Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 1, Problem 55P
Rank the following compounds from highest dipole moment to lowest dipole moment:
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Rank compounds by increasing dipole moment. Use (
Which bond has the largest dipole moment?
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Sulfur dioxide has a dipole moment of 1.60 D. Carbon dioxide has a dipole moment of zero, even though C¬O bonds are more polar than S¬O bonds. Explain this apparent contradiction
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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- Which compound in each of the following pairs would you expect to have the greaterdipole moment μ? Why?(a) HF or HCl (d) CHCl3 or CCl3F(b) HF or BF3 (e) CH3NH2 or CH3OH(c) (CH3)3CH or (CH3)3CCl (f) CH3NH2 or CH3NO2arrow_forwardWhich of the following bonds possesses the LARGEST dipole moment? Select one: a. N-H b. C-H c. O-H d. S-Harrow_forwardDraw a three-dimensional representation for each molecule. Indicate which ones have a dipole moment and in what direction it is pointing. Q.) CFCl3arrow_forward
- Show the direction of the dipole moment in each of the following bonds : a. H3C¬Br b. H3C¬Li c. HO¬NH2 d. I¬Br e. H3C¬OH f. (CH3)2 N¬Harrow_forwardList the bond lenghts between the carbon and the oxygen atoms for the carboxylic acid and carboxylate ion and rank from shortest to longest. carboxylic acid carboxylate ion c-o c=o provide an explanation for the differences in the bond lengths and the orientation of the dipole moment between the acid and ion.arrow_forwardExplain how the dipole moment could be used to distinguish between the cis and trans isomers of 1,2-dibromoethene:arrow_forward
- Phosgene, Cl2C = O, has a lower dipole moment than formaldehyde H2C = O. Explain why.arrow_forwardWhat is the direction of the dipole for the following bond: N–Farrow_forwardWhich has a greater dipole moment? CH2Cl2 or CH2F2 The book states that a C-Cl bond has a greater dipole moment than a C-F bond, regardless of F's larger electronegativity, because the C-Cl has a larger bond length. Does the same logic apply?arrow_forward
- For each of the following compounds, 1. draw the Lewis structure. 2. show how the bond dipole moments (and those of any nonbonding pairs of electrons) contribute to the molecular dipole moment. 3. estimate whether the compound will have a large, small, or zero dipole moment.arrow_forwardProve why the molecular identity of CF4 are the following: electronegativity difference of 1.5, polar bond, zero vector dipole moment, and non-polar molecule.arrow_forwardWhich of the following molecules has (have) a dipole moment? I. OF2 II. SO2 III. CH3Cl IV. PH3 Group of answer choices I, II, III, and IV III II I IVarrow_forward
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