ORGANIC CHEMISTRY-STUDY GDE./SOL.MAN.
6th Edition
ISBN: 9780072397475
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 1, Problem 48P
Draw Lewis structures for the nine isomers having molecular formula
formal charge.
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Students have asked these similar questions
(a) Determine the formal charge of oxygen
in the following structure. If the atom is
formally neutral, indicate a charge of zero.
(b) Draw an alternative Lewis (resonance)
structure for the compound given in part (a).
Show the unshared pairs and nonzero formal
charges in your structure. Don't use radicals.
Formal charge on O
0
Consider the compound with the following condensed molecular formula:
CH3CHOHCH=CH₂
What is the formal charge on the carbon atoms that only have single bonds?
Formal charge: +
What is the formal charge on the carbon atoms that have a double bond?
Formal charge: +
What is the formal charge on the oxygen atom?
Formal charge: +
What is the formal charge on the hydrogen atoms?
Formal charge:
13) Give the correct bond-line structure for the following compounds (drawing bonds as lines). Clearly show
all bonds, electron pairs, and formal charges when present. Ionic bonds, if present, must be clearly marked
using formal charges.
(CH3)2CHCHBrOH
Na o N o
Chapter 1 Solutions
ORGANIC CHEMISTRY-STUDY GDE./SOL.MAN.
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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- There are 3 constitutional isomers having the molecular formula: C2H4O Each molecule only contains carbon, hydrogen, and oxygen atoms, and each atom should have a formal charge of zero. Draw Lewis structures for 2 of the isomers that have the given molecular formula.arrow_forwardWrite the possible structural formulas for all constitutionally isomeric compounds sharing the given molecular formula sing the dash formula. Take into account of the valency of each atom. Indicate the formal charge of the atom, if there is any on the proposed lewis structure. 1. C4H8O2arrow_forwardDraw Lewis structures for each of the following ions. One atom in each ion has a formal charge that is not zero.Determine which atom it is, and what the formal charge is. (a) the C2H5 anion; (b) the CH3O cation; (c) the CH6N cation;(d) the CH5O cation; (e) the C3H3 anion (all three H atoms are on the same carbon)arrow_forward
- What is the formal charge of the carbon atom in methane (CH4)?arrow_forwardCalculate the Enthalpy Change (ΔH) from average bond energies, which have been listed below in KJ/mol, for the following reaction and identify the nature of the reaction: CH3COOH + CH3OH → CH3COOCH3 + H2O [C‒H: 413; C‒C: 347; C=O: 745; C=C: 614; Cl‒Cl: 239, C‒O: 358; O‒H: 467]arrow_forwardChemistry (a) Write three more resonance structures for each of compounds 1 and 2. (b) In each of compounds 1 and 2, determine which resonance structure contributes the most and explain your answer. (c) Are the 3/4 structures resonance structures or different compounds? Same question for 5/6 structures. Explain your answers.arrow_forward
- (i) Draw a complete Lewis dot structure for each of the following compounds. Clearly (ii) indicate all bonds and lone electrons, as well as the formal charge of each atom in the compound. a) NO3 b) NH4* c) CO2arrow_forwardDraw a Lewis diagram for BrO4- in which the central Br atom has a formal charge of zero and show all NONZERO formal charges on all atoms. Note that the overall charge on this ion is -1.arrow_forwardUnshared, or lone, electron pairs play an important role in determining the chermical and physical properties of organic compounds. Thus, it is important to know which atoms carry unshared pairs. Use the structural formulas below to determine the number of unshared pairs at each designated atom. Be sure your answers are consistent with the formal charges on the formulas. The number of unshared pairs at atom a is The number of unshared pairs at atom b is HyC CH The number of unshared pairs at atom e is The number of unshared pairs at atom a is The number of unshared pairs at atom b is HC CH The number of unshared pairs at atom e isarrow_forward
- The following is a skeleton of a molecular anion having the overall formula C7H6NO–. The H atoms are not shown. Starting with the structure drawn below, complete the Lewis structure by adding all H atoms, valence electrons, and π bonds. This structure will have a –1 formal charge on the oxygen.arrow_forwardCompute the formal charge (FC) on each atom in the following structures. (b) The hydronium ion, H3O+arrow_forwardDraw a complete Lewis structure for histidine in which all atoms have a formal charge of zero.arrow_forward
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