Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Textbook Question
Chapter 5, Problem 13E
Complete each Lewis structure, draw all important resonance structures, predict a value for thebond angles requested, and explain your reasoning.
a. Nitrous acid
b. Enolate ion
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Chapter 5 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 5 - Which elements on the periodic table (other than...Ch. 5 - You will not find “hydroxide” in the stockroom,...Ch. 5 - Prob. 3CTQCh. 5 - Prob. 4CTQCh. 5 - Prob. 5CTQCh. 5 - Prob. 6CTQCh. 5 - On which do you expect to have a more intense and...Ch. 5 - Prob. 8CTQCh. 5 - Prob. 9CTQCh. 5 - Prob. 10CTQ
Ch. 5 - Prob. 11CTQCh. 5 - Prob. 12CTQCh. 5 - Prob. 13CTQCh. 5 - Prob. 14CTQCh. 5 - Prob. 15CTQCh. 5 - Prob. 16CTQCh. 5 - For each proposed set of resonance structures: a....Ch. 5 - Consider the polarization of the C=O bond in the...Ch. 5 - The C=O double bond is called a “carbonyl bond.”...Ch. 5 - Prob. 20CTQCh. 5 - Prob. 21CTQCh. 5 - Prob. 22CTQCh. 5 - Prob. 23CTQCh. 5 - Prob. 24CTQCh. 5 - Prob. 25CTQCh. 5 - Prob. 26CTQCh. 5 - Prob. 27CTQCh. 5 - Prob. 28CTQCh. 5 - Prob. 29CTQCh. 5 - Prob. 30CTQCh. 5 - Prob. 31CTQCh. 5 - Confirm that there is no legitimate Lewis...Ch. 5 - Draw all resonance structures of the molecule...Ch. 5 - Prob. 34CTQCh. 5 - Prob. 35CTQCh. 5 - Prob. 36CTQCh. 5 - Occasionally, we will see an ionic compound that...Ch. 5 - Prob. 2ECh. 5 - Prob. 3ECh. 5 - Prob. 4ECh. 5 - Is it possible to draw a resonance structure of...Ch. 5 - Prob. 6ECh. 5 - Prob. 7ECh. 5 - Prob. 8ECh. 5 - Phenol (shown below) has a pKa10 . a. Based on pKa...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Prob. 12ECh. 5 - Complete each Lewis structure, draw all important...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Construct an explanation for why sulfuric acid is...Ch. 5 - Prob. 16ECh. 5 - Prob. 17ECh. 5 - Prob. 18E
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- Uracil is one of the bases in RNA, a close relative of DNA. (a) What are the values of the OCN and CNH angles? (b) There are two carbon-carbon bonds in the molecule. Which is predicted to be shorter? (c) If a proton (H+) attacks the molecule decide on the basis of the electrostatic potential surface to which atom or atoms it could be attached.arrow_forwardIndicate 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_forwardConsider the following compounds: CO2, SO2, KrF2, SO3, NF3, IF3, CF4, SF4, XeF4, PF5, TF5, and SCl6. These 12 compounds are all examples of different molecular structures. Draw the Lewis structures for each and predict the molecular structures. Predict the bond angles and the polarity of each. (A polar molecule has a net dipole moment, while a nonpolar molecule does not.) See Exercises 25 and 26 for the molecular structures based on the trigonal bipyramid and the octahedral geometries.arrow_forward
- Formamide, HC(O)NH2, is prepared at high pressures from carbon monoxide and ammonia, and serves as an industrial solvent (the parentheses around the O indicate that it is bonded only to the carbon atom and that the carbon atom is also bonded to the H and the N atoms). Two resonance forms (one with formal charges) can be written for formamide. Write both resonance structures, and predict the bond angles about the carbon and nitrogen atoms for each resonance form. Are they the same? Describe how the experimental determination of the HNH bond angle could be used to indicate which resonance form is more important.arrow_forwardAs a general rule, MX molecules (where M represents a central atom and X represents terminal atoms; n = 2 5) are polar if there is one or more lone pairs of electrons on M. NH3 (M = N, X = H, n = 3) is an example. There are two molecular structures with lone pairs that are exceptions to this rule. What are they?arrow_forwardGive approximate values for the indicated bond angles. angles in SF6 angle in XeF2 angle inarrow_forward
- Give approximate values for the indicated bond angles. (a) FSeF angles in SeF4 (b) angles in SOF4 (The O atom is in an equatorial position.) (c) angles in BrF5arrow_forwardBest Lewis Formula and Molecular Geometry A student writes the Lewis electron-dot formula for the carbonate anion, CO32, as a Does this Lewis formula obey the octet rule? Explain. What are the formal charges on the atoms? Try describing the bonding for this formula in valence bond terms. Do you have any difficulty doing this? b Does this Lewis formula give a reasonable description of the electron structure, or is there a better one? If there is a better Lewis formula, write it down and explain why it is better. c The same student writes the following resonance description for CO2: Is there something wrong with this description? (What would you predict as the geometries of these formulas?) d Is one or the other formula a better description? Could a value for the dipole moment help you decide? e Can you write a Lewis formula that gives an even better description of CO2? Explain your answer.arrow_forwardFor each of the following molecules, state the bond angle (or bond angles, as appropriate) that you would expect to see on the central atom based on the simple VSEPR model. Would you expect the actual bond angles to be greater or less than this? a CCl4 b SCl2 c COCl2 d AsH3arrow_forward
- Which of these molecules has a net dipole moment? For each of the polar molecules, indicate the direction of the dipole in the molecule. (a) nitrosyl fluoride, FNO (b) disulfur difluoride, S2F2arrow_forwardConsider the following compounds: CO2, SO2, KrF2, SO3, NF3, IF3, CF4, SF4, XeF4, PF5, IF5, and SCl6. These 12 compounds arc all examples of different molecular structures. Draw the Lewis structures for each and predict the molecular structure. Predict the bond angles and the polarity of each. (A polar molecule has a net dipole moment, while a nonpolar molecule docs not.) See Exercises 115 and 116 for the molecular structures based on the trigonal bipyramid and the octahedral geometries.arrow_forwardIndicate which molecules are polar and which are nonpolar. (a) SeO2 (b) N2O (N is the central atom) (c) SCl4arrow_forward
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