Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 1.15, Problem 42P
Would you expect a C—C σ bond formed by sp2–sp2 overlap to be stronger or weaker than a C— σ bond formed by sp3 – sp3 overlap?
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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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- What are the bond angles predicted by the VSEPR model about the carbon atom in the formate ion, HCO2? Considering that the bonds to this atom are not identical, would you expect the experimental values to agree precisely with the VSEPR values? How might they differ?arrow_forward2. Which of the following species has the largest C—N bond order? CN− OCN− CH3NH2 N(CH3)3arrow_forwardThere are two different molecules with the formula N2F2: Is either molecule polar? Explain.arrow_forward
- 4. What is the molecular geometry of N2O (where the atoms are connected in the order NNO)? linear, 180° angle bent, 109.5° angle bent, 90° angle bent, 120° anglearrow_forwarda Nitrogen trifluoride, NF3, is a relatively unreactive, colorless gas. How would you describe the bonding in the NF3 molecule in terms of valence bond theory? Use hybrid orbitals. b Silicon tetrafluoride, SiF4, is a colorless gas formed when hydrofluoric acid attacks silica (SiO2) or glass. Describe the bonding in the SiF4 molecule, using valence bond theory.arrow_forwardThe bond length in C2 is 131 pm. Compare this with the bond lengths in C2H2 (120 pm), C2H4 (134 pm), and C2H6 (153 pm). What bond order would you predict for C2 from its bond length? Does this agree with the molecular orbital configuration you would predict for C2?arrow_forward
- Gamma hydroxybutyric acid, GHB, infamous as a date rape drug, is used illicitly because of its effects on the nervous system. The condensed molecular formula for GHB is HO(CH2)3COOH. (a) Write the Lewis structure for GHB. (b) Identify the hybridization of the carbon atom in the CH2 groups and of the terminal carbon. (c) Is hydrogen bonding possible in GHB? If so, write Lewis structures to illustrate the hydrogen bonding. (d) Which carbon atoms are involved in sigma bonds? In pi bonds? (e) Which oxygen atom is involved in sigma bonds? In pi bonds?arrow_forwardConsider the following molecules: SiH4, PH3, H2S. In each case, a central atom is surrounded by four electron pairs. In which of these molecules would you expect the bond angle to be less than 109.5? Explain your reasoning.arrow_forwardall of the orbital overlaps in NCO ‒---- Which of the following statements is TRUE? Select one: Pi bonds are stronger than sigma bonds. The sp2 hybridization scheme for carbon allows for the formation of two pi bonds. A carbon-carbon triple bond consists of one π bond. Pi bonds can hold 4 electrons: 2 above the bond axis, and 2 below the bond axis. A molecule with the VSEPR class AX4E2 will have a central atom that is sp3d2 hybridized.arrow_forward
- What is the electron configuration of the Br2+molecular ion? Is its bond stronger or weaker than that in Br2? What is its bond order?arrow_forwardConsider the following Lewis structure. Note: the lone pairs are not indicated. но н н || Н-С—С—С-С-Н 3 2 1 H Which statement below about the molecule is false? There are 10 o and 2 r bonds. C-2 is sp2 hybridized with bond angles of 120° Oxygen is sp3 hybridized. This m cule contains 28 va nce electrons. There are some H-C-H bond angles of about 109° in the molecule.arrow_forwardA σ bond arises from the straight-on overlap of two atomic orbitals. The electron density lies along the axis of the two bonded nuclei. Example:Sigma Bonding in methane, CH4 What atomic or hybrid orbitals make up the sigma bond between C2 and O1 in acetic acid, CH3COOH?(C2 is the second carbon in the structure as written.) orbital on C2 + orbital on O1 What is the approximate C1-C2-O1 bond angle? ... °arrow_forward
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