Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 1, Problem 73P
Use the symbols
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How 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?
Compare the average N–O bond in your Lewis structures of NO2+ and NO2–. Based on the trends you identified above, which average N–O bond do you expect to be stronger? Which do you expect to be shorter? Explain your reasoning.
Stronger N–O Bond
NO2+
NO2–
Shorter N–O Bond
NO2+
NO2–
Many organic compounds belong to a category of molecules called "hydrocarbons", meaning that they only
contain hydrogen and carbons. An example of a simple hydrocarbon is shown below. Considering both the
VSEPR shape of the molecule and electronegativity values of the elements and state whether you expect this
simple hydrocarbon to be polar or nonpolar. Explain your answer.
нн
H-C-C-H
нн
Chapter 1 Solutions
Organic Chemistry (6th Edition)
Ch. 1.1 - While the most common isotope of nitrogen has a...Ch. 1.2 - Label each bond in the following compounds as...Ch. 1.3 - Draw a valid Lewis structure for each species. a....Ch. 1.3 - Prob. 9PCh. 1.4 - Draw Lewis structures for each molecular formula....Ch. 1.6 - Classify each pair of compounds as isomers or...Ch. 1.6 - Prob. 12PCh. 1.6 - Prob. 13PCh. 1.6 - Prob. 14PCh. 1.6 - Prob. 16P
Ch. 1.6 - Prob. 17PCh. 1.7 - Prob. 18PCh. 1.7 - Prob. 19PCh. 1.7 - Using the principles of VSEPR theory, you can...Ch. 1.8 - Convert each condensed formula to a Lewis...Ch. 1.8 - Prob. 22PCh. 1.8 - Prob. 23PCh. 1.8 - Convert each skeletal structure to a complete...Ch. 1 - Citric acid is responsible for the tartness of...Ch. 1 - Zingerone gives ginger its pungent taste. a.What...Ch. 1 - Assign formal charges to each and atom in the...Ch. 1 - Prob. 44PCh. 1 - Prob. 46PCh. 1 - Draw all possible isomers for each molecular...Ch. 1 - 1.45 Draw Lewis structures for the nine isomers...Ch. 1 - Prob. 52PCh. 1 - Prob. 53PCh. 1 - Prob. 54PCh. 1 - Consider compounds A-D, which contain both a...Ch. 1 - Draw in all the carbon and hydrogen atoms in each...Ch. 1 - 1.61 Convert each molecule into a skeletal...Ch. 1 - Prob. 65PCh. 1 - Predict the hybridization and geometry around each...Ch. 1 - Prob. 68PCh. 1 - Ketene, , is an unusual organic molecule that has...Ch. 1 - Rank the following bonds in order of increasing...Ch. 1 - Two useful organic compounds that contain Cl atoms...Ch. 1 - Use the symbols + and to indicate the polarity of...Ch. 1 - Prob. 74PCh. 1 - Anacin is an over-the-counter pain reliever that...Ch. 1 - 1.77 Stalevo is the trade name for a medication...Ch. 1 - 1.78 and are two highly reactive carbon...Ch. 1 - 1.79 The N atom in (acetamide) is hybridized,...Ch. 1 - Prob. 83PCh. 1 - Prob. 84PCh. 1 - Prob. 85PCh. 1 - Prob. 86PCh. 1 - Prob. 87PCh. 1 - Prob. 88P
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- What information can you use to predict whether a bond between two atoms is covalent or ionic?arrow_forwardDescribe the differences between covalent bonding andionic bondingarrow_forwardComplete the following statements about the molecule NBr3. Please note that ALL atoms in this molecule obey the octet rule. The molecule NBr3 has BLANK total valence electrons. The molecule NBr3 should be drawn with N in the middle, and the Br atoms on three sides of the N atom. After drawing the Lewis structure for NBr3 using the above information, it is evident that the three-dimensional shape (or geometry) of the molecule is BLANK , with a bond angle of BLANK degrees.arrow_forward
- Molecule Lewis Structure Central atom Shape of Bond Polarity Polarity of (can be done on separate paper) Molecule Molecule # bonded # lone atoms Pairs HCN Н-С C-N Cl4 CH3CI С-Н C-CI C-H CH20 C-O NH3arrow_forward< Complete the following structural formula for a neutral molecule by adding H atoms to complete the valence of each atom. Do not introduce any double or triple bonds. Then complete the Lewis diagram by adding any unshared electron pairs needed, so that each atom except H has a complete octet. [Review Topics] [References] Use the References to access important values if needed for this question. Br Br C—C— Write the molecular formula in the order CHX, where X stands for Cl or Br. Submit Answer The number of unshared pairs in the Lewis diagram unshared pair(s). Retry Entire Group 9 more group attempts remaining Previous Email Instructor Next Save and Earrow_forwardMatch each of the following with its correct answer in the lewis structure for the CS, molecule, the number of unshared pairs of electrons on the central carbon is: The number of Tt bond (s) in the Lewis structure of NO- is An electron in the n= 6 level in hydrogen atomlemits a photon with a wavelength of 93.8 nm. To what energy level does the electron move The formal charge on nitrogen in the Lewis structure of NO+ is Ch The formal charge on oxygen in the Lewis structure of NO+ is Cho POCOPHONE SHOT ON POCOPHONE F1arrow_forward
- Decide whether the Lewis structure proposed for each molecule is reasonable or not. molecule NH₂ 03 IB1₂ H proposed Lewis structure | [¤—N—H]" : 0: : Br I Br: Is this a reasonable structure? If not, why not? Yes, it's a reasonable structure. No, the total number of valence electrons is wrong. The correct number is: No, some atoms have the wrong number of electrons around them. The symbols of the problem atoms are: 0 Yes, it's a reasonable structure. No, the total number of valence electrons is wrong. The correct number is: No, some atoms have the wrong number of electrons around them. The symbols of the problem atoms are: Yes, it's a reasonable structure. No, the total number of valence electrons is wrong. The correct number is: No, some atoms have the wrong number of electrons around them. The symbols of the problem atoms are: If two or more atoms have the wrong number of valence electrons around them, just enter the chemical symbol for the atom as many times as necessary. For…arrow_forwardDraw lewis and 3D Structure. Be as neat as you can for 3D one, and label which is which.arrow_forwardWhich one of the following statements is incorrect, or are they all correct? In a Lewis structure, all valence electrons on the component atoms must be used – in bonds or lone pairs. The octet rule applies rigorously to C, N, O, and F in Lewis structures of common stable molecules H (Hydrogen) does not follow the octet rule because it cannot place more than 2 electrons into its valence shell. As central atoms (not in terminal positions), atoms such as P, S, and Cl may exceed an octet of electrons. All of the above statements are correct. 1) 1 2) 2 3) 3 4) 4 5) 5arrow_forward
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