General Chemistry: Atoms First
2nd Edition
ISBN: 9780321809261
Author: John E. McMurry, Robert C. Fay
Publisher: Prentice Hall
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Chapter 4, Problem 4.75CHP
Thiofulminic acid, 
, is a highly reactive compound.
- (a) Draw an electron-dot structure for thiofulminic acid, and assign formal charges.
- (b) A related compound with the same formula and the connection H─N─C─S is also known. Draw an electron-dot structure for this related compound and assign formal charges.
- (c) Which of the two molecules is likely to be more stable? Explain.
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A stable triatomic molecule can be formed that containsone atom each of nitrogen, sulfur, and fluorine. Threebonding structures are possible, depending on which is thecentral atom: NSF, SNF, and SFN.(a) Write a Lewis diagram for each of these molecules,indicating the formal charge on each atom.(b) Often, the structure with the least separation of formal charge is the most stable. Is this statement consistent with the observed structure for this molecule—namely, NSF, which has a central sulfur atom?(c) Does consideration of the electronegativities of N, S,and F from Figure 3.18 help rationalize this observedstructure? Explain.
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(a) Draw the three resonance structures.
(b) Calculate the formal charge on each atom in each resonance structures.
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(a) For which compounds are no additional Lewis structures possible?
(b) When two or more Lewis structures can be drawn, draw all additional resonance structures.
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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- The Lewis structure of acetone is Circling the carbonyl carbon, i.e., the carbon atom attached to oxygen, and its octet gives Circling the oxygen atom and its octet gives Thus, atoms share electrons in making bonds, and a pair of electrons may be included in the octet of two different atoms. When computing the formal charge on an atom, the number of electrons that belong to that atom is compared with the number of electrons the atom would have in the unbonded and neutral state. If the two numbers are the same, the formal charge on the atom is zero. In a Lewis structure both electrons in an unshared pair belong to the atom, and one of every pair of shared (bonding) electrons belongs to the atom.arrow_forwardAssign formal charges to all atoms in the following Lewis diagrams. (a) SO42 (b) S2O32 (c) SbF3 (d) SCNarrow_forwardThe molecular ion S3N, has the cyclic structure 'N All S-N bonds are equivalent. (a) Give six equivalent resonance hybrid Lewis diagrams for this molecular ion. (b) Compute the formal charges on all atoms in the molecular ion in each of the six Lewis diagrams. (c) Determine the charge on each atom in the polyatomic ion, assuming that the true distribution of electrons is the average of the six Lewis diagrams arrived at in parts (a) and (b). (d) An advanced calculation suggests that the actual charge resident on each N atom is –0.375 and on each S atom is +0.041. Show that this result is consis- tent with the overall +1 charge on the molecular ion. Z-Sarrow_forward
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