Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 1, Problem 1.48P
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
Ch. 1 - While the most common isotope of nitrogen has a...Ch. 1 - Label each bond in the following compounds as...Ch. 1 - How many covalent bonds are predicted for each...Ch. 1 - Draw a valid Lewis structure for each species. a....Ch. 1 - Draw an acceptable Lewis structure for each...Ch. 1 - Prob. 1.6PCh. 1 - Draw a Lewis structure for each ion. a. CH3Ob....Ch. 1 - Draw Lewis structures for each molecular formula....Ch. 1 - Prob. 1.9PCh. 1 - Prob. 1.10P
Ch. 1 - Prob. 1.11PCh. 1 - Prob. 1.12PCh. 1 - Draw a second resonance structure for each...Ch. 1 - Prob. 1.14PCh. 1 - Draw a second resonance structure for nitrous...Ch. 1 - Prob. 1.16PCh. 1 - Prob. 1.17PCh. 1 - Prob. 1.18PCh. 1 - Prob. 1.19PCh. 1 - Prob. 1.20PCh. 1 - Simplify each condensed structure by using...Ch. 1 - Prob. 1.22PCh. 1 - Prob. 1.23PCh. 1 - Convert each skeletal structure to a complete...Ch. 1 - Draw in all hydrogens and lone pairs on the...Ch. 1 - Prob. 1.26PCh. 1 - What orbitals are used to form each of the CC, and...Ch. 1 - What orbitals are used to form each bond in the...Ch. 1 - Determine the hybridization around the highlighted...Ch. 1 - Classify each bond in the following molecules as ...Ch. 1 - Prob. 1.31PCh. 1 - Rank the following atoms in order of increasing...Ch. 1 - Prob. 1.33PCh. 1 - Prob. 1.34PCh. 1 - Provide the following information about...Ch. 1 - Use the ball-and-stick model to answer each...Ch. 1 - Citric acid is responsible for the tartness of...Ch. 1 - Zingerone gives ginger its pungent taste. a.What...Ch. 1 - Two radioactive isotopes of iodine used for the...Ch. 1 - Prob. 1.40PCh. 1 - Assign formal charges to each carbon atom in the...Ch. 1 - Assign formal charges to each N and O atom in the...Ch. 1 - Draw one valid Lewis structure for each compound....Ch. 1 - Prob. 1.44PCh. 1 - Prob. 1.45PCh. 1 - Prob. 1.46PCh. 1 - Draw all possible isomers for each molecular...Ch. 1 - 1.45 Draw Lewis structures for the nine isomers...Ch. 1 - Prob. 1.49PCh. 1 - Prob. 1.50PCh. 1 - Prob. 1.51PCh. 1 - Prob. 1.52PCh. 1 - Prob. 1.53PCh. 1 - Prob. 1.54PCh. 1 - Draw all reasonable resonance structures for each...Ch. 1 - Prob. 1.56PCh. 1 - Rank the resonance structures in each group in...Ch. 1 - 1.56 Consider the compounds and ions with curved...Ch. 1 - 1.57 Predict all bond angles in each...Ch. 1 - Predict the geometry around each indicated atom....Ch. 1 - Prob. 1.61PCh. 1 - Prob. 1.62PCh. 1 - Draw in all the carbon and hydrogen atoms in each...Ch. 1 - Prob. 1.64PCh. 1 - Prob. 1.65PCh. 1 - Prob. 1.66PCh. 1 - Prob. 1.67PCh. 1 - Each of the following condensed or skeletal...Ch. 1 - Prob. 1.69PCh. 1 - Prob. 1.70PCh. 1 - Prob. 1.71PCh. 1 - Prob. 1.72PCh. 1 - Prob. 1.73PCh. 1 - Prob. 1.74PCh. 1 - Two useful organic compounds that contain Cl atoms...Ch. 1 - Use the symbols + and to indicate the polarity of...Ch. 1 - Label the polar bonds in each molecule. Indicate...Ch. 1 - Answer the following questions about acetonitrile...Ch. 1 - Prob. 1.79PCh. 1 - The principles of this chapter can be applied to...Ch. 1 -
a. What is the hybridization of each N atom in...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. 1.85PCh. 1 - Prob. 1.86PCh. 1 - Prob. 1.87PCh. 1 - Prob. 1.88PCh. 1 - Prob. 1.89PCh. 1 - Prob. 1.90P
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Which molecule contains carbon with a negative formal charge? CO CO2 H2CO CH4arrow_forwardA oxygen with one single bond and three lone pairs is a neutral oxygen an oxonium ion with formal charge -1 an oxyanion ion with formal charge -1 an oxyanion with formal charge +1 an oxonium ion with formal charge +1arrow_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_forward
- Draw 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_forwardUnshared, or lone, electron pairs play an important role in determining the chemical 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. CH3 CH₂ CH3 a H₂C C-C C The number of unshared pairs at atom a is | The number of unshared pairs at atom b is The number of unshared pairs at atom c is | -H The number of unshared pairs at atom a is The number of unshared pairs at atom b is The number of unshared pairs at atom c is | Submit Answer Retry Entire Group 1 more group attempt remainingarrow_forwardWhat is the formal charge of the carbon atom in methane (CH4)?arrow_forward
- Calculate 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_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_forward
- Two major resonance structures are possible for the anion shown. One resonance form is given, but it is incomplete. Complete the given structure by adding nonbonding electrons and formal charges. Draw the remaining structure, including nonbonding electrons and formal charges. Omit curved arrows. Structure A: complete the structure by adding nonbonding electrons and formal charges. H H H I Structure B: draw the remaining resonance structure, including nonbonding electrons and formal charges. H- : z: H Harrow_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_forwardQ. 9a) Provide additional resonance structures for the following species. Remember to show lone pairs & formal charges where applicable + [ :N=N-F: +→ [:0-C!-O: → Q. 9b) Draw the Lewis Structure for NCCH2CO2NHCH3, determine the number of sigma bonds & the number of pi bonds present, and indicate the bond angle value around each carbon atom, each nitrogen atom, and each oxygen atom.arrow_forward
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