Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 1.13, Problem 27P
- a. Predict the relative lengths and strengths of the bonds in Cl2 and Br2.
- b. Predict the relative lengths and strengths of the carbon–halogen bonds in CH3F, CH3Cl, and CH3Br.
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8. Compute for the formal charge (FC) on each atom in the following compounds.
a. H3N - BH3
b. [H2CNH2]+
c. H3O+
d. HCO3-
9. Draw Lewis structures for the following compounds, showing an appropriate formal charges.
a. [CH3OH2]+
b. [HONH3]+
c. NaBH3CN
d. CH3NH3+
10. For each of the following compounds, draw the important resonance forms. Indicate which structures are major and minor contributors or whether they would have the same energy.
a. [CH3OCH2]+
b. H2SO4
c. CO3-2
d. H2C=CH-+CH2
e. [CH3C(OCH3)2 ]+
11. Draw the complete Lewis structures for the following condensed structural formulas.
a. CH3(CH2)3CH(CH3)2
b. CH3CH2COCN
c. (CH3)3CCOCHCH2
d. (CH3CH2)2CO
e. (CH3)2CHCH2Cl
12. Draw the line-angle formula for the following condensed structural formulas.
a. CH3(CH2)3CH(CH3)2
b. CH3CH2COCN
c. (CH3)3CCOCHCH2
d. (CH3CH2)2CO
e. (CH3)2CHCH2Cl
Predict the relative lengths of the carbon-halogen bonds in CH3F, CH3 Cl, and CH3 Br.
Rank from longest to shortest. To rank items as equivalent, overlap them.
Write total number of valence electrons, draw Lewis Structures of these three compounds, AND justify their 3D shape using VSEPR (LP and bonds).
1. NI3
2. CF3Cl
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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