Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 1.14, Problem 32P
- a. What is the hybridization of each of the carbon atoms in the following compound?
- b. What is the hybridization of each of the atoms in Demerol and Prozac?
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Hybridation
Write the hybridation of each carbon in the molecule.
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How many unhybridized p orbitals are there in an sp hybridized C atom and in an sp hybridized N atom?
A. 1 in both the C and N atom
B. 2 in both the C and N atom
C. 2 in the C atom and 1 in the N atom
D. 1 in the C atom and 2 in the N atom
Chapter 1 Solutions
Essential Organic Chemistry, Global 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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- There are two compounds with the molecular formula HN3. One is called hydrogen azide; the other is cyclotriazene. (a) Write the Lewis structure for each compound. (b) Designate the hybridization of each nitrogen in hydrogen azide. (c) What is the hybridization of each nitrogen in cyclotriazene? (d) How many sigma bonds are in hydrogen azide? In cyclotriazene? (e) How many pi bonds are in hydrogen azide? In cyclotriazene? (f) Give approximate values for the N-to-N-to-N bond angles in each molecule.arrow_forwardDraw the delocalized molecular orbitals for the following molecule. Are both bonds of the triple bond involved in the delocalized orbitals?arrow_forwardIn propene CH3CH=CH2, the first carbon has sp3 hybrid orbitals and the second carbon has sp2 hybrid orbitals. These orbitals interact to make a bond. Why are these hybrid orbitals not orthogonal?arrow_forward
- Identify the hybridization of each carbon atom in the following molecule. (The arrangement of atoms is given; you need to determine how many bonds connect each pair of atoms.)arrow_forwardAllene (1,2-propadicne), a gas, has the following structure: What is the hybridization at each carbon atom? What is the geometry about each carbon atom? Using valencebond theory, describe the bonding about the center carbon atom. 1,3-dichloroallene is a derivative of allene with the following structure: Is this a polar molecule? (If you have difficulty visualizing the structure of this molecule, you might build a molecular model of it.)arrow_forwardConsider the incomplete orbital representation of O2 , below right. a. Identify which lobes are hybrid orbitals (identify the type) and which lobes arep orbitals. b. Use dotted lines to show any bonds. c. Use up or down arrows to show electron occupation of each hybrid orbital or bond.arrow_forward
- Determine the bond order of each member of the following groups, and determine which member of each group is predicted by the molecular orbital model to have the strongest bond. (a) H2,H2+,H2 (b) O2,O22+,O22 (c) Li2,Be2+,Be2 (d) F2,F2+,F2 (e) N2,N2+,N2arrow_forwardAspartame is a compound that is 200 times sweeter than sugar and is used extensively (under the trade name NutraSweet) in diet soft drinks. The skeleton structure of the atoms in aspartame is (a) Complete the Lewis structure and give the number of and bonds in aspartame. (b) What is the hybridization about each carbon atom that forms a double bond with an oxygen atom? (c) What is the hybridization about each nitrogen atom?arrow_forwardFor each of the following structures, determine the hybridization requested and whether the electrons will be delocalized: (a) Hybridization of each carbon (b) Hybridization of sulfur (c) All atomsarrow_forward
- • explain the formation of multiple bonds in terms of the overlap of a combination of hybridized and unhybridized atomic orbitals.arrow_forwardThe structure of 1,2-propadiene (allene) is shown to the right. (a) Predict all approximate bond angles in this molecule. (b) State the orbital hybridization of each carbon. (c) Explain the three-dimensional geometry of allene in terms of the orbitals used.arrow_forwardTwo important industrial chemicals, ethene, C2H4, and propene, C3H6, are produced by the steam (or thermal) cracking process: 2C3H8(g)C2H4(g)+C3H6(g)+H2(g) For each of the four carbon compounds, do the following: (a) Draw a Lewis structure. (b) Predict the geometry about the carbon atom. (c) Determine the hybridization of each type of carbon atom.arrow_forward
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