Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 1.5, Problem 1.4P
Circle any lone pairs (pairs of nonbonding electrons) in the structures you drew for Problem 1-3
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For each molecule or ion listed below:1) Draw the complete Lewis structure, including all resonance forms.2) Count the number of bonded atoms (BA) and unshared-pairs (UP) around the central atom. Add them to get the number of electron SETS.3) Draw the molecule or ion. Include approximate bond angles on the drawing.4) State the electron set geometry and the molecular geometry.5) Build a model. If the Lewis structure shows resonance, build just one of the resonance forms.
What is the formal charge of carbon in carbon monoxide (CO) when drawn with a triple bond?
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Chapter 1 Solutions
Organic Chemistry (9th Edition)
Ch. 1.2C - a. Nitrogen has relatively stable isotopes...Ch. 1.4 - Draw Lewis structures for the following compounds....Ch. 1.5 - Write Lewis structures for the following molecular...Ch. 1.5 - Circle any lone pairs (pairs of nonbonding...Ch. 1.6 - Use electronegativities to predict the direction...Ch. 1.8 - Prob. 1.6PCh. 1.9B - Draw the important resonance forms for the...Ch. 1.9B - Prob. 1.8PCh. 1.9B - Prob. 1.9PCh. 1.9B - Use resonance structures to identify the areas of...
Ch. 1.10A - Draw complete Lewis structures for the following...Ch. 1.10B - Give Lewis structures corresponding to the...Ch. 1.10B - Prob. 1.13PCh. 1.11 - Compute the empirical and molecular formulas for...Ch. 1.16 - a. Use your molecular models to make ethane, and...Ch. 1.17 - a. Predict the hybridization of the oxygen atom in...Ch. 1.17 - Predict the hybridization geometry and bond angles...Ch. 1.17 - Predict the hybridization, geometry, and bond...Ch. 1.17 - Prob. 1.19PCh. 1.17 - Allene, CH2=C=CH2, has the structure shown below...Ch. 1.17 - 1. Draw the important resonance forms for each...Ch. 1.18B - Prob. 1.22PCh. 1.18B - Two compounds with the formula CH3CH=NCH3 are...Ch. 1.19B - Prob. 1.24PCh. 1.19B - Give the relationship between the following pairs...Ch. 1 - a. Draw the resonance forms for SO2 (bonded OSO)....Ch. 1 - Name the element that corresponds to each...Ch. 1 - Prob. 1.28SPCh. 1 - For each compound, state whether its bonding is...Ch. 1 - a. Both PCl3 and PCl5 are stable compounds Draw...Ch. 1 - Draw a Lewis structure for each species a. N2H4 b....Ch. 1 - Prob. 1.32SPCh. 1 - Prob. 1.33SPCh. 1 - Draw Lewis structures for a. two compounds of...Ch. 1 - Prob. 1.35SPCh. 1 - Some of the following molecular formulas...Ch. 1 - Prob. 1.37SPCh. 1 - Give the molecular formula of each compound shown...Ch. 1 - 1. From what you remember of electronegativities,...Ch. 1 - For each of the following structures, 1. Draw a...Ch. 1 - Prob. 1.41SPCh. 1 - Prob. 1.42SPCh. 1 - Prob. 1.43SPCh. 1 - Prob. 1.44SPCh. 1 - For each pair of ions, determine which on is more...Ch. 1 - Use resonance structures to identify the areas of...Ch. 1 - Prob. 1.47SPCh. 1 - In 1934, Edward A. Doisy of Washington University...Ch. 1 - If the carbon atom in CH2Cl2 were fat. there would...Ch. 1 - Cyclopropane (C3H6, a three-membered ring) is more...Ch. 1 - Prob. 1.51SPCh. 1 - Prob. 1.52SPCh. 1 - In most amines, the nitrogen atom is sp3...Ch. 1 - Predict the hybridization and geometry of the...Ch. 1 - Draw orbital pictures of the pi bonding in the...Ch. 1 - Prob. 1.56SPCh. 1 - Prob. 1.57SPCh. 1 - Which of the following compounds show cis-trans...Ch. 1 - Give the relationships between the following pairs...Ch. 1 - Dimethyl sulfoxide (DMSO) has been used as an...
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- 3-31 Why does electronegativity generally increase going from left to right across a row of the Periodic Table?arrow_forwardThe following model is a representation of citric acid, the key substance in the so-called citric acid cycle, by which food molecules are metabolized in the body. Only the connections between atoms are shown; multiple bonds are not indicated. Complete the structure by indicating the positions of multiple bonds and lone-pair electrons (gray = C, red = O, ivory = H).arrow_forward3-79 Answer true or false. (a) The letters VSEPR stand for valence-shell electron-pair repulsion. (b) In predicting bond angles about a central atom in a covalent molecule, the VSEPR model considers only shared electron pairs (electron pairs involved in forming covalent bonds). (c) The VSEPR model treats the two electron pairs of a double bond as one region of electron density and the three electron pairs of a triple bond as one region of electron density. (d) In carbon dioxide, OCO, carbon is surrounded by four pairs of electrons and the VSEPR model predicts 109.5° for the OCO bond angle. (e) For a central atom surrounded by three regions of electron density, the VSEPR model predicts bond angles of 120°. (f) The geometry about a carbon atom surrounded by three regions of electron density is described as trigonal planar. (g) For a central atom surrounded by four regions of electron density, the VSEPR model predicts bond angles of 360°/4 = 90°. (h) For the ammonia molecule, NH3, the VSEPR model predicts HNH bond angles of 109.5°. (i) For the ammonium ion, NH4, the VSEPR model predicts HNH bond angles of 109.5°. (j) The VSEPR model applies equally well to covalent compounds of carbon, nitrogen, and oxygen. (k) In water, HOH, the oxygen atom forms covalent bonds to two other atoms, and therefore, the VSEPR model predicts an HOH bond angle of 180°. (l) If you fail to consider unshared pairs of valence electrons when you use the VSEPR model, you will arrive at an incorrect prediction. (m) Given the assumptions of the VSEPR model, the only bond angles it predicts for compounds of carbon, nitrogen, and oxygen are 109.5°, 120°, and 180°.arrow_forward
- The following model is a representation of aspartame, C14H18N2O5, known commercially under many names, including NutraSweet. Only the connections between atoms are shown; multiple bonds are not indicated. Complete the structure for aspartame, and indicate the positions of multiple bonds (gray = C, red = O, blue = N, ivory = H).arrow_forward3-64 Acetylene (C2H2), hydrogen cyanide (HCN), and nitrogen (N2) each contain a triple bond. Draw a Lewis structure for each molecule. Which of these are polar molecules, and which are nonpolar molecules?arrow_forwardDraw a resonance structure of the compound shown below, called 2-heptanone, which is found in some kinds of cheese. en Draw curved arrow(s) on the initial structure to show the expected resonance. Modify the second structure given to draw a new resonance structure, including any relevant formal charges. Use the + and - tools to add/remove charges to an atom, and use the single bond tool to add/remove double bonds. H3C CH3 Edit Drawing H3C CH3arrow_forward
- Problem 1.37 Draw a Lewis structure for each of the following species: Part A Part B CO²- Draw the molecule by placing atoms on the canvas and connecting them with bonds. Include all lone pairs of electrons. [] i + P F Br CI More C H O N S I X Press [SPACE] to restore all settings to the default. Press [TAB] to move to the next option. Press [ALT+A) to get to the bonds and electrons editor. Press [ALT+P] to get to the elements editor. Press (ALT+Y) to get to the elements on the canvas. Pressarrow_forwardFigure A 4-3 B "NH₂ + itz of с H "NH₂ C NHZarrow_forwardGive typed full explanation Look at figure 3-22 that shows the electron density that occurs abound the Si-O bond. This electron density map gives the "shape" of the O and Si atoms when they are bonded together. Think about the answer in Q9 and choose the best response below: (Select answer choice) a. This figure shows that the Si and O atoms, when they bond together, do not form spheres, which is due to the fact that the Si-O bond is strongly covalent and these shared electrons affect atomic shape. This change in shape limits the applicability of Pauling's Coordination principle since that principle is based on the geometry of perfect spheres. b. This figure shows that the Si and O atoms, when they bond together are close to perfect spheres, which is due to the fact that the Si-O bond is strongly covalent. This figure shows that Pauling's Coordination principle should apply very precisely to any substance that contains Si-O bonds c. This figure shows that the Si and O atoms, form in a…arrow_forward
- 4. Using the resonance patterns 1-4, draw all the resonance structures for each of the following compounds. For each new resonance structure, look for a pattern that leads to a new resonance structure. d NH CIarrow_forwardChoose one compound from below to build. Record the molecular formula. Sketch its shape using appropriate 2-D conventions and upload the image. HH H'OHH H-CC-C-c-H C-C- HH H Harrow_forwardCurrent Attempt in Progress Use the "+" and "-“ tools to add any missing formal charges in the compound below. Please wait for the image to load before opening sketch box. H-C-N-C-H H H H н—с—N—ҫ—н H H Edit Drawingarrow_forward
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