Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 1.3, Problem 13P
Explain why HCL has a smaller dipole moment than HF, even though the H—Cl bond is longer than the H—F bond.
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Chapter 1 Solutions
Organic Chemistry (8th Edition)
Ch. 1.1 - Oxygen has three isotopes, 16O, 17O, and 18O. The...Ch. 1.1 - a. How many protons do the following species...Ch. 1.1 - Chlorine has two isotopes, 35Cl and 37Cl; 75.77%...Ch. 1.2 - Prob. 4PCh. 1.2 - a. Write the ground-state electronic configuration...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? a. b. c. d.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 - Explain why HCL has a smaller dipole moment than...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. 16PCh. 1.4 - a. Draw two Lewis structure for C2H6O. b. Draw...Ch. 1.4 - Draw the lone-pair electrons that are not shown in...Ch. 1.4 - Prob. 20PCh. 1.4 - Which of the atoms in the molecular models in...Ch. 1.4 - Prob. 22PCh. 1.4 - Prob. 23PCh. 1.5 - Draw the following orbitals: a. 3s orbital b. 4s...Ch. 1.6 - Prob. 25PCh. 1.6 - Indicate the kind of molecular orbital (, , , or )...Ch. 1.7 - What orbitals are used to form the 10 sigma bonds...Ch. 1.7 - Explain why a bond formed by overlap of s orbital...Ch. 1.9 - Put n number in each of the blanks: a. __ s...Ch. 1.9 - For each of the given species: a. Draw its Lewis...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. 35PCh. 1.13 - a. What are the relative lengths and strengths of...Ch. 1.13 - Prob. 38PCh. 1.14 - Describe the orbitals used in bonding and the bond...Ch. 1.15 - Which of the bond in a carbon-oxygen double bond...Ch. 1.15 - Would you expect a CC bond formed by sp2sp2...Ch. 1.15 - Caffeine is a natural insecticide found in the...Ch. 1.15 - a. What is the hybridization of each of the carbon...Ch. 1.15 - Predict the approximate bond angles for a. the CNC...Ch. 1.16 - What of the following molecules would you expect...Ch. 1.16 - Account for the difference in the shape and color...Ch. 1.16 - If the dipole moment of CH3F is 1.847 D and the...Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - Prob. 50PCh. 1 - What is the hybridization of all the atoms (other...Ch. 1 - Draw the condensed structure of a compound that...Ch. 1 - Predict the approximate bond angles: a. the CNH...Ch. 1 - Prob. 54PCh. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - What is the hybridization of each of the carbon...Ch. 1 - Rank the bonds from most polar. a. CO, CF, CN b....Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - Prob. 59PCh. 1 - What is the hybridization of the indicated atom in...Ch. 1 - Predict the approximate bond angles for the...Ch. 1 - Prob. 62PCh. 1 - Draw the missing lone-pair electrons and assigns...Ch. 1 - a. Which of the indicated bonds in each molecule...Ch. 1 - For each of the following molecules, indicate the...Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - Prob. 67PCh. 1 - Rank the following compounds from highest dipole...Ch. 1 - In which orbitals are the lone pairs in nicotine?Ch. 1 - Prob. 70PCh. 1 - Prob. 71PCh. 1 - a. Which of the species have bond angles of 109.5?...Ch. 1 - Prob. 73PCh. 1 - Which compound has a larger dipole moment: CH3Cl...Ch. 1 - Prob. 75PCh. 1 - Explain why CH3Cl has a greater dipole moment than...Ch. 1 - a. Draw a Lewis structure for each of the...Ch. 1 - There are three isomers with molecular formula...
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- Among the following, which has the shortest bond and which has the longest: Li2, B2, C2, N2, O2?arrow_forwardBest Lewis Formula and Molecular Geometry A student writes the Lewis electron-dot formula for the carbonate anion, CO32, as a Does this Lewis formula obey the octet rule? Explain. What are the formal charges on the atoms? Try describing the bonding for this formula in valence bond terms. Do you have any difficulty doing this? b Does this Lewis formula give a reasonable description of the electron structure, or is there a better one? If there is a better Lewis formula, write it down and explain why it is better. c The same student writes the following resonance description for CO2: Is there something wrong with this description? (What would you predict as the geometries of these formulas?) d Is one or the other formula a better description? Could a value for the dipole moment help you decide? e Can you write a Lewis formula that gives an even better description of CO2? Explain your answer.arrow_forwardIt is possible to write a simple Lewis structure for the SO42- ion, involving only single bonds, which follows the octet rule. However, Linus Pauling and others have suggested an alternative structure, involving double bonds, in which the sulfur atom is surrounded by six electron pairs. (a) Draw the two Lewis structures. (b) What geometries are predicted for the two structures? (c) What is the hybridization of sulfur in each case? (d) What are the formal charges of the atoms in the two structures?arrow_forward
- Use VSEPR theory to predict the geometry (including bond angles) about each interior atom of methyl azide (CH3N3), and make a sketch of the molecule. Would you expect the bond angle between the two interior nitrogen atoms to be the same or different? Would you expect the two nitrogen–nitrogen bond lengths to be the same or different?arrow_forwardWhich is longer—a C–H bond or a C–O bond?arrow_forwardConsidering that molecular dipole generally increases with extent of electron delocalization (resonance), which structure is expected to have the largest dipole? OMe OMe OMe OMe A B C D O A OB OC ODarrow_forward
- What are the bond angles in SF2 and SO2, respectively?arrow_forwardMethane, CH4, has the ideal tetrahedral angle (109.5°) and is a nonpolar molecule, while NH3 and H₂O show a deviation from the ideal bond angle. Explain the cause and why water has a greater deviation than ammonia.arrow_forwardThe average bond energy (enthalpy) for a C=C double bond is 614 kJ/molkJ/mol and that of a C−C single bond is 348 kJ/molkJ/mol. If it takes 4.42×10−19 J/molecule to break the C=C double bond. What is the longest wavelength λ of light that will provide photons of sufficient energy to break the π bond and cause the isomerization? Express your answer numerically in nanometers.arrow_forward
- In which of the species ICl6 − and SF4 is the bond angle closest to that predicted by the VSEPR model? Support your answer by drawing the VSEPR model of each.arrow_forwardMolecules can be polar because of the unsymmetrical distribution of electrons. The dipole moment, μ Q r μ=Q×r The SI unit of dipole moment is the coulomb-meter (C⋅m), but another common unit is the debye (D). The two are related as 3.336×10^−30 C⋅m=1 D The percent ionic character is a comparison of the measured dipole moment of the bond to the expected dipole moment if electrons are instead transferred: %ionic character=measured dipole/if electrons transferred×100% The dipole moment if electrons are completely transferred is one for which a full unit of charge (1.60×10^−19 C) exists on each end of the bond. The dipole measured for HI is 0.380 D. The bond distance is 161 pm. What is the percent ionic character of the HI bond? Express your answer as a percent to three significant figures. Describe the molecular dipole of OCl2.arrow_forwardFor OCS, SO2, and H2O, which has a NET dipole moment? Note: Carbon is less electronegative than Sulfur. Hydrogen is less electronegative than Oxygenarrow_forward
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