Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Question
Chapter 1, Problem 1.5P
Interpretation Introduction
Interpretation:
Which of the two curves, in the diagram, represents a stronger covalent bond is to be determined.
Concept introduction:
The energy needed to break a covalent bond is the difference between the minimum energy at a distance equal to the bond length and their energy when the distance between them is infinite.
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Problem Draw a Lewis structure and identify the octet-rule exception for (a) H3PO4 (draw two resonance forms and select the more important); (b) BFCl2.Plan We draw each Lewis structure and examine it for exceptions to the octet rule.(a) The central atom is in Period 3, so it can have more than an octet.(b) The central atom is B, which can have fewer than an octet of electrons.
Problem Draw Lewis structures for the following:(a) Ethylene (C2H4), the most important reactant in the manufacture of polymers(b) Nitrogen (N2), the most abundant atmospheric gasPlan We show the structure resulting from steps 1 to 4: placing the atoms, counting the total valence electrons, making single bonds, and distributing the remaining valence electrons in pairs to attain octets. Then we continue with step 5, if needed.
a) Draw the formal charges to the molecule below. Label atleast two functional groups found in this molecule. Identify and circle the π bonds.
b) Draw a curly arrow notation to show how the electrons are redistributed to show a new resonance structure in which the formal charge has moved to a different heteroatom.
Chapter 1 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. 1 - Prob. 1.1PCh. 1 - Prob. 1.2PCh. 1 - Prob. 1.3PCh. 1 - Prob. 1.4PCh. 1 - Prob. 1.5PCh. 1 - Prob. 1.6PCh. 1 - Prob. 1.7PCh. 1 - Prob. 1.8PCh. 1 - Prob. 1.9PCh. 1 - Prob. 1.10P
Ch. 1 - Prob. 1.11PCh. 1 - Prob. 1.12PCh. 1 - Prob. 1.13PCh. 1 - Prob. 1.14PCh. 1 - Prob. 1.15PCh. 1 - Prob. 1.16PCh. 1 - Prob. 1.17PCh. 1 - Prob. 1.18PCh. 1 - Prob. 1.19PCh. 1 - Prob. 1.20PCh. 1 - Prob. 1.21PCh. 1 - Prob. 1.22PCh. 1 - Prob. 1.23PCh. 1 - Prob. 1.24PCh. 1 - Prob. 1.25PCh. 1 - Prob. 1.26PCh. 1 - Prob. 1.27PCh. 1 - Prob. 1.28PCh. 1 - Prob. 1.29PCh. 1 - Prob. 1.30PCh. 1 - Prob. 1.31PCh. 1 - Prob. 1.32PCh. 1 - Prob. 1.33PCh. 1 - Prob. 1.34PCh. 1 - Prob. 1.35PCh. 1 - Prob. 1.36PCh. 1 - Prob. 1.37PCh. 1 - Prob. 1.38PCh. 1 - Prob. 1.39PCh. 1 - Prob. 1.40PCh. 1 - Prob. 1.41PCh. 1 - Prob. 1.42PCh. 1 - Prob. 1.43PCh. 1 - Prob. 1.44PCh. 1 - Prob. 1.45PCh. 1 - Prob. 1.46PCh. 1 - Prob. 1.47PCh. 1 - Prob. 1.48PCh. 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 - Prob. 1.55PCh. 1 - Prob. 1.56PCh. 1 - Prob. 1.57PCh. 1 - Prob. 1.58PCh. 1 - Prob. 1.59PCh. 1 - Prob. 1.60PCh. 1 - Prob. 1.61PCh. 1 - Prob. 1.62PCh. 1 - Prob. 1.63PCh. 1 - Prob. 1.64PCh. 1 - Prob. 1.65PCh. 1 - Prob. 1.66PCh. 1 - Prob. 1.67PCh. 1 - Prob. 1.68PCh. 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 - Prob. 1.75PCh. 1 - Prob. 1.76PCh. 1 - Prob. 1.77PCh. 1 - Prob. 1.78PCh. 1 - Prob. 1.79PCh. 1 - Prob. 1.80PCh. 1 - Prob. 1.81PCh. 1 - Prob. 1.82PCh. 1 - Prob. 1.1YTCh. 1 - Prob. 1.2YTCh. 1 - Prob. 1.3YTCh. 1 - Prob. 1.4YTCh. 1 - Prob. 1.5YTCh. 1 - Prob. 1.6YTCh. 1 - Prob. 1.7YTCh. 1 - Prob. 1.8YTCh. 1 - Prob. 1.9YTCh. 1 - Prob. 1.10YTCh. 1 - Prob. 1.11YTCh. 1 - Prob. 1.12YTCh. 1 - Prob. 1.13YTCh. 1 - Prob. 1.14YTCh. 1 - Prob. 1.15YTCh. 1 - Prob. 1.16YTCh. 1 - Prob. 1.17YT
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- Methanol, CH3OH, is a compound in which the formal charge on all the atoms is zero. Consider what results when a proton, H+, becomes bonded to methanol by way of one of the unshared electron pairs on the oxygen atom, i.e., This time we use the curved arrow to signify bond making. Now a pair of unshared electrons on oxygen is pushed toward the region between the oxygen atom and the hydrogen ion. It becomes an OH covalent bond. In the resulting structure the oxygen atom owns one electron from each of ____ shared pairs and two electrons from ____ unshared pair. The total number of electrons that belong to the oxygen atom is ____. Oxygen is a Group ____ element. Since the number of electrons that the oxygen atom owns in this structure is one fewer that it would have in the neutral, unbonded state, the charge on oxygen is ____. The correct Lewis structure for the conjugate acid of methanol is _________________________ Once again charge is conserved. Joining a neutral molecule and a cation must yield a cation. Again the formal charge distribution on the resulting ion is predictable from the arrow. Electrons are pushed away from the oxygen atom, leaving it with a positive charge. Electrons are pushed toward the hydrogen ion, neutralizing its erstwhile positive charg.arrow_forwardProblem attachedarrow_forwardWhich of the following species is a valid resonance structure of A? Use curved arrows to show how A is converted to any valid resonance structure. When a compound is not a valid resonance structure of A, explain why not.arrow_forward
- IV. Write the resonance structure that would result from moving the electrons in the way indicated by the curved arrows. Submit your answer as assignment. H2Narrow_forwardI dont understand. Select the bonds in the 3D representation of thymine below that are multiple bonds. (Hint: Consider the number of bonds attached to an atom in the image compared to the normal valence of that atom. In a valid structure, the number of bonds to an atom will equal the valence of that atom.)arrow_forwardThe 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_forward
- Which elements on the periodic table (other than H) are likely to form a+1 cation?arrow_forwardPredict whether the carbon-metal bond in these organometallic compounds is nonpolar covalent, polar covalent, or ionic. For each polar covalent bond, show the direction of its polarity using the symbols + and .arrow_forwardWrite resonance structure for each of the following compounds and formal charges where appropriate. Which one most to hybrid? Explain.arrow_forward
- Problem is attached! Need help, Stuck! Please and thank you!arrow_forwardWhy does the bond dipole point towards the more electronegative atom? Why does it accumulate a partial negative charge?arrow_forwardFollow the Instructions to build the following ion that will satisfy octet rule : [NO2]- Hint: use O-N-O order the atoms, with one single and one double bonds. How many lone pairs of electrons in this structure?arrow_forward
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