Introduction to General, Organic and Biochemistry
11th Edition
ISBN: 9781285869759
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Textbook Question
Chapter 14, Problem 14.70P
14-70 Show how to prepare each compound from 2-methylcyclohexanol.
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How can you prepare 2-methyl-2-butanol starting with 3-methyl-1-butyne?
Show how to prepare each compound from 2-methyl- 1- propanol.
a. 2- methylpropene
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c. 2- methylpropanoic acid (CH3)2CHCOOH
Chapter 14 Solutions
Introduction to General, Organic and Biochemistry
Ch. 14.1 - Prob. 14.1PCh. 14.1 - Prob. 14.2PCh. 14.2 - Problem 14-3 Draw structural formulas for the...Ch. 14.2 - Prob. 14.4PCh. 14.2 - Prob. 14.5PCh. 14.3 - Problem 14-6 Write the common name for each ether.Ch. 14.4 - Prob. 14.7PCh. 14 - 14-8 Answer true or false. The functional group of...Ch. 14 - 14-9 What is the difference in structure between a...Ch. 14 - 14-10 Which of the following are secondary...
Ch. 14 - 14-11 Which of the alcohols in Problem 14-10 are...Ch. 14 - 14-12 Write the 1UPAC name of each compound. (e)...Ch. 14 - Prob. 14.13PCh. 14 - Prob. 14.14PCh. 14 - 14-15 Both alcohols and phenols contain an —OH...Ch. 14 - Prob. 14.16PCh. 14 - 14-17 Explain in terms of noncovalent interactions...Ch. 14 - Prob. 14.18PCh. 14 - Prob. 14.19PCh. 14 - 14-20 Show hydrogen bonding between methanol and...Ch. 14 - 14-21 Show hydrogen bonding between the oxygen of...Ch. 14 - 14-22 Arrange these compounds in order of...Ch. 14 - 14-23 Arrange these compounds in order of...Ch. 14 - 14-24 2-Propanol (isopropyl alcohol) is commonly...Ch. 14 - 14-25 Explain why glycerol is much thicker (more...Ch. 14 - Prob. 14.26PCh. 14 - Prob. 14.27PCh. 14 - 14-28 Give the structural formula of an alkene or...Ch. 14 - Prob. 14.29PCh. 14 - 14-30 Show how to distinguish between cyclohexanol...Ch. 14 - 14-31 Compare the acidity of alcohols and phenols,...Ch. 14 - 14-32 Both 2,6-diisopropylcyclohexanol and the...Ch. 14 - 14-33 Write equations for the reaction of...Ch. 14 - 14-34 Write equations for the reaction of...Ch. 14 - 14-35 Write equations for the reaction of each of...Ch. 14 - 14-36 Show how to convert cyclohexanol to these...Ch. 14 - Prob. 14.37PCh. 14 - Prob. 14.38PCh. 14 - 14-39 Name two important alcohols derived from...Ch. 14 - 14-40 Name two important alcohols derived from...Ch. 14 - Prob. 14.41PCh. 14 - 14-42 Write the common name for each ether. ch3...Ch. 14 - Prob. 14.43PCh. 14 - 14-44 Answer true or false. (a) The functional...Ch. 14 - Prob. 14.45PCh. 14 - Prob. 14.46PCh. 14 - 14-47 Following are structural formulas for...Ch. 14 - 14-48 Explain why methanethiol, CH3SH, has a lower...Ch. 14 - 14-49 Answer true or false. Today, the major...Ch. 14 - Prob. 14.50PCh. 14 - 14-51 (Chemical Connections 14B) When was...Ch. 14 - 14-52 (Chemical Connections 14B) What was Alfred...Ch. 14 - Prob. 14.53PCh. 14 - 14-54 (Chemical Connections 14C) What is the color...Ch. 14 - 14-55 (Chemical Connections 140 The legal...Ch. 14 - 14-56 (Chemical Connections 14D) What does it mean...Ch. 14 - 14-57 (Chemical Connections 14E) What are the...Ch. 14 - Prob. 14.58PCh. 14 - Prob. 14.59PCh. 14 - 14-60 Write a balanced equation for the complete...Ch. 14 - 14-61 Knowing what you do about electronegativity,...Ch. 14 - 14-62 Draw structural formulas and write IUPAC...Ch. 14 - Prob. 14.63PCh. 14 - 14-64 Explain why the boiling point of ethylene...Ch. 14 - Prob. 14.65PCh. 14 - 14-66 1,4-Butanediol, hexane, and 1-pentanol have...Ch. 14 - 14-67 Of the three compounds given in Problem...Ch. 14 - Prob. 14.68PCh. 14 - 14-69 Show how to prepare each compound from...Ch. 14 - 14-70 Show how to prepare each compound from...Ch. 14 - 14-71 The mechanism of the acid-catalyzed...Ch. 14 - Prob. 14.72PCh. 14 - 14-73 Lipoic acid is a growth factor for many...Ch. 14 - 14-74 Following is a structural formula for the...Ch. 14 - Prob. 14.75PCh. 14 - Prob. 14.76PCh. 14 - Prob. 14.77PCh. 14 - 14-78 Consider alkenes A, B, and C. each of which...Ch. 14 - Prob. 14.79P
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14-69 Show how to prepare each compound from 2-methyl-1 -propanol. 2-Methylpropene 2-Methyl-2-propanol 2-Methylpropanoic acid, (CH3)2CHCOOH
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14-36 Show how to convert cyclohexanol to these compounds. Cyclohexene Cyclohexane Cyclohexanone Bromocyclohexane
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14-34 Write equations for the reaction of 2-butanol with these reagents. H2SO4, heat K2Cr2O7, H2SO4
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14-20 Show hydrogen bonding between methanol and water in the following ways. Between the oxygen of methanol and a hydrogen of water Between the hydrogen of methanol’s OH group and the oxygen of water
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14-21 Show hydrogen bonding between the oxygen of di ethyl ether and a hydrogen of water.
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14-32 Both 2,6-diisopropylcyclohexanol and the intravenous anesthetic Propofol are insoluble in water. Show how these two compounds can be distinguished by their reaction with aqueous sodium hydroxide. 2,6-Diisopropylcyclohexanol 2,6-Diisopropylphenol (Propofol)
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14-48 Explain why methanethiol, CH3SH, has a lower boiling point (6°C) than methanol, CH3OH (65°C), even though methanethiol has a higher molecular weight
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14-57 (Chemical Connections 14E) What are the advantages and disadvantages of using diethyl ether as an anesthetic?
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14-30 Show how to distinguish between cyclohexanol and cyclohexene by a simple chemical test. Tell what you would do, what you would expect to see, and how you would interpret your observation.
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13-21 The reaction of bromine with toluene in the presence of FeCl3 gives a mixture of three products, all with the molecular formula C7H7Br. Name and draw a structural formula for each product.
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14-64 Explain why the boiling point of ethylene glycol (198°C) is so much higher than that of 1-propanol (97°C), even though their molecular weights are about the same.
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14-22 Arrange these compounds in order of increasing boiling point. Values in °C are —42, 78, 117, and 198 CH3CH2CH2CH2OH CH3CH2OH HOCH2CH2OH ch3ch2ch3
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