General Chemistry: Atoms First
2nd Edition
ISBN: 9780321809261
Author: John E. McMurry, Robert C. Fay
Publisher: Prentice Hall
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Chapter 4.9, Problem 4.20CP
The following structure shows the connections between atoms for anisole, a compound used in perfumery. Draw two resonance structures for anisole, showing the positions of the multiple bonds in each (red = O, gray = C, ivory = H).
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(a) Use a polar arrow to indicate the polarity of each bond: N¬H, F¬N, I¬Cl. (b) Rank the following bonds in order of increasing polarity and decreasing percent ionic character: H¬N, H¬O, H¬C.
Draw 3 additional resonance structures that demonstrate which atoms have partial positive character.
Draw Lewis structures and any contributing resonance structures for each structure below. Use the proper type of arrow to indicate that they are resonance structures. In which structure is resonance more important?
(a) H2SO3 (b) (HSO3)^1- (c) (SO3)^2-
Chapter 4 Solutions
General Chemistry: Atoms First
Ch. 4.2 - Prob. 4.1PCh. 4.2 - Prob. 4.2PCh. 4.2 - Prob. 4.3CPCh. 4.4 - Use the electronegativity values in Figure 4.4 to...Ch. 4.4 - Order the following compounds according to the...Ch. 4.4 - An electrostatic potential map of water is shown...Ch. 4.5 - Prob. 4.7PCh. 4.5 - Write formulas for compounds with the following...Ch. 4.5 - Prob. 4.9CPCh. 4.6 - Draw electron-dot structures for the following...
Ch. 4.6 - Draw an electron-dot structure for the hydronium...Ch. 4.7 - Draw electron-dot structures for the following...Ch. 4.7 - There are two molecules with the formula C2H6O....Ch. 4.7 - The following structure is a representation of...Ch. 4.8 - Carbon monoxide, CO, is a deadly gas produced by...Ch. 4.8 - Draw an electron-dot structure for each of the...Ch. 4.8 - Prob. 4.17PCh. 4.9 - Prob. 4.18PCh. 4.9 - Draw as many resonance structures as possible for...Ch. 4.9 - The following structure shows the connections...Ch. 4.10 - Calculate the formal charge on each atom in the...Ch. 4.10 - Calculate the formal charge on each atom in the...Ch. 4.10 - What is a radical, and why are they so reactive?Ch. 4.10 - Prob. 4.24PCh. 4.10 - Draw an electron-dot structure for the ethyl...Ch. 4 - Two electrostatic potential maps are shown, one of...Ch. 4 - Prob. 4.27CPCh. 4 - Prob. 4.28CPCh. 4 - Prob. 4.29CPCh. 4 - Sinapaldehyde, a compound present in the toasted...Ch. 4 - Vitamin C (ascorbic acid) has the following...Ch. 4 - What general trends in electronegativity occur in...Ch. 4 - Prob. 4.33SPCh. 4 - Prob. 4.34SPCh. 4 - Prob. 4.35SPCh. 4 - Prob. 4.36SPCh. 4 - Prob. 4.37SPCh. 4 - Prob. 4.38SPCh. 4 - Show the direction of polarity for each of the...Ch. 4 - Prob. 4.40SPCh. 4 - Prob. 4.41SPCh. 4 - Prob. 4.42SPCh. 4 - Prob. 4.43SPCh. 4 - Prob. 4.44SPCh. 4 - Prob. 4.45SPCh. 4 - Prob. 4.46SPCh. 4 - Prob. 4.47SPCh. 4 - Prob. 4.48SPCh. 4 - Prob. 4.49SPCh. 4 - Prob. 4.50SPCh. 4 - Which of the following substances contains an atom...Ch. 4 - Draw electron-dot structures for the following...Ch. 4 - Prob. 4.53SPCh. 4 - Oxalic acid, H2C2O4, is a mildly poisonous...Ch. 4 - Draw an electron-dot structure for carbon...Ch. 4 - Prob. 4.56SPCh. 4 - Prob. 4.57SPCh. 4 - Prob. 4.58SPCh. 4 - Prob. 4.59SPCh. 4 - Methylphenidate (C14H19NO2), marketed as Ritalin,...Ch. 4 - Pregabalin (C8H17NO2), marketed as Lyrica, is an...Ch. 4 - Draw as many resonance structures as you can that...Ch. 4 - Prob. 4.63SPCh. 4 - Which of the following pairs of structures...Ch. 4 - Which of the following pairs of structures...Ch. 4 - Draw an electron-dot structure for carbon...Ch. 4 - Prob. 4.67SPCh. 4 - Prob. 4.68SPCh. 4 - Prob. 4.69SPCh. 4 - Prob. 4.70SPCh. 4 - Prob. 4.71SPCh. 4 - Prob. 4.72SPCh. 4 - Prob. 4.73SPCh. 4 - Prob. 4.74CHPCh. 4 - Thiofulminic acid, , is a highly reactive...Ch. 4 - Draw two resonance structures for methyl...Ch. 4 - Prob. 4.78CHPCh. 4 - Prob. 4.79CHPCh. 4 - Prob. 4.80CHPCh. 4 - Prob. 4.81CHPCh. 4 - Prob. 4.82CHPCh. 4 - Prob. 4.83CHPCh. 4 - Prob. 4.84CHPCh. 4 - Prob. 4.85CHPCh. 4 - Sulfur reacts with chlorine to give a product that...Ch. 4 - Sulfur reacts with ammonia to give a product A...Ch. 4 - Prob. 4.88MPCh. 4 - Prob. 4.89MP
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- Write all resonance structures of chlorobenzene, C6H5Cl, a molecule with the same cyclic structure as benzene. In all structures, keep the CCl bond as a single bond. Which resonance structures are the most important?arrow_forwardAspirin is made from salicylic acid, which has this Lewis structure: (a) Which is the longest carbon-carbon bond? (b) Which is the strongest carbon-oxygen bond? (c) Draw resonance structures for this molecule.arrow_forwardClassify the following bonds as nonpolar, polar, or ionic: (a) the bond in ClF, (b) the bond in CsBr, and (c) the carbon-carbon double bond in C2H4.arrow_forward
- Are these the only two resonance structures for this compound? Are these even resonance structures given the first compound is neutral and the second has two charges?arrow_forwardIf you include structures in which sulfur has an expanded octet and exclude structures with triple bonds, how many resonance structures can be drawn for sulfur trioxide, SO3?arrow_forwardConsider the formate ion, HCO2", which is the anion formed when formic acid loses an H* ion. The H and the two O atoms are bonded to the central C atom. (a) Draw the best Lewis structure(s) for this ion. (b) Are resonance structures needed to describe the structure? Explain briefly (c) Would you predict that the C-O bond lengths in the formate ion would be longer or shorter relative to those in CO2? Explain brieflyarrow_forward
- 10.) The structural formula of a certain aldehyde (related to formaldehyde) is H3C-CH2-CHO. Draw a Lewis structure for this aldehyde and determine the number of bonds present. Note that a single or a double or a triple bond counts as one bond. Write the number, not the word.arrow_forwardConsider the following compounds: CaCl 2 , CaI 2 , and MgCl 2 . Answer the following questions based on expected periodic trends: (a) Which is expected to have t he shortest ionic bonds? (b) Which is expected to have the highest lattice energy? (c) Which is expected to have the lowest melting point?arrow_forwardWhich of the following are not related as resonance structures? OH (A) (B) (C) (D) ΝΗ OH CH₂ ΝΗ OH 8 Rectangulararrow_forward
- (1) What is the total number of valence electrons in the Lewis structure of SF2? electrons (2) Draw a Lewis structure for SF2arrow_forwardUsing the table of bond energies below, estimate the enthalpy change (kJ) for the following reaction: CH4+2O2⟶CO2+2H2O Bond Bond Energy (kJ/mol) Bond Bond Energy (kJ/mol) C-C 347 C=O (in CO2) 799 C=C 614 C=O 745 C≡C 839 C≡O 1070 C-H 413 O=O 498 O-H 467 N-H 391 H-H 432 N≡N 945 C-O 358 N-Cl 200 C-N 305 N-O 201 C-Cl 339 C≡N 891 Cl-Cl 243arrow_forwardConsider the following compounds: BeCl 2 , MgBr 2 , and SrBr 2 . Answer the following questions based on expected periodic trends: (a) Which is expected to have the shortest ionic bonds? (b) Which is expected to have the highest lattice energy? (c) Which is expected to have the lowest melting point?arrow_forward
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