Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 4, Problem 5CTQ
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A resonance hybrid is a structure that can be depicted by more than one valid Lewis structure.
part1: Draw the major resonance form of fulminic acid, HCNO, with the atoms connected as indicated in the formula. Your structure should have nonzero formal charges minimized, and it should include all nonzero formal charges and all nonbonding electrons.
part2: Draw the second most important resonance form of fulminic acid, HCNO, with the atoms connected as indicated in the formula. Your structure should have nonzero formal charges minimized, and it should include all nonzero formal charges and all nonbonding electrons.
part3: Draw the least important resonance contributor for fulminic acid, HCNO, with the atoms connected as indicated in the formula. Your structure should have nonzero formal charges minimized and should include all nonzero formal charges and all nonbonding electrons.
Draw the Lewis dot structure for CBr4 .
Choose the answer below that gives the (I) number of lone pairs and (II) number of chemical bonds on the central atom along with (III) the number of double bonds in the compound.
Group of answer choices
0 lone pairs, 3 bonds, 0 multiple bonds
1 lone pair, 4 bonds, 1 multiple bond
2 lone pairs, 4 bonds, 2 multiple bonds
1 lone pair, 4 bonds, 0 multiple bonds
0 lone pairs, 4 bonds, 2 multiple bonds
0 lone pairs, 4 bonds, 0 multiple bonds
Draw a Lewis structure for fulminic acid, HONC or HCNO, adding charges and lone electron pairs to the appropriate atoms.
Explicitly draw all H atoms.
Include all valence lone pairs in your answer.
opy
aste
H-C=N=Q
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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- Indicate which of the following molecules are polar. Draw the molecular structure of each polar molecule, including the arrows that indicate the bond dipoles and the molecular dipole moment. (a) HCN (b) I2 (c) NOarrow_forwardHow do you know when to draw a solid wedge vs a dashed wedge when drawing 3D bond-line structures? I know that solid-wedge means the atom is pointing towards you and dashed wedge means it's in the back, but how do you know which atoms are in the front as opposed to the back? How can you tell what the configuration will look like in space just by looking at the lewis structure or name?arrow_forwardIn the following Lewis structure of [SiF6]², every atom, bond and lone pair is positioned. To complete the structure, drag the formal charge tags to the appropriate atom(s). Each marker may be used more than once, or not at all. If an atom has a formal charge of zero, do not drag a tag to it. When you drag the marker in, place the little crosshairs in the upper left corner of the marker directly over the atom(s) in question (not above them). :F: :F : :ד: Si 1 :F: 0 0 0 2+ :H: Ë: 0 2-arrow_forward
- Draw 2 resonance structures for the following polyatomic anion: NCO– The C atom is bonded directly to the N atom and the O atom in this linear molecule. Be sure to show all lone pairs and nonzero formal charges present in each resonance structure that you draw. Each structure should only have one atom with a nonzero formal charge. Clearly indicate which of the 2 nonequivalent resonance structures that you draw is LEAST important.arrow_forwardThe 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.arrow_forwardUse this condensed chemical structure to complete the table below. OH The condensed chemical structure of phenol. Some facts about the phenol molecule: molecular formula: number of major resonance structures: number of carbon-hydrogen single (C-H) bonds: number of oxygen-hydrogen single (O-H) bonds: number of lone pairs: 0 0 0 0 0arrow_forward
- Can you explain why these Lewis Structures are wrong? I was told I was correct that BrF5 has 42 valence electrons, 10 bonding electrons, and 32 non bonding electrons, with 5 single bonds, and that O=CN- has 16 valence electrons, 8 bonding electrons, and 8 non bonding electrons, with 2 double bonds.arrow_forwardProvide the Lewis, structure, Molecule/Ion type (i.e. AX3E, AX5, etc), Molecular Geometry, bond angle (the ideal/pure bond angle, not the bond angle as affect by lone pairs), and Polarity (a 3-d representation with bond and molecular dipoles annotated)arrow_forwardFill in the lone pairs needed to give the main group elements (except hydrogen) an octet. Acrylonitrile is a starting material used to manufacture synthetic Orlon and Acrilan fi bers. Cysteine is an amino acid used to synthesize proteins.arrow_forward
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