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OWLv2 for Bettelheim/Brown/Campbell/Farrell/Torres' Introduction to General, Organic and Biochemistry, 11th Edition, [Instant Access], 1 term (6 months)
11th Edition
ISBN: 9781305106734
Author: Frederick A. Bettelheim; William H. Brown; Mary K. Campbell; Shawn O. Farrell; Omar Torres
Publisher: Cengage Learning US
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Textbook Question
Chapter 17, Problem 17.69P
17-69 Propanal (bp 49°C) and 1-propanol (bp 97°C) have about the same molecular weight, yet their boiling points differ by almost 50°C. Explain this fact.
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Phenols are aromatic rings with an alcohol functional group attached directly to the ring. These compounds have unique acidity and solubility for alcohol groups. Predict the solubility of this phenol in water.
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
Chapter 17 Solutions
OWLv2 for Bettelheim/Brown/Campbell/Farrell/Torres' Introduction to General, Organic and Biochemistry, 11th Edition, [Instant Access], 1 term (6 months)
Ch. 17.2 - Problem 17-1 Wrtie the IUPAC name for each...Ch. 17.2 - Prob. 17.2PCh. 17.2 - Prob. 17.3PCh. 17.4 - Prob. 17.4PCh. 17.4 - Prob. 17.5PCh. 17.4 - Problem 17-6 Show the reaction of benzaldehyde...Ch. 17.4 - Problem 17-7 Identify all hemiacetals and acetals...Ch. 17.5 - Prob. 17.8PCh. 17 - 17-9 Answer true or false. (a) The one aldehyde...Ch. 17 - Prob. 17.10P
Ch. 17 - 17-11 What is the difference in structure between...Ch. 17 - 17-12 Is it possible for the carbon atom of a...Ch. 17 - 17-13 Which compounds contain carbonyl groups?Ch. 17 - 17-14 Following are structural formulas for two...Ch. 17 - 17-15 Draw structural formulas for the four...Ch. 17 - Prob. 17.16PCh. 17 - Prob. 17.17PCh. 17 - 17-18 Draw structural formulas for these ketones....Ch. 17 - 17-19 Write the JUPAC names for these compounds.Ch. 17 - Prob. 17.20PCh. 17 - 17-2 1 Explain why each name is incorrect. Write...Ch. 17 - Prob. 17.22PCh. 17 - Prob. 17.23PCh. 17 - 17-24 In each pair of compounds, select the one...Ch. 17 - Prob. 17.25PCh. 17 - 17-26 Account for the fact that acetone has a...Ch. 17 - 17-27 Pentane, 1-butanol, and butanal all have...Ch. 17 - 17-28 Show how acetaldehyde can form hydrogen...Ch. 17 - 17-29 Why can’t two molecules of acetone form a...Ch. 17 - 17-30 Answer true or false. (a) The reduction of...Ch. 17 - 17-3 1 Draw a structural formula for the principal...Ch. 17 - Prob. 17.32PCh. 17 - 17-33 What simple chemical test could you use to...Ch. 17 - 17-34 Explain why liquid aldehydes are often...Ch. 17 - 17-35 Suppose that you take a bottle of...Ch. 17 - 17-36 Explain why the reduction of an aldehyde...Ch. 17 - Prob. 17.37PCh. 17 - Prob. 17.38PCh. 17 - Prob. 17.39PCh. 17 - Prob. 17.40PCh. 17 - Prob. 17.41PCh. 17 - Prob. 17.42PCh. 17 - Prob. 17.43PCh. 17 - Prob. 17.44PCh. 17 - Prob. 17.45PCh. 17 - Prob. 17.46PCh. 17 - 17-47 What is the characteristic structural...Ch. 17 - Prob. 17.48PCh. 17 - Prob. 17.49PCh. 17 - Prob. 17.50PCh. 17 - Prob. 17.51PCh. 17 - Prob. 17.52PCh. 17 - Prob. 17.53PCh. 17 - 17-54 Following is the structure of...Ch. 17 - Prob. 17.55PCh. 17 - Prob. 17.56PCh. 17 - Prob. 17.57PCh. 17 - Prob. 17.58PCh. 17 - Prob. 17.59PCh. 17 - 17-60 1-Propanol can be prepared by the reduction...Ch. 17 - Prob. 17.61PCh. 17 - 17-62 Show how to bring about these conversions....Ch. 17 - Prob. 17.63PCh. 17 - Prob. 17.64PCh. 17 - Prob. 17.65PCh. 17 - Prob. 17.66PCh. 17 - 17-67 Draw structural formulas for these...Ch. 17 - Prob. 17.68PCh. 17 - 17-69 Propanal (bp 49°C) and 1-propanol (bp 97°C)...Ch. 17 - 17-70 What simple chemical test could you use to...Ch. 17 - Prob. 17.71PCh. 17 - 17-72 The following molecule is an enediol; each...Ch. 17 - 17-73 Alcohols can be prepared by the...Ch. 17 - 17-74 Glucose, C6H12O6, contains an aldehyde group...Ch. 17 - Prob. 17.75PCh. 17 - Prob. 17.76PCh. 17 - Prob. 17.77PCh. 17 - 17-78 Complete the following equation for these...Ch. 17 - 17-79 Write an equation for each conversion. (a)...
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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
- 16-19 2-Me thy 1 propane (bp -12°C), 2-propanol (bp 82°C), and 2-propanamine (bp 32°C) all have approximately the same molecular weight, yet their boiling points are quite different. Explain the reason for these differences.arrow_forward16-28 Following is the structural formula of metformin, the hydrochloride salt of which is marketed as the antidiabetic medication Glucophage. Metformin was introduced into clinical practice in the United States in 1995 for the treatment of type 2 diabetes. More than 25 million prescriptions for this drug were written in 2000, making it the most commonly prescribed brand-name diabetes medication in the nation. NH NH H3(\ 3 N N Nh2ch3 h Metformin Complete the Lewis structure for metformin, showing all valence electrons. Which nitrogen is the most likely site of protonation? Draw the structural formula of Glucophage.arrow_forward17-67 Draw structural formulas for these compounds. (a) 1-Chloro-2-propanone (b) 3-Hydroxybutanal (c) 4-Hydroxy-4-methyl-2-pentanone (d) 3-Methyl-3-phenylbutanal (e) 1,3-Cyclohexanedione (f) 5-Hydroxyhexanalarrow_forward
- 18-18 Propanoic acid and methyl acetate are constitutional isomers, and both are liquids at room temperature. One of these compounds has a boiling point of 141°C; the other has a boiling point of 57°C. Which compound has which boiling point? Explain.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_forward13-27 Define autoxidation.arrow_forward
- 18-19 The following compounds have approximately the same molecular weight: hexanoic acid, heptanal, and 1-heptanol. Arrange them in order of increasing boiling point.arrow_forward14-67 Of the three compounds given in Problem 14-66, one is insoluble in water, another has a solubility of 2.3 g/100 g water, and one is infinitely soluble in water. Which compound has which solubility?arrow_forward17-79 Write an equation for each conversion. (a) 1-Pentanol to pentanal (b) 1-Pentanol to pentanoic acid (c) 2-Pentanol to 2-pentanone (d) 2-Propanol to acetone (e) Cyclohexanol to cyclohexanonearrow_forward
- 16-54 Several poisonous plants, including Atropa belladonna, contain the alkaloid atropine. The name “belladonna” (which means “beautiful lady”) probably comes from the fact that Roman women used extracts from this plant to make themselves more attractive. Atropine is widely used by ophthal mologists and optometrists to dilate the pupils for eye examination. Classify the amino group in atropine as primary, secondary, or tertiary. Locate all stereocenters in atropine. Account for the fact that atropine is almost insoluble in water (1 g in 455 mL of cold water) but atropine hydrogen sulfate is very soluble (1 g in 5 mL of cold water). Account for the fact that a dilute aqueous solution of atropine is basic (pH approximately 10.0).arrow_forward17-18 Draw structural formulas for these ketones. (a) Ethyl isopropyl ketone (b) 2-Chiorocyclohexanone (c) 2,4-Dimethyl-3-pentanone (d) Diisopropyl ketone (e) Acetone (f) 2,5-Dimethylcyclohexanonearrow_forward17-70 What simple chemical test could you use to distinguish between the members of each pair of com pounds? Tell what you would do, what you would expect to observe, and how you would interpret your experimental observation. (a) Benzaldehyde and cyclohexanone (b) Acetaldehyde and acetonearrow_forward
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