ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 1, Problem 1.75P
The principles of this chapter can be applied to organic molecules of any size. Answer the following questions about amoxicillin, an antibiotic from the penicillin family.
a. Predict the hybridization and geometry around each highlighted atom.
b. Label five polar bonds using the symbols
c. How many
d. Find a
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Students have asked these similar questions
Answer the following questions about amoxicillin, an antibiotic from the penicillin family.
a. Predict the hybridization and geometry around each highlighted atom.
b. Label five polar bonds using the symbols δ+ and δ–.
c. How many π bonds does amoxicillin have? Label them.
d. Find a C – H bond containing a carbon atom having a hybrid orbital with 33% s-character
B. Answer the next two questions about the Lewis structure
of XYZ shown below.
メー三
-YEz:
I. What is the hybridization of the central atom?
II. For all covalent bonds, specify the type of bond (o vs. T)
and the atomic orbitals that overlap to form the bond.
For example, in a molecule of H2, the only bond is o:
H(s)-H(s).
Number of Structural
Pairs on Central
Electron Pair
Atomic Orbitals Mixed to
Atom
Geometry
Form Hybrid Orbitals
Hybridization
linear
one s, one p
sp
trigonal planar
one s, two p
sp
sp³
sp'd
sp'd?
4
tetrahedral
one s, three p
trigonal bipyramidal ones, three p, one d
6.
octahedral
one s, three p, two d
1 of 9
Consider the Lewis structure for ammonia, NH3. How many structural electron pairs are found on the central atom?
H-N-H
H.
Chapter 1 Solutions
ORGANIC CHEMISTRY
Ch. 1 - While the most common isotope of nitrogen has a...Ch. 1 - Label each bond in the following compounds as...Ch. 1 - How many covalent bonds are predicted for each...Ch. 1 - Draw a valid Lewis structure for each species. a....Ch. 1 - Draw an acceptable Lewis structure for each...Ch. 1 - Prob. 1.6PCh. 1 - Draw a Lewis structure for each ion. a. CH3Ob....Ch. 1 - Prob. 1.8PCh. 1 - Draw Lewis structures for each molecular formula....Ch. 1 - Classify each pair of compounds as isomers or...
Ch. 1 - Prob. 1.11PCh. 1 - Prob. 1.12PCh. 1 - Prob. 1.13PCh. 1 - Draw a second resonance structure for each species...Ch. 1 - Prob. 1.15PCh. 1 - Prob. 1.16PCh. 1 - Prob. 1.17PCh. 1 - Prob. 1.18PCh. 1 - Using the principles of VSEPR theory, you can...Ch. 1 - Convert each condensed formula to a Lewis...Ch. 1 - Prob. 1.21PCh. 1 - Prob. 1.22PCh. 1 - Convert each skeletal structure to a complete...Ch. 1 - What is the molecular formula of quinine, the...Ch. 1 - Draw in all hydrogens and lone pairs on the...Ch. 1 - Prob. 1.26PCh. 1 - What orbitals are used to form each of the CC, and...Ch. 1 - What orbitals are used to form each bond in the...Ch. 1 - Determine the hybridization around the highlighted...Ch. 1 - The unmistakable odor of a freshly cut cucumber is...Ch. 1 - Prob. 1.31PCh. 1 - Rank the following atoms in order of increasing...Ch. 1 - Prob. 1.33PCh. 1 - Prob. 1.34PCh. 1 - Provide the following information about...Ch. 1 - Use the ball-and-stick model to answer each...Ch. 1 - Citric acid is responsible for the tartness of...Ch. 1 - Zingerone gives ginger its pungent taste. a.What...Ch. 1 - Assign formal charges to each carbon atom in the...Ch. 1 - Assign formal charges to each and atom in the...Ch. 1 - Prob. 1.41PCh. 1 - Prob. 1.42PCh. 1 - Prob. 1.43PCh. 1 - Draw all possible isomers for each molecular...Ch. 1 - 1.45 Draw Lewis structures for the nine isomers...Ch. 1 - Prob. 1.46PCh. 1 - Prob. 1.47PCh. 1 - Prob. 1.48PCh. 1 - Prob. 1.49PCh. 1 - Prob. 1.50PCh. 1 - Prob. 1.51PCh. 1 - Prob. 1.52PCh. 1 - Consider compounds A-D, which contain both a...Ch. 1 - Prob. 1.54PCh. 1 - Prob. 1.55PCh. 1 - 1.56 Consider the compounds and ions with curved...Ch. 1 - 1.57 Predict all bond angles in each...Ch. 1 - 1.58 Predict the geometry around each highlighted...Ch. 1 - Prob. 1.59PCh. 1 - Draw in all the carbon and hydrogen atoms in each...Ch. 1 - 1.61 Convert each molecule into a skeletal...Ch. 1 - Prob. 1.62PCh. 1 - Prob. 1.63PCh. 1 - Predict the hybridization and geometry around each...Ch. 1 - Prob. 1.65PCh. 1 - Ketene, , is an unusual organic molecule that has...Ch. 1 - Rank the following bonds in order of increasing...Ch. 1 - Prob. 1.68PCh. 1 - Two useful organic compounds that contain Cl atoms...Ch. 1 - Use the symbols + and to indicate the polarity of...Ch. 1 - Prob. 1.71PCh. 1 - Anacin is an over-the-counter pain reliever that...Ch. 1 - Answer the following questions about acetonitrile...Ch. 1 - Prob. 1.74PCh. 1 - 1.75 The principles of this chapter can be...Ch. 1 -
a. What is the hybridization of each N atom in...Ch. 1 - 1.77 Stalevo is the trade name for a medication...Ch. 1 - 1.78 and are two highly reactive carbon...Ch. 1 - 1.79 The N atom in (acetamide) is hybridized,...Ch. 1 - Prob. 1.80PCh. 1 - Prob. 1.81PCh. 1 - Prob. 1.82PCh. 1 - Prob. 1.83PCh. 1 - Prob. 1.84PCh. 1 - Prob. 1.85P
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- For each of the following molecules, state the bond angle (or bond angles, as appropriate) that you would expect to see on the central atom based on the simple VSEPR model. Would you expect the actual bond angles to be greater or less than this? a CCl4 b SCl2 c COCl2 d AsH3arrow_forwardPredict the valence electron molecular orbital configurations for the following, and state whether they will be stable or unstable ions. (a) Na,2+ (b) Mg,2 (c) AI,2 (d) Si,2 (e) p2+ (f) s,2 (g) F,2 (h) Ar,2 40. Predict the valence electron molecular orbital configurations for the following, and state whether they will be stable or unstable ions. (a) Na22+ (b) Mg22+ (c) Al22+ (d) Si22+ (e) P22+ (f) S22+ (g) F22+ (h) Ar22+arrow_forwardIn Chapter 6, we study a group of organic cations called carbocations. Following is the structure of one such carbocation, the tert-butyl cation. (a) How many electrons are in the valence shell of the carbon bearing the positive charge? (b) Using VSEPR, predict the bond angles about this carbon. (c) Given the bond angle you predicted in (b), what hybridization do you predict for this carbon?arrow_forward
- Explain what is wrong with each of the following statements. a. “A bond is a double bond. b. “A bond consists of four electrons, one in each of the four p orbitals involved in the bond. c. “A bond is twice as strong as a bond because it consists of two orbital overlaps insteadof just one.”arrow_forwardA molecular compound is composed of 58.8% Xe, 7.2%. O, and 34.0%. F, by mass. If the molecular weight is 223 amu, what is the molecular formula? What is the Lewis formula? Predict the molecular geometry using the VSEPR model.arrow_forwardIdentify the orbitals on each of the atoms that form the bonds in H3CCN. How many bonds and bonds form?arrow_forward
- Consider NH3 and PH3. Electronegativities: P = 2.1, H = 2.1, N=3.0. Which statement is false? O A. The P-H bonds are more polar than the N-H bonds. OB. The bond dipoles in NH3 are directed toward the nitrogen atom. For PH3 there is no bond dipole moment. OC. Both are sp hybridized at the central atom. に O D. There are no false statements. All of these statements are corect. OE. Both molecules are polar.arrow_forward8. Consider the following organic molecules. What are the hybridizations around each carbon atom? What are the shapes around each carbon atom? You may want to number your carbon atoms for clarity. H H H H. C-H .C H. H-C=C-H C H C= H.arrow_forward• Consider the molecule shown below and answers the following questions. : Number of ơ bonds formed by overlap of sp² and sp3 orbitals Number of r bonds formed by overlap of sp and sp orbitals Number of o bonds formed by overlap of sp² and sp orbitals СНО Number of o bonds formed by overlap of s and sp³ orbitals Number of o bonds formed by overlap of sp3 and sp3 orbitals Number of a bonds formed by overlap of sp² and sp2 orbitals Number of o bonds formed by overlap of sp² and sp2 orbitals NEC- NH Total number of ơ bonds : Total number of a bonds 1: Total number of non-bonding electrons in this moleculearrow_forward
- If you could please help me with this question on lewis structurearrow_forwardAnswer the following questions about amoxicillin, an antibiotic from the penicillin family. NH2 H N. N. НО Но amoxicillin a. Predict the hybridization and geometry around each highlighted atom. b. Label five polar bonds using the symbols &+ and 8–. C. How many n bonds does amoxicillin have? Label them. d. Find a C- H bond containing a carbon atom having a hybrid orbital with 33% s-character.arrow_forwardWhat are the angles a and b in the actual molecule of which this is a Lewis structure? H- H a-0° b = 1⁰ C H a b H Note for advanced students: give the ideal angles, and don't worry about small differences from the ideal that might be caused by the fact that different electron groups may have slightly different sizes. X Sarrow_forward
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