Chemistry
9th Edition
ISBN: 9781133611097
Author: Steven S. Zumdahl
Publisher: Cengage Learning
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Chapter 22, Problem 42E
Interpretation Introduction
Interpretation: The cis and trans isomers of
Concept introduction: Structural isomerism occurs when two compounds have same number of atoms but the spatial arrangement of the atoms is different from each other. These isomers have the same formula but their properties are different. In cis-isomers, the substituents of the double bonded carbons are on the same side of the double bond but in trans isomer, they are on opposite side of double bond.
To determine: The cis and trans isomers of
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1. a. Draw and name the five cycloalkane structures of formula C5H10. Can any of these structures give rise to geometric (cis-trans) isomerism? If so, show the cis and trans stereoisomers.
b. Draw and name the eight cycloalkane structures of formula C6H12 that do not show geometric isomerism.
c. Draw and name the four cycloalkanes of formula C6H12 that do have cis-trans isomers.
2. Each of the following descriptions applies to more than one alkane. In each case, draw and name two structures that match the description.
(a) an isopropylheptane (b) a diethyldecane (c) a cis-diethylcyclohexane
(d) a trans-dihalocyclopentane (e) a (2,3-dimethylpentyl)cycloalkane (f) a bicyclononane
3. 2. refer to the photo attached and answer the ff.3-33, 3-34
1. Write the specific structural formula asked and the type of aliphatic hydrocarbon (alkane,
cycloalkane, alkene, cycloalkene, alkyne) of the following organic compounds:
1. 2-ethyl-1,1,3,3-tetramethylcyclopentane
• Extended structural formula
• Line structural formula
• Type of hydrocarbon
2. trans-4-methyl-2-hexene
• Condensed structural formula
Line structural formula
Type of hydrocarbon
3. 2,4-dibromo-5-ethyloctane
• Extended structural formula
• Condensed structural formula
Type of hydrocarbon
4. 4-methyl-2-hexyne
• Extended structural formula
• Line structural formula
Type of hydrocarbon
5. 3,3-dimethylcyclohexene
• Condensed structural formula
• Line structural formula
Type of hydrocarbon
Alkenes and alkynes react similarly to each other. Hydrogenation,
halogenation, and hydration reactions are all types of addition
reactions in which the reagent adds across the multiple bond of the
reactant
• Hydrogenation is the addition of hydrogen gas in the
presence of a catalyst such as platinum, palladium, or
nickel.
• Halogenation involves a reaction with a halogen such as
Cl₂ or Br₂ to produce a dihaloalkane or dihaloalkene
product.
Hydration reactions take place when alkenes or alkynes
react with water in the presence of a strong acid catalyst
to yield an alcohol.
▼
Part A
Predict the product of the reaction of 1-butene with bromine.
Enter the IUPAC name.
▸ View Available Hint(s)
Submit
▾ Part B
An alkyne undergoes hydrogenation to produce an alkane as follows:
04
RC=CR + 2H₂
Q
Pd
catalyst
alkane
Predict the product and draw it.
Draw the molecule by placing atoms on the grid and connecting them with bonds. Include all hydrogen atoms. To add an R group, double click an
while…
Chapter 22 Solutions
Chemistry
Ch. 22 - What is a hydrocarbon? What is the difference...Ch. 22 - Prob. 2RQCh. 22 - What are aromatic hydrocarbons? Benzene exhibits...Ch. 22 - Summarize the nomenclature rules for alkanes,...Ch. 22 - What functional group distinguishes each of the...Ch. 22 - Distinguish between isomerism and resonance....Ch. 22 - Prob. 7RQCh. 22 - Prob. 8RQCh. 22 - Prob. 9RQCh. 22 - Prob. 10RQ
Ch. 22 - Prob. 11RQCh. 22 - Describe the structural differences between DNA...Ch. 22 - Prob. 1QCh. 22 - Prob. 2QCh. 22 - Prob. 3QCh. 22 - Prob. 4QCh. 22 - Prob. 5QCh. 22 - Prob. 6QCh. 22 - Prob. 7QCh. 22 - Give an example reaction that would yield the...Ch. 22 - Prob. 9QCh. 22 - Prob. 10QCh. 22 - Prob. 11QCh. 22 - Prob. 12QCh. 22 - Prob. 13ECh. 22 - Prob. 14ECh. 22 - Draw all the structural isomers for C8H18 that...Ch. 22 - Draw all the structural isomers for C8H18 that...Ch. 22 - Prob. 17ECh. 22 - Prob. 18ECh. 22 - Draw the structural formula for each of the...Ch. 22 - Prob. 20ECh. 22 - Prob. 21ECh. 22 - Name each of the following cyclic alkanes, and...Ch. 22 - Prob. 23ECh. 22 - Draw the structures for two examples of...Ch. 22 - Name each of the following alkenes. a. CH2 = CH ...Ch. 22 - Name each of the following alkenes or alkynes. a....Ch. 22 - Prob. 27ECh. 22 - Give the structure for each of the following. a....Ch. 22 - Prob. 29ECh. 22 - Cumene is the starting material for the industrial...Ch. 22 - Name each of the following. a. b. CH3CH2CH2CCl3 c....Ch. 22 - Prob. 32ECh. 22 - There is only one compound that is named...Ch. 22 - Prob. 34ECh. 22 - Prob. 35ECh. 22 - Prob. 36ECh. 22 - Draw all the structural isomers of C5H10. Ignore...Ch. 22 - Prob. 38ECh. 22 - Draw all the structural and geometrical (cistrans)...Ch. 22 - Draw all the structural and geometrical (cistrans)...Ch. 22 - Draw all structural and geometrical (cistrans)...Ch. 22 - Prob. 42ECh. 22 - Prob. 43ECh. 22 - Prob. 44ECh. 22 - If one hydrogen in a hydrocarbon is replaced by a...Ch. 22 - There are three isomers of dichlorobenzene, one of...Ch. 22 - Identify each of the following compounds as a...Ch. 22 - Prob. 48ECh. 22 - Mimosine is a natural product found in large...Ch. 22 - Minoxidil (C9H15N5O) is a compound produced by...Ch. 22 - For each of the following alcohols, give the...Ch. 22 - Prob. 52ECh. 22 - Prob. 53ECh. 22 - Prob. 54ECh. 22 - Prob. 55ECh. 22 - Prob. 56ECh. 22 - Prob. 57ECh. 22 - Prob. 58ECh. 22 - Prob. 59ECh. 22 - Prob. 60ECh. 22 - Prob. 61ECh. 22 - Prob. 62ECh. 22 - Prob. 63ECh. 22 - Prob. 64ECh. 22 - Prob. 65ECh. 22 - Prob. 66ECh. 22 - Prob. 67ECh. 22 - Prob. 68ECh. 22 - Prob. 69ECh. 22 - Prob. 70ECh. 22 - Prob. 71ECh. 22 - Prob. 72ECh. 22 - Super glue contains methyl cyanoacrylate, which...Ch. 22 - Prob. 74ECh. 22 - Prob. 75ECh. 22 - Prob. 76ECh. 22 - Prob. 77ECh. 22 - Prob. 78ECh. 22 - Prob. 79ECh. 22 - Prob. 80ECh. 22 - Prob. 81ECh. 22 - Prob. 82ECh. 22 - Prob. 83ECh. 22 - Prob. 84ECh. 22 - Aspartame, the artificial sweetener marketed under...Ch. 22 - Prob. 86ECh. 22 - Prob. 87ECh. 22 - Draw the structures of the tripeptides glyalaser...Ch. 22 - Prob. 89ECh. 22 - Prob. 90ECh. 22 - Give an example of amino acids that could give...Ch. 22 - What types of interactions can occur between the...Ch. 22 - Prob. 93ECh. 22 - Prob. 94ECh. 22 - Prob. 95ECh. 22 - Prob. 96ECh. 22 - Prob. 97ECh. 22 - Prob. 98ECh. 22 - Prob. 99ECh. 22 - Prob. 100ECh. 22 - Prob. 101ECh. 22 - Prob. 102ECh. 22 - Prob. 103ECh. 22 - Prob. 104ECh. 22 - Prob. 105ECh. 22 - Prob. 106ECh. 22 - Prob. 107ECh. 22 - Prob. 108ECh. 22 - The base sequences in mRNA that code for certain...Ch. 22 - Prob. 110ECh. 22 - Prob. 111AECh. 22 - Prob. 112AECh. 22 - Prob. 113AECh. 22 - Prob. 114AECh. 22 - Prob. 115AECh. 22 - Prob. 116AECh. 22 - Explain why methyl alcohol is soluble in water in...Ch. 22 - Prob. 118AECh. 22 - Prob. 119AECh. 22 - Prob. 120AECh. 22 - Prob. 121AECh. 22 - Prob. 122AECh. 22 - Prob. 123AECh. 22 - Prob. 124AECh. 22 - Prob. 125AECh. 22 - Prob. 126AECh. 22 - Prob. 127AECh. 22 - Prob. 128AECh. 22 - Prob. 129AECh. 22 - a. Use bond energies (see Table 3-3) to estimate H...Ch. 22 - Prob. 131AECh. 22 - Prob. 132AECh. 22 - All amino acids have at least two functional...Ch. 22 - Prob. 134AECh. 22 - Prob. 135AECh. 22 - In glycine, the carboxylic acid group has Ka = 4.3...Ch. 22 - Name each of the following alkanes. a....Ch. 22 - Prob. 138CWPCh. 22 - Name each of the following cyclic alkanes. a. b....Ch. 22 - Name each of the following alkenes and alkynes. a....Ch. 22 - a. Name each of the following alcohols. b. Name...Ch. 22 - Prob. 142CWPCh. 22 - Prob. 143CWPCh. 22 - Prob. 144CWPCh. 22 - Prob. 145CPCh. 22 - Prob. 146CPCh. 22 - Prob. 147CPCh. 22 - Consider a sample of a hydrocarbon at 0.959 atm...Ch. 22 - Prob. 149CPCh. 22 - Prob. 150CPCh. 22 - Prob. 151CPCh. 22 - Prob. 152CPCh. 22 - Prob. 153CPCh. 22 - Prob. 154CPCh. 22 - Prob. 155CPCh. 22 - Alcohols are very useful starting materials for...Ch. 22 - A chemical breathalyzer test works because ethanol...Ch. 22 - Estradiol is a female hormone with the following...Ch. 22 - Prob. 159IPCh. 22 - Prob. 160IPCh. 22 - Prob. 161MPCh. 22 - Prob. 162MP
Knowledge Booster
Similar questions
- Distinguish 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_forwardInstead of using the ending “ol,” an OH can be treated like a substituent or halogen using the term“hydroxyl.” For example, hexane-2,4-diol can be called 2,4-dihydroxyhexane. Write anequivalent name for 1,2,3-cyclohexanetriol using the term “hydroxyl.”arrow_forwardDistinguish precisely, and in scientific terms, the differences among items in each of the following pairs or groups. a Organic chemistry, inorganic chemistry b Saturated and unsaturated hydrocarbons c Alkanes, alkenes, alkynes d Normal alkane, branched alkane e Cis and trans isomers f Structural formula, condensed line formula, molecular formula g Addition reaction, substitution reaction h Alkane, alkyl group i Monomer, polymer j Aliphatic hydrocarbon, aromatic hydrocarbon k Ortho-, meta-, para l Alcohol, aldehyde, carboxylic acid m Hydroxyl group, carbonyl group, carboxyl group n Primary, secondary, tertiary alcohols o Alcohol, ether p Aldehyde, ketone q Carboxylic acid, ester r Carboxylic acid, amide s Amine, amide t Primary, secondary, tertiary amine u Chain-growth polymer, step-growth polymerarrow_forward
- Summarize the nomenclature rules for alkanes, alkenes, alkynes, and aromatic compounds. Correct the following false statements regarding nomenclature of hydrocarbons. a. The root name for a hydrocarbon is based on the shortest continuous chain of carbon atoms. b. The suffix used to name all hydrocarbons is -ane. c. Substituent groups are numbered so as to give the largest numbers possible. d. No number is required to indicate the positions of double or triple bonds in alkenes and alkynes. e. Substituent groups get the lowest number possible in alkenes and alkynes. f. The ortho- term in aromatic hydrocarbons indicates the presence of two substituent groups bonded to carbon- 1 and carbon-3 in benzene.arrow_forwardWhat is meant by the term “unsaturated hydrocarbon”? What structural feature characterizes unsaturated hydrocarbons?arrow_forwardWhich of the following cycloalkanes could show geometric isomerism? For each that could, draw structural formulas, and name both the cis- and the trans- isomers. a. c. b. d.arrow_forward
- Is the general formula of a cycloalkanes the same as the general formula of an alkane, CnH2n+2? Draw any structural diagram to illustrate your answer.arrow_forwardHow does the structure of a cycloalkane differ from that of a straight-chain or branched-chain alkane?arrow_forwardFor the following, you must draw an appropriate structure that has the chemical formula C5H7O2Cl with the indicated functional group(s) and/or property. In each case, identify any other functional groups in the molecule you draw, that were not indicated in the question. You may use Lewis or bond- line structures to draw your molecules. You may not use the same structure to answer more than 1 question. a) An acyclic molecule that cannot form hydrogen bonds with itself b) A tertiary chloride c) A cyclic etherarrow_forward
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