Introduction to General, Organic and Biochemistry
12th Edition
ISBN: 9780357391594
Author: Frederick A. Bettelheim; William H. Brown; Mary K. Campbell
Publisher: Cengage Learning US
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Chapter 13, Problem 54P
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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Students have asked these similar questions
17-24 In each pair of compounds, select the one with the
higher boiling point.
(a) Acetaldehyde or ethanol
(b) Acetone or 3-pentanone
(c) Butanal or butane
(d) Butanone or 2-butanol
Drinking of too much alcohol cause liver cirrhosis because ethanol is
converted to toxic *
Acetone
Ethanal
Acetic acid
Methyl ethanoate
Ethers have lower boiling points compared to alcohols of comparable mass
because
they form dipole-dipole interaction among themselves.
they cannot form hydrogen bond among themselves.
they can form hydrogen bond with water.
they are solvents in organic reactions.
Dehydration of two molecules of methanol under acidic condition (H2SO4)
at high temperature will produce *
Acetone
Ethanal
Acetic acid
Methoxymethane
1. Write the skeletal structures of propanal, acetone and cyclohexanone. What is the major intermolecular force (IMF) found in them? Based on their major intermolecular force and molecular weight, what can you predict on their solubility in water?
Chemical Name
Skeletal Structures
Major IMF
Solubility in water
Propanal
Acetone
Cyclohexanone
2. What is the purpose of Tollens’ test (Part B)? What is the evidence of a positive result?
3. What is the purpose of oxidation test (Part C)? What is the evidence of a positive result?
Chapter 13 Solutions
Introduction to General, Organic and Biochemistry
Ch. 13.1 - Prob. 13.1QCCh. 13.1 - Prob. 13.2QCCh. 13.2 - Problem 14-3 Draw structural formulas for the...Ch. 13.2 - Prob. 13.4QCCh. 13.2 - Prob. 13.5QCCh. 13.3 - Problem 14-6 Write the common name for each ether.Ch. 13.4 - Prob. 13.7QCCh. 13.4 - Prob. 13.8QCCh. 13 - 14-8 Answer true or false. The functional group of...Ch. 13 - 14-9 What is the difference in structure between a...
Ch. 13 - 14-10 Which of the following are secondary...Ch. 13 - 14-11 Which of the alcohols in Problem 14-10 are...Ch. 13 - 14-12 Write the 1UPAC name of each compound. (e)...Ch. 13 - Prob. 6PCh. 13 - Prob. 7PCh. 13 - 14-15 Both alcohols and phenols contain an —OH...Ch. 13 - Prob. 9PCh. 13 - 14-17 Explain in terms of noncovalent interactions...Ch. 13 - Prob. 11PCh. 13 - Prob. 12PCh. 13 - 14-20 Show hydrogen bonding between methanol and...Ch. 13 - 14-21 Show hydrogen bonding between the oxygen of...Ch. 13 - 14-22 Arrange these compounds in order of...Ch. 13 - 14-23 Arrange these compounds in order of...Ch. 13 - 14-24 2-Propanol (isopropyl alcohol) is commonly...Ch. 13 - Prob. 18PCh. 13 - Prob. 19PCh. 13 - Prob. 20PCh. 13 - 14-28 Give the structural formula of an alkene or...Ch. 13 - Prob. 22PCh. 13 - 14-30 Show how to distinguish between cyclohexanol...Ch. 13 - 14-31 Compare the acidity of alcohols and phenols,...Ch. 13 - 14-32 Both 2,6-diisopropylcyclohexanol and the...Ch. 13 - 14-33 Write equations for the reaction of...Ch. 13 - 14-34 Write equations for the reaction of...Ch. 13 - 14-35 Write equations for the reaction of each of...Ch. 13 - 14-36 Show how to convert cyclohexanol to these...Ch. 13 - Prob. 30PCh. 13 - Prob. 31PCh. 13 - 14-39 Name two important alcohols derived from...Ch. 13 - 14-40 Name two important alcohols derived from...Ch. 13 - Prob. 34PCh. 13 - 14-42 Write the common name for each ether. ch3...Ch. 13 - Prob. 36PCh. 13 - 14-44 Answer true or false. (a) The functional...Ch. 13 - Prob. 38PCh. 13 - Write the common name for each thiol in Problem 38...Ch. 13 - 14-47 Following are structural formulas for...Ch. 13 - 14-48 Explain why methanethiol, CH3SH, has a lower...Ch. 13 - 14-49 Answer true or false. Today, the major...Ch. 13 - (Chemical Connections 13A ) As stated in the...Ch. 13 - Prob. 44PCh. 13 - Prob. 45PCh. 13 - Prob. 46PCh. 13 - Prob. 47PCh. 13 - (Chemical Connections 13D ) Show that enflurane...Ch. 13 - Prob. 49PCh. 13 - 14-60 Write a balanced equation for the complete...Ch. 13 - 14-61 Knowing what you do about electronegativity,...Ch. 13 - 14-62 Draw structural formulas and write IUPAC...Ch. 13 - Prob. 53PCh. 13 - 14-64 Explain why the boiling point of ethylene...Ch. 13 - Prob. 55PCh. 13 - 14-66 1,4-Butanediol, hexane, and 1-pentanol have...Ch. 13 - 14-67 Of the three compounds given in Problem...Ch. 13 - Prob. 58PCh. 13 - 14-69 Show how to prepare each compound from...Ch. 13 - 14-70 Show how to prepare each compound from...Ch. 13 - 14-71 The mechanism of the acid-catalyzed...Ch. 13 - Prob. 62PCh. 13 - 14-73 Lipoic acid is a growth factor for many...Ch. 13 - 14-74 Following is a structural formula for the...Ch. 13 - Prob. 65PCh. 13 - Prob. 66PCh. 13 - Prob. 67PCh. 13 - 14-78 Consider alkenes A, B, and C. each of which...Ch. 13 - Prob. 69P
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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 weightarrow_forward14-21 Show hydrogen bonding between the oxygen of di ethyl ether and a hydrogen of water.arrow_forward14-31 Compare the acidity of alcohols and phenols, which are both classes of organic compounds that contain an —OH group.arrow_forward
- 14-39 Name two important alcohols derived from ethylene and give two important uses of each.arrow_forward14-55 (Chemical Connections 140 The legal definition of being under the influence of alcohol is based on blood alcohol content. What is the relationship between breath alcohol content and blood alcohol content?arrow_forward14-28 Give the structural formula of an alkene or alkenes from which each alcohol can be prepared. 2-Butanol 1-Methylcyclohexanol 3-Hexanol 2-Methyl-2-pentanol Cyclopentanolarrow_forward
- 14-24 2-Propanol (isopropyl alcohol) is commonly used as rubbing alcohol to cool the skin. 2-Hexanol, also a liquid, is not suitable for this purpose. Why?arrow_forward14-40 Name two important alcohols derived from propene and give two important uses of each.arrow_forward14-17 Explain in terms of noncovalent interactions why the low-molecular-weight alcohols are soluble in water but the low-molecular-weight alkanes and alkynes are not.arrow_forward
- 14-60 Write a balanced equation for the complete combustion of ethanol, the alcohol blended with gasoline to produce E85.arrow_forward14-25 Explain why glycerol is much thicker (more viscous) than ethylene glycol, which in turn is much more viscous than ethanol.arrow_forward17-26 Account for the fact that acetone has a higher boiling point (56°C) than ethyl methyl ether (11°C) even though their molecular weights are almost the same.arrow_forward
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