Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 3, Problem 3.43SP
There are eight different five-carbon alkyl groups.
- a. Draw them.
- b. Give them systematic names.
- c. In each case, label the degree of substitution (primary, secondary, or tertiary) of the head carbon atom bonded to the main chain.
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a. Provide the IUPAC name for the following compound. Label any primary, secondary, or quaternary carbons, and primary, secondary or tertiary hydrogens.
b. Draw a bond-line structure for 3,3-diethyl-2,5-dimethylnonane.
c. The name 2-isopropyl-4-methylheptane provides enough information to draw its structure. However, it is NOT the correct IUPAC name. Explain why it is incorrect.
1. In dash-wedge-line structure, the dashes represent the: *
A. bonds in the plane of the page.
B. bonds away from observer.
C. bonds towards observer.
D. bonds in the plane of the paper.
2. Which of the following is an ACYCLIC SATURATED hydrocarbon? *
A. 1-Ethyl-3-methylcyclopentane
B. 3-Ethyl-3-methylpentane
C. 1,3,5,7-Octatetraene
D. 5-Methyl-1,3-cyclopentadiene
3. Which of the following is a CYCLIC SATURATED hydrocarbon? *
A. 3-Ethyl-4-methylcyclohexene
B. 3,5-Diethyloctane
C. 2,2-Dimethyl-3-heptyne
D. 3-Butyl-1,1-dimethyl-5-propylcyclohexane
a) This alkene can be prepared via Wittig reaction. Draw structural formulas for the aldehyde and the Wittig reagent.
• Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner.
• Draw the Wittig reagent in the ylide form.
• If more than one combination of Wittig reagent and aldehyde is possible, draw only one set.
Chapter 3 Solutions
Organic Chemistry (9th Edition)
Ch. 3.2 - Using the general molecular formula for alkanes:...Ch. 3.3B - Name the following alkanes and haloalkanes. When...Ch. 3.3B - Write structures for the following compounds. a....Ch. 3.3B - Provide IUPAC names for the following compounds....Ch. 3.3B - Prob. 3.5PCh. 3.3B - Prob. 3.6PCh. 3.3B - Prob. 3.7PCh. 3.3B - Draw the structures of the following compounds. a....Ch. 3.3B - Without looking at the structures, give molecular...Ch. 3.4C - Prob. 3.10P
Ch. 3.7B - Prob. 3.11PCh. 3.7C - Draw a graph similar to Figure 3-9, of the...Ch. 3.8B - Draw a graph similar to Figure 3-11, of the...Ch. 3.9 - Draw a perspective representation of the most...Ch. 3.10C - Give IUPAC names for the following compounds.Ch. 3.10C - Draw the structure and give the molecular formula...Ch. 3.11 - Which of the following cycloalkanes are capable of...Ch. 3.11 - Give IUPAC names for the following cycloalkanes.Ch. 3.12B - The heat of combustion of...Ch. 3.12C - Prob. 3.20PCh. 3.13B - The cyclohexane chair shown in Figure 3-22 has the...Ch. 3.13B - Draw 1,2,3,4,5,6-hexamethylcyclohexane with all...Ch. 3.14 - Prob. 3.23PCh. 3.14 - Prob. 3.24PCh. 3.14 - Draw the most stable conformation of a....Ch. 3.15 - Prob. 3.26PCh. 3.15 - a. Draw both chair conformations of cis-1...Ch. 3.15 - Prob. 3.28PCh. 3.15A - Draw the two chair conformations of each of the...Ch. 3.15B - Draw the most stable conformation of a....Ch. 3.16A - Name the following compounds.Ch. 3.16B - Prob. 3.32PCh. 3 - Prob. 3.33SPCh. 3 - Prob. 3.34SPCh. 3 - 3-35 a. Draw and name the five cycloalkane...Ch. 3 - Draw the structure that corresponds with each...Ch. 3 - Each of the following descriptions applies to more...Ch. 3 - Write structures for a homologous series of...Ch. 3 - Prob. 3.39SPCh. 3 - Construct a graph, similar to Figure 3-11, of the...Ch. 3 - The following names are all incorrect or...Ch. 3 - In each pair of compounds, which compound has the...Ch. 3 - There are eight different five-carbon alkyl...Ch. 3 - Use a Newman projection about the indicated bond...Ch. 3 - a. Draw the two chair conformations of...Ch. 3 - Draw the two chair conformations of each compound,...Ch. 3 - Using what you know about the conformational...Ch. 3 - Prob. 3.48SPCh. 3 - Draw Newman projections along the C3C4 bond to...Ch. 3 - Prob. 3.50SPCh. 3 - The most stable form of the common sugar glucose...Ch. 3 - This is a Newman projection of a substituted...
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