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 3.37SP
Each of the following descriptions applies to more than one
- a. an isopropylheptane
- b. a diethyldecane
- c. a cis-diethylcyclohexane
- d. a trans-dihalocyclopentane
- e. a (2:3-dimethylpentyl)cycloalkane
- f. a bicyclononane
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1. Which of the following compounds are isomers of each other?
I. 3-hexene II. Cyclohexane III. 2,3-dimethyl-2-butene
IV. 2-methyl-2,3-pentadiene
a. I and II
b. II and IV
c. I, II, III
d. I, II, III, IV
2. Which of the following does not contain a carbonyl group?
A. CH3CH2CH2COCH2CH3
B. CH3CH2CH2COOCH3
C. CH3CH2CH2CHOHCH2CH3
D. CH3CH2CH2CONH2CH3
1. Identify the SYSTEMATIC name of the aliphatic hydrocarbon
a. 1-pentenyicyclopentane
b. 1-cyclopentylpent-2-yne
c. 1-pentenecyclopent-2-yne
d. 1-pentenyicyclopentane
2. Identify the SYSTEMATIC name of the aliphatic hydrocarbon
a. Trans-1,2-propylcyclopropane
b. Trans-1,2-diisopropylcyclopropane
c. Cis-1,2-propylcyclopropane
d. Cis-1,2-diisopropylcyclopropane
3. Identify the SYSTEMATIC name of the aliphatic hydrocarbon
3,10-dimethyl-2-decacen-6-yne
3,10-dimethyl-2-dodocen-6-yne
3,10-dimethyl-10-decacen-6-yne
d. 3,10-dimethyl-10-dodocen-6-yne
a.
b.
C.
4. Identify which type of isomer the following structures represent
HO
a. Skeletal Isomer
b. E/Z isomer
c. Cis/Trans isomer
OH
OH
d.
Positional isomer
5. Identify which type of isomer the following structures represent
a. Skeletal Isomer
Br
b. E/Z isomer
c Cis/Trans isomer
Br
d. Positional isomer
XIII. Draw skeletal structures corresponding to the following names.
a. 1-chloro-2-isopropylcyclopentane
b. 3,5-dicyclohexylnonane
c. 3,3-Diethyl-2,5-dimethylnonane
d. 4-Isopropyl-3-methylheptane
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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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Why are different conformations of an alkane not considered structural isomers?arrow_forwardDistinguish between isomerism and resonance. Distinguish between structural and geometric isomerism. When writing the various structural isomers, the most difficult task is identifying which are different isomers and which are identical to a previously written structurethat is, which are compounds that differ only by the rotation of a carbon single bond. How do you distinguish between structural isomers and those that are identical? Alkenes and cycloalkanes are structural isomers of each other. Give an example of each using C4H8. Another common feature of alkenes and cycloalkanes is that both have restricted rotation about one or more bonds in the compound, so both can exhibit cis- trans isomerism. What is required for an alkene or cycloalkane to exhibit cis-trans isomerism? Explain the difference between cis and trans isomers. Alcohols and ethers are structural isomers of each other, as are aldehydes and ketones. Give an example of each to illustrate. Which functional group in Table 21-4 can be structural isomers of carboxylic acids? What is optical isomerism? What do you look for to determine whether an organic compound exhibits optical isomerism? 1-Bromo-1-chloroethane is optically active whereas 1-bromo-2-chloroethane is not optically active. Explain.arrow_forwardHow does the structure of a cycloalkane differ from that of a straight-chain or branched-chain alkane?arrow_forward
- What is the IUPAC name of the branched alkane below? CH3 H3C. CH3 H3C ČH3 O a. 2,3-methylpropane O b. 2-ethyl-3-methylbutane Oc. trimethylpropane O d., 2, 2-dimethyl-3-methylbutane O e. 2,2,3-trimethylbutane ge Jump to..arrow_forward12. Write structural formulas for the following alkene names. a. hept-2-ene b. hex-2-ene 6,7-dimethyloct-1-ene d. 2,4-dimethyloct-4-ene с. 3-ethylnon-2-ene е.arrow_forwardDraw skeletal structures for the following: a. 5-ethyl-2-methyloctane b. 1,3-dimethylcyclohexane c. 2,3,3,4-tetramethylheptane d. propylcyclopentane e. 2-methyl-4-(1-methylethyl)octane f. 2,6-dimethyl-4-(2-methylpropyl)decanearrow_forward
- Q1. Name each of the following structures by the IUPAC system? B. W C. Q2. Write the structural formula for the following? A. 1,4-dichloro-2-pentene B. 2-bromo-1,3-pentadiene C. vinyl cyclohexane Q3. Which of the following compounds can exist as cis- trans isomers? Draw their structures? A.. pentene B. 2-methyl-2-pentene Q3. Writ an equitation for the A. Reaction for bromine at room temperature 1. Propene B. The acid catalyzed addition of water to 1. 3-hexene Q4. For the addition of HBr to 3-methyl-1-butene, two products were observed. Show the reaction mechanism to explain the formation of both products. HBr - 3-methyl-1-butene major minorarrow_forwardWhich among the following compounds has the most electronegative carbon in structure? a. benzaldehyde b. benzene c. cyclobutane d. butyne The radical substitution reaction is primarily observed in the following reactions. Which reaction is it? a. Oxidation of but-2-ene b. Boiling of hex-3-ene c. Chlorination of butane d. Combustion of methane Which among the following statements is FALSE about alkanes and cycloalkanes? a. all alkanes produce CO2 and water vapor upon complete combustion b. alkanes undergo substitution reactions c. the empirical formula of all alkanes is CnH2n+2 d. cyclic alkanes exhibit bond strain in the sp#-sp# sigma bondsarrow_forward
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