Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 1, Problem 52P
- a. Which of the indicated bonds in each compound is shorter?
- b. Indicate the hybridization of the C, O, N, and halogen atoms in each of the compounds.
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1.
a) Draw the dominant Lewis structure for the allene molecule (1,2-propyl diene, CH2CCH2 ) and use VSEPR theory to determine the molecule's geometry. In specifying the geometry give all bond angles and specify which nuclei lie in the same plane.
b) Propose a hybridization and bonding scheme for the atoms in allene. That is, specify how each of the atoms is hybridized, which atomic orbitals overlap to form bonding molecular orbitals, and the nature (i.e., sigma", pi, etc.) of these molecular orbitals.
c) Draw a plausible valence molecular orbital level diagram for allene (include only bonding MOs) based on the results from (b).
d) Based on the work from (c) deduce the valence electronic configuration of the ground state of allene.
e) Is the molecule planar or nonplanar? Explain your answer
Answer subparts c, d, and e
1.
a) Draw the dominant Lewis structure for the allene molecule (1,2-propyl diene, CH2CCH2 ) and use VSEPR theory to determine the molecule's geometry. In specifying the geometry give all bond angles and specify which nuclei lie in the same plane.
b) Propose a hybridization and bonding scheme for the atoms in allene. That is, specify how each of the atoms is hybridized, which atomic orbitals overlap to form bonding molecular orbitals, and the nature (i.e., 0", 7f, etc.) of these molecular orbitals.
c) Draw a plausible valence molecular orbital level diagram for allene (include only bonding MOs) based on the results from (b).
d) Based on the work from (c) deduce the valence electronic configuration of the ground state of allene.
e) Is the molecule planar or nonplanar? Explain your answer
Harry creates a compound that contains only 1 pi (π) bond in total. The central atom has 4s2, 3d10, and 4p5. There are only 3 surrounding atoms with the electron configuration: 1s2 2s2 2p5. What is the formula and VSEPR shape for this compound? Explain how this is possible with respect to hybridized orbitals and how electrons are moved around to create this compound.
Chapter 1 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 1.1 - Oxygen has three isotopes, 16O, 17O, and 18O. The...Ch. 1.2 - Prob. 2PCh. 1.2 - How many valence electrons do chlorine, bromine,...Ch. 1.2 - Look at the relative positions of each pair of...Ch. 1.3 - a. Find potassium (K) in the periodic table and...Ch. 1.3 - Which bond is more polar?Ch. 1.3 - Which of the following has a. the most polar bond?...Ch. 1.3 - Use the symbols + and to show the direction of...Ch. 1.3 - After examining the potential maps for LiH, HF,...Ch. 1.4 - An atom with a formal charge does not necessarily...
Ch. 1.4 - Prob. 12PCh. 1.4 - a. Draw two Lewis structures for C2H6O. b. Draw...Ch. 1.4 - Draw the lone-pair electrons that are not shown in...Ch. 1.4 - Prob. 16PCh. 1.4 - Which of the atoms in the molecular models in...Ch. 1.4 - Prob. 18PCh. 1.7 - What orbitals are used to form the 10 sigma bonds...Ch. 1.9 - Put a number in each of the blanks: a. ___ s...Ch. 1.11 - Predict the approximate bond angles in a. the...Ch. 1.11 - According to the potential map for the ammonium...Ch. 1.12 - Prob. 25PCh. 1.13 - a. Predict the relative lengths and strengths of...Ch. 1.13 - Prob. 28PCh. 1.14 - Which of the bonds in a carbonoxygen double bond...Ch. 1.14 - Caffeine is a natural insecticide, found in the...Ch. 1.14 - a. What is the hybridization of each of the carbon...Ch. 1.14 - Prob. 33PCh. 1.14 - Describe the orbitals used in bonding and the bond...Ch. 1.15 - Account for the difference in the shape and color...Ch. 1.15 - Which of the following molecules would you expect...Ch. 1 - Draw a Lewis structure for each of the following...Ch. 1 - Prob. 38PCh. 1 - What is the hybridization of all the atoms (other...Ch. 1 - Prob. 40PCh. 1 - Draw the condensed structure of a compound that...Ch. 1 - Prob. 42PCh. 1 - Prob. 43PCh. 1 - Draw a Lewis structure for each of the following...Ch. 1 - Prob. 45PCh. 1 - List the bonds in order from most polar to least...Ch. 1 - What is the hybridization of the indicated atom in...Ch. 1 - Write the Kekul structure for each of the...Ch. 1 - Assign the missing formal charges.Ch. 1 - Predict the approximate bond angles for the...Ch. 1 - Prob. 51PCh. 1 - a. Which of the indicated bonds in each compound...Ch. 1 - In which orbitals are the lone pairs in nicotine?...Ch. 1 - Draw the missing lone-pair electrons and assign...Ch. 1 - Rank the following compounds from highest dipole...Ch. 1 - Prob. 56PCh. 1 - a. Which of the species have bond angles of 109.5?...Ch. 1 - Prob. 58PCh. 1 - Sodium methoxide (CH3ONa) has both ionic and...Ch. 1 - a. Why is a H 8 H bond (0.74 ) shorter than a C 8...Ch. 1 - Which compound has a larger dipole moment, CHCl3...Ch. 1 - Which compound has a longer C 8 Cl bond?Ch. 1 - Prob. 63PCh. 1 - The following compound has two isomers. One isomer...
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