - Prob. 43QPCh. 25 - Prob. 44QPCh. 25 - Prob. 45QPCh. 25 - Prob. 46QPCh. 25 - Prob. 47QPCh. 25 - Prob. 48QPCh. 25 - Prob. 49QPCh. 25 - Prob. 50QPCh. 25 - Prob. 51QPCh. 25 - Prob. 52QPCh. 25 - Prob. 53QPCh. 25 - Prob. 54QPCh. 25 - Prob. 55QPCh. 25 - Prob. 56QPCh. 25 - Prob. 57QPCh. 25 - Prob. 58QPCh. 25 - Prob. 59QPCh. 25 - Prob. 60QPCh. 25 - Prob. 61QPCh. 25 - Prob. 62QPCh. 25 - Prob. 63QPCh. 25 - Prob. 64QPCh. 25 - Prob. 65QPCh. 25 - Prob. 66QPCh. 25 - Prob. 67QPCh. 25 - Prob. 68QPCh. 25 - Prob. 69QPCh. 25 - Prob. 70QPCh. 25 - Prob. 71QPCh. 25 - Prob. 72QPCh. 25 - Prob. 73QPCh. 25 - Prob. 74QPCh. 25 - Prob. 75QPCh. 25 - Prob. 76QPCh. 25 - Prob. 77APCh. 25 - Prob. 78APCh. 25 - Prob. 79APCh. 25 - Prob. 80APCh. 25 - Prob. 81APCh. 25 - Match each molecular model with the correct...Ch. 25 - Prob. 83APCh. 25 - Prob. 84APCh. 25 - Prob. 85APCh. 25 - Prob. 86APCh. 25 - Prob. 87APCh. 25 - Prob. 88APCh. 25 - Prob. 89APCh. 25 - Prob. 90APCh. 25 - Prob. 91APCh. 25 - Prob. 92APCh. 25 - Prob. 93APCh. 25 - Prob. 94APCh. 25 - Prob. 95APCh. 25 - Prob. 96APCh. 25 - Prob. 97APCh. 25 - Prob. 98APCh. 25 - Prob. 99APCh. 25 - Prob. 100APCh. 25 - All alkanes give off heat when burned in air. Such...Ch. 25 - Prob. 102APCh. 25 - Prob. 1SEPPCh. 25 - Prob. 2SEPPCh. 25 - Prob. 3SEPPCh. 25 - Prob. 4SEPP
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- Draw resonance structures for the following compound:Add curved arrow(s) to show resonance using one of the five patterns, and modify the second structure given to draw the new resonance structure. Include relevant formal charges in your structure. Use the + and - tools to add/remove charges to an atom, and use the single bond tool to add/remove double bonds.arrow_forwardWrite an equation for the reaction of CH3 SCH3 with BF3, a Lewis acid, and show by the use of curved arrows how the reaction occurs. • Show all hydrogen atoms that are not attached to a carbon atom. Apply formal charges where appropriate. Assign lone pairs and radical electrons where appropriate. • Use the "starting points" menu to revert to the original molecule(s) shown. • Draw the appropriate electron-flow arrows. • Omit+ signs between structures. ● ● CH3 | :S: | CH3 == starting points == ↑ TAYY : F کر ? ChemDoodleⓇarrow_forwardClick the "draw structure" button to launch the drawing utility. The curved arrow notation 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 the bonds that are broken and formed in the reaction. Consider the following reaction. Use the curved arrows drawn in the reaction to draw the structure of X. X is converted in the following step to phenol and HCI. HO H CF + H-CF phenolarrow_forward
- For each of tthe following structural formulas, provide the indicated number of resonance structures. Use curved arrows to show the electron movement between each structure, use double headed arrow to separate the structures, and enclose all of them in a single set of bracketsarrow_forwardThe curved arrow notation introduced in Section 1.6B is a powerful method used by organic chemists to show the movement of electrons not only in resonance structures, but also in chemical reactions.Because 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_forwardDraw the contributing structure indicated by the curved arrows. Show all valence electrons and all formal charges.arrow_forward
- Which of the following shows correct arrow placement that represents significant resonance for the given molecule? None of the choices given represent significant resonance. Save for Laterarrow_forwardUnshared, or lone, electron pairs play an important role in determining the chermical and physical properties of organic compounds. Thus, it is important to know which atoms carry unshared pairs. Use the structural formulas below to determine the number of unshared pairs at each designated atom. Be sure your answers are consistent with the formal charges on the formulas. The number of unshared pairs at atom a is The number of unshared pairs at atom b is HyC CH The number of unshared pairs at atom e is The number of unshared pairs at atom a is The number of unshared pairs at atom b is HC CH The number of unshared pairs at atom e isarrow_forwardGive a reasonable set of resonance structures for each compound below. Use Resonance Arrows, and curved arrows, and brackets to draw a proper set of resonance structures.arrow_forward
- While multiple resonance structures exist for the molecule, draw the two best resonance structures and include formal charge for neutral atoms. Identify the major and minor contributor, including the molecule given.arrow_forwardDraw the curved arrows and the resulting resonance structure for the following structure. Include lone pairs and charges in your structure.arrow_forwardNow write the condensed formulas for the following bond-line structures.arrow_forward
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