General, Organic, and Biological Chemistry
7th Edition
ISBN: 9781285853918
Author: H. Stephen Stoker
Publisher: Cengage Learning
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Textbook Question
Chapter 12, Problem 12.84EP
Draw condensed structural formulas for the following branched
- a. 5-Isobutylnonane
- b. 4,4-Di(sec-butyl)decane
- c. 4-(tert-Butyl)-3,3-diethylheptane
- d. 5-(2-Methylpropyl)nonane
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Q5: Label each chiral carbon in the following molecules as R or S. Make sure the stereocenter
to which each of your R/S assignments belong is perfectly clear to the grader. (8pts)
R
OCH 3
CI H
S
2pts for each R/S
HO
R
H
!!! I
OH
CI
HN
CI
R
H
Calculate the proton and carbon chemical shifts for this structure
A.
B.
b. Now consider the two bicyclic molecules A. and B. Note that A. is a dianion
and B. is a neutral molecule. One of these molecules is a highly reactive
compound first characterized in frozen noble gas matrices, that self-reacts
rapidly at temperatures above liquid nitrogen temperature. The other
compound was isolated at room temperature in the early 1960s, and is a
stable ligand used in organometallic chemistry. Which molecule is the more
stable molecule, and why?
Chapter 12 Solutions
General, Organic, and Biological Chemistry
Ch. 12.1 - Prob. 1QQCh. 12.1 - Prob. 2QQCh. 12.2 - Prob. 1QQCh. 12.2 - Prob. 2QQCh. 12.3 - Prob. 1QQCh. 12.3 - Prob. 2QQCh. 12.4 - Prob. 1QQCh. 12.4 - Prob. 2QQCh. 12.4 - Prob. 3QQCh. 12.5 - Prob. 1QQ
Ch. 12.5 - Prob. 2QQCh. 12.5 - Prob. 3QQCh. 12.6 - Prob. 1QQCh. 12.6 - Prob. 2QQCh. 12.6 - Prob. 3QQCh. 12.6 - Prob. 4QQCh. 12.7 - Prob. 1QQCh. 12.7 - Prob. 2QQCh. 12.8 - Prob. 1QQCh. 12.8 - Prob. 2QQCh. 12.8 - Prob. 3QQCh. 12.8 - Prob. 4QQCh. 12.8 - Prob. 5QQCh. 12.8 - Prob. 6QQCh. 12.8 - Prob. 7QQCh. 12.9 - Prob. 1QQCh. 12.9 - Prob. 2QQCh. 12.10 - Prob. 1QQCh. 12.10 - Prob. 2QQCh. 12.11 - Prob. 1QQCh. 12.11 - Prob. 2QQCh. 12.11 - Prob. 3QQCh. 12.12 - Prob. 1QQCh. 12.12 - Prob. 2QQCh. 12.12 - Prob. 3QQCh. 12.13 - Prob. 1QQCh. 12.13 - Prob. 2QQCh. 12.13 - Prob. 3QQCh. 12.14 - Prob. 1QQCh. 12.14 - Prob. 2QQCh. 12.14 - Prob. 3QQCh. 12.15 - Prob. 1QQCh. 12.15 - Prob. 2QQCh. 12.16 - Prob. 1QQCh. 12.16 - Prob. 2QQCh. 12.16 - Prob. 3QQCh. 12.17 - Prob. 1QQCh. 12.17 - Prob. 2QQCh. 12.17 - Prob. 3QQCh. 12.17 - Prob. 4QQCh. 12.18 - Prob. 1QQCh. 12.18 - Prob. 2QQCh. 12.18 - Prob. 3QQCh. 12.18 - Prob. 4QQCh. 12 - Prob. 12.1EPCh. 12 - Prob. 12.2EPCh. 12 - Prob. 12.3EPCh. 12 - Prob. 12.4EPCh. 12 - Indicate whether each of the following situations...Ch. 12 - Indicate whether each of the following situations...Ch. 12 - Prob. 12.7EPCh. 12 - Prob. 12.8EPCh. 12 - What is the difference between a saturated...Ch. 12 - Prob. 12.10EPCh. 12 - Prob. 12.11EPCh. 12 - Prob. 12.12EPCh. 12 - Prob. 12.13EPCh. 12 - Prob. 12.14EPCh. 12 - Prob. 12.15EPCh. 12 - Prob. 12.16EPCh. 12 - Prob. 12.17EPCh. 12 - Prob. 12.18EPCh. 12 - Convert the expanded structural formulas in...Ch. 12 - Prob. 12.20EPCh. 12 - Prob. 12.21EPCh. 12 - Prob. 12.22EPCh. 12 - Prob. 12.23EPCh. 12 - Prob. 12.24EPCh. 12 - Prob. 12.25EPCh. 12 - Prob. 12.26EPCh. 12 - Indicate whether each of the following would be...Ch. 12 - Indicate whether each of the following would be...Ch. 12 - Prob. 12.29EPCh. 12 - Prob. 12.30EPCh. 12 - Prob. 12.31EPCh. 12 - Prob. 12.32EPCh. 12 - Prob. 12.33EPCh. 12 - How many of the numerous seven-carbon alkane...Ch. 12 - Prob. 12.35EPCh. 12 - For each of the following pairs of structures,...Ch. 12 - Prob. 12.37EPCh. 12 - Prob. 12.38EPCh. 12 - Prob. 12.39EPCh. 12 - Prob. 12.40EPCh. 12 - Prob. 12.41EPCh. 12 - What is the name of the IUPAC prefix associated...Ch. 12 - What is the IUPAC name for each of the following...Ch. 12 - What is the IUPAC name for each of the following...Ch. 12 - Prob. 12.45EPCh. 12 - What is the chemical formula for each of the...Ch. 12 - Prob. 12.47EPCh. 12 - Prob. 12.48EPCh. 12 - Prob. 12.49EPCh. 12 - Prob. 12.50EPCh. 12 - Prob. 12.51EPCh. 12 - Prob. 12.52EPCh. 12 - Draw a condensed structural formula for each of...Ch. 12 - Draw a condensed structural formula for each of...Ch. 12 - Prob. 12.55EPCh. 12 - Prob. 12.56EPCh. 12 - Explain why the name given for each of the...Ch. 12 - Prob. 12.58EPCh. 12 - Indicate whether or not the two alkanes in each of...Ch. 12 - Prob. 12.60EPCh. 12 - How many of the 18 C8 alkane constitutional...Ch. 12 - Prob. 12.62EPCh. 12 - Prob. 12.63EPCh. 12 - Prob. 12.64EPCh. 12 - Prob. 12.65EPCh. 12 - Prob. 12.66EPCh. 12 - Do the line-angle structural formulas in each of...Ch. 12 - Do the line-angle structural formulas in each of...Ch. 12 - Convert each of the condensed structural formulas...Ch. 12 - Convert each of the condensed structural formulas...Ch. 12 - Assign an IUPAC name to each of the compounds in...Ch. 12 - Prob. 12.72EPCh. 12 - Prob. 12.73EPCh. 12 - Prob. 12.74EPCh. 12 - For each of the alkane structures in Problem...Ch. 12 - Prob. 12.76EPCh. 12 - Prob. 12.77EPCh. 12 - Prob. 12.78EPCh. 12 - Prob. 12.79EPCh. 12 - Prob. 12.80EPCh. 12 - Prob. 12.81EPCh. 12 - Prob. 12.82EPCh. 12 - Draw condensed structural formulas for the...Ch. 12 - Draw condensed structural formulas for the...Ch. 12 - To which carbon atoms in a hexane molecule can...Ch. 12 - Prob. 12.86EPCh. 12 - Prob. 12.87EPCh. 12 - Prob. 12.88EPCh. 12 - Prob. 12.89EPCh. 12 - Prob. 12.90EPCh. 12 - Prob. 12.91EPCh. 12 - Prob. 12.92EPCh. 12 - Prob. 12.93EPCh. 12 - Using the general formula for a cycloalkane,...Ch. 12 - Prob. 12.95EPCh. 12 - Prob. 12.96EPCh. 12 - Prob. 12.97EPCh. 12 - Prob. 12.98EPCh. 12 - How many secondary carbon atoms are present in...Ch. 12 - Prob. 12.100EPCh. 12 - Prob. 12.101EPCh. 12 - Assign an IUPAC name to each of the following...Ch. 12 - Prob. 12.103EPCh. 12 - What is wrong with each of the following attempts...Ch. 12 - Draw line-angle structural formulas for the...Ch. 12 - Draw line-angle structural formulas for the...Ch. 12 - Prob. 12.107EPCh. 12 - Prob. 12.108EPCh. 12 - Prob. 12.109EPCh. 12 - Prob. 12.110EPCh. 12 - Determine the number of constitutional isomers...Ch. 12 - Determine the number of constitutional isomers...Ch. 12 - Prob. 12.113EPCh. 12 - Determine whether cistrans isomerism is possible...Ch. 12 - Prob. 12.115EPCh. 12 - Prob. 12.116EPCh. 12 - Prob. 12.117EPCh. 12 - Indicate whether the members of each of the...Ch. 12 - Prob. 12.119EPCh. 12 - Prob. 12.120EPCh. 12 - Prob. 12.121EPCh. 12 - Prob. 12.122EPCh. 12 - Which member in each of the following pairs of...Ch. 12 - Prob. 12.124EPCh. 12 - Prob. 12.125EPCh. 12 - Prob. 12.126EPCh. 12 - Answer the following questions about the...Ch. 12 - Prob. 12.128EPCh. 12 - Prob. 12.129EPCh. 12 - Prob. 12.130EPCh. 12 - Prob. 12.131EPCh. 12 - Prob. 12.132EPCh. 12 - Prob. 12.133EPCh. 12 - Write structural formulas for all the possible...Ch. 12 - Assign an IUPAC name to each of the following...Ch. 12 - Assign an IUPAC name to each of the following...Ch. 12 - Prob. 12.137EPCh. 12 - Prob. 12.138EPCh. 12 - Prob. 12.139EPCh. 12 - Draw structural formulas for the following...Ch. 12 - Prob. 12.141EPCh. 12 - Prob. 12.142EPCh. 12 - Prob. 12.143EPCh. 12 - Prob. 12.144EPCh. 12 - Prob. 12.145EPCh. 12 - Prob. 12.146EPCh. 12 - Prob. 12.147EPCh. 12 - Prob. 12.148EP
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