- 10.1: Why are NH3 and CH3NH2 no longer nucleophiles when they are protona...
- 10.2: Using the pKa values of the conjugate acids of the leaving groups (...
- 10.3: Explain the difference in reactivity between CH3OH2 and CH3OH in a ...
- 10.4: Show how 1-butanol can be converted into the following compound:
- 10.5: Explain how 1-butanol can be converted into the following compounds:
- 10.6: What is the major product of each of the following reactions? Assum...
- 10.7: What stereoisomers does the following reaction form?
- 10.8: What stereoisomers does the following reaction form?
- 10.9: What stereoisomers do the following reactions form?
- 10.10: Explain why the ether obtained by treating an optically active alco...
- 10.11: What stereoisomers do the following reactions form?
- 10.12: Show how 1-propanol can be converted into the following compounds b...
- 10.13: Which of the following alcohols dehydrates the fastest when heated ...
- 10.14: What is the major product obtained when each of the following alcoh...
- 10.15: Heating an alcohol with sulfuric acid is a good way to prepare a sy...
- 10.16: Propose a mechanism for each of the following reactions:
- 10.17: Draw the product of each of the following reactions:
- 10.18: Explain why the following alcohols, when heated with acid, form the...
- 10.19: What stereoisomers are formed in the following reactions? Which ste...
- 10.20: If the compound shown in the margin is heated in the presence of H2...
- 10.21: What alcohol would you treat with phosphorus oxychloride and pyridi...
- 10.22: What product is obtained from the reaction of each of the following...
- 10.23: What are the major products obtained when the following ether is he...
- 10.24: What are the major products obtained when each of the following eth...
- 10.25: Explain why methyl propyl ether forms both methyl iodide and propyl...
- 10.26: Explain why HF and HCl cannot be used to cleave ethers in an SN2 re...
- 10.27: Draw the major product of each of the following reactions:
- 10.28: Would you expect the reactivity of a five-membered ring ether such ...
- 10.29: How can the following compounds be prepared from 3,3-dimethyl-1-but...
- 10.30: What products are obtained from the reaction of cyclohexene oxide w...
- 10.31: What products are obtained from the reaction of each of the followi...
- 10.32: What stereoisomers are obtained from the reaction of each of the fo...
- 10.33: What stereoisomers are obtained from the reaction of the alkenes in...
- 10.34: Draw the mechanism for formation of the two addition products.
- 10.35: Draw all possible resonance contributors for the two carbocations i...
- 10.36: The existence of the NIH shift was established by determining the m...
- 10.37: How do the major products obtained from rearrangement of the follow...
- 10.38: Which compound is more likely to be carcinogenic?
- 10.39: Explain why the two arene oxides in open in opposite directions.
- 10.40: Which compound is more likely to be carcinogenic?
- 10.41: Three arene oxides can be obtained from phenanthrene. a. Draw the s...
- 10.42: Explain why the half-life (the time it takes for one-half of the co...
- 10.43: If a quaternary ammonium ion can undergo an elimination reaction wi...
- 10.44: What are the major products of the following reaction?
- 10.45: What are the minor products of the preceding Hofmann elimination re...
- 10.46: What is the difference between the reaction that occurs when isopro...
- 10.47: What is the major product of each of the following reactions? Assum...
- 10.48: Describe a synthesis for the following compound, using the given st...
- 10.49: Describe a synthesis for each of the following compounds, using the...
- 10.50: Using an alkyl halide and a thiol as starting materials, how would ...
- 10.51: The following three nitrogen mustards were studied for possible cli...
- 10.52: Why is melphalan a good cancer drug?
- 10.53: Mechlorethamine, the drug in that is in clinical use, is so highly ...
- 10.54: Propose a mechanism for the following reaction:
- 10.55: What is the product of each of the following reactions?
- 10.56: Indicate which alcohol in each pair undergoes an elimination reacti...
- 10.57: Identify AE.
- 10.58: Starting with (R)-1-deuterio-1-propanol, how could you preparea. (S...
- 10.59: When heated with H2SO4, both 3,3-dimethyl-2-butanol and 2,3-dimethy...
- 10.60: What is the major product obtained from the reaction of 2-ethyloxir...
- 10.61: Write the appropriate reagent over each arrow.
- 10.62: What alkenes would you expect to be obtained from the acid-catalyze...
- 10.63: What is the major product(s) of each of the following reactions?
- 10.64: In Section 10.12, we saw that S-adenosylmethionine (SAM) methylates...
- 10.65: When deuterated phenanthrene oxide undergoes a rearrangement in wat...
- 10.66: An unknown alcohol with a molecular formula of C7H14O was oxidized ...
- 10.67: Explain why the acid-catalyzed dehydration of an alcohol is a rever...
- 10.68: Explain why (S)-2-butanol forms a racemic mixture when it is heated...
- 10.69: Fill in each box with the appropriate reagent
- 10.70: Propose a mechanism for the following reaction:
- 10.71: What product would be formed if the four-membered ring alcohol in w...
- 10.72: Which of the following ethers would be obtained in greatest yield d...
- 10.73: Using the given starting material, any necessary inorganic reagents...
- 10.74: When piperidine undergoes the series of reactions shown here, 1,4-p...
- 10.75: When 3-methyl-2-butanol is heated with concentrated HBr, a rearrang...
- 10.76: Draw structures for compounds AF.
- 10.77: Propose a mechanism for each of the following reactions
- 10.78: How could you synthesize isopropyl propyl ether, using isopropyl al...
- 10.79: When ethyl ether is heated with excess HI for several hours, the on...
- 10.80: When the following seven-membered ring alcohol is dehydrated, three...
- 10.81: Ethylene oxide reacts readily with HO- because of the strain in the...
- 10.82: how each of the following compounds could be synthesized from the g...
- 10.83: Propose a mechanism for each of the following reactions
- 10.84: Triethylene glycol is one of the products obtained from the reactio...
- 10.85: a. Propose a mechanism for the following reaction:b. A small amount...
- 10.86: Propose a mechanism for the following reaction:
- 10.87: Early organic chemists used the Hofmann elimination reaction as the...
- 10.88: An ion with a positively charged nitrogen atom in a three-membered ...
- 10.89: The following reaction takes place several times faster than the re...
- 10.90: Which of the following reactions occurs more rapidly?
- 10.91: Propose a mechanism for each of the following reactions
- 10.92: A vicinal diol has OH groups on adjacent carbons. The dehydration o...
- 10.93: Although 2-methyl-1,2-propanediol is an unsymmetrical vicinal diol,...
- 10.94: What product is obtained when the following vicinal diol is heated ...
- 10.95: Two stereoisomers are obtained from the reaction of cyclopentene ox...
- 10.96: Propose a mechanism for each of the following reactions:
- 10.97: Triethylenemelamine (TEM) is an antitumor agent. Its activity is du...
Solutions for Chapter 10: Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds
Full solutions for Organic Chemistry | 8th Edition
ISBN: 9780134042282
Solutions for Chapter 10: Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds
Get Full SolutionsThis textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. Organic Chemistry was written by and is associated to the ISBN: 9780134042282. Chapter 10: Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds includes 97 full step-by-step solutions. Since 97 problems in chapter 10: Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds have been answered, more than 45119 students have viewed full step-by-step solutions from this chapter. This expansive textbook survival guide covers the following chapters and their solutions.
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Absolute confi guration
Which of the two possible isomers an enantiomer is (i.e., whether it is the right- or left-handed isomer).
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absorbance
In UV-Vis spectroscopy, the value log (I0/I) where I0 is the intensity of the reference beam and I is the intensity of the sample beam.
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atomic mass unit (amu)
A unit of measure equivalent to 1 g divided by Avogadro’s number.
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closed system.
A system that enables the exchange of energy (usually in the form of heat) but not mass with its surroundings. (6.2)
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critical mass.
The minimum mass of fissionable material required to generate a self-sustaining nuclear chain reaction. (19.5)
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Dipole-dipole interaction
The attraction between the positive end of one dipole and the negative end of another.
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energy of activation
In an energy diagram, the height of the energy barrier (the hump) between the reactants and the products.
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Fischer projection
A twodimensional representation of a molecule; in these projections, groups on the right and left are by convention in front, while those at the top and bottom are to the rear.
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ignal splitting in NMR
Spin-spin coupling with adjacent nuclei split NMR signals depending on the extent of coupling and the number of adjacent equivalent nuclei.
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imidazole
A compound containing a five-membered ring that is similar to pyrrole but has one extra nitrogen atom at the 3 position.
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ionic bond
A bond between oppositely charged ions. The ions are formed from atoms by transfer of one or more electrons. (Section 8.1)
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ion–dipole force
The force that exists between an ion and a neutral polar molecule that possesses a permanent dipole moment. (Section 11.2)
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isothermal process
One that occurs at constant temperature. (Section 19.1)
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Levorotatory
Refers to a substance that rotates the plane of polarized light to the left.
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Markovnikov’s rule
In the addition of HX, H2O, or ROH to an alkene, hydrogen adds to the carbon of the double bond having the greater number of hydrogens.
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Methylene
A !CH2! group.
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prostaglandins
Lipids that contain 20 carbon atoms and are characterized by a five-membered ring with two side chains.
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rad
A measure of the energy absorbed from radiation by tissue or other biological material; 1 rad = transfer of 1 * 10-2 J of energy per kilogram of material. (Section 21.9)
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reaction rate
A measure of the decrease in concentration of a reactant or the increase in concentration of a product with time. (Section 14.2)
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superimposable
Two objects that are identical.