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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Chapter 16, Problem 16.19P
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.
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Introduction to General, Organic and Biochemistry
Ch. 16.1 - Problem 16-1 How many hydrogen atoms does...Ch. 16.2 - Problem 16-2 Write a structural formula for each...Ch. 16.2 - Prob. 16.3PCh. 16.4 - Problem 16-4 Select the stronger base from each...Ch. 16.5 - Prob. 16.5PCh. 16 - 16-6 Answer true or false. te/7-Butylamine is a 3°...Ch. 16 - Prob. 16.7PCh. 16 - Prob. 16.8PCh. 16 - 16-9 In what way are pyridine and pyrimidine...Ch. 16 - Prob. 16.10P
Ch. 16 - Prob. 16.11PCh. 16 - Prob. 16.12PCh. 16 - 16-13 Classify each amino group as primary,...Ch. 16 - Prob. 16.14PCh. 16 - 16-15 There are eight primary amines with the...Ch. 16 - Prob. 16.16PCh. 16 - 16-17 Propylamine (bp 48°C), ethylmethylamine (bp...Ch. 16 - 16-18 Account for the fact that 1-butanamine (bp...Ch. 16 - 16-19 2-Me thy 1 propane (bp -12°C), 2-propanol...Ch. 16 - Prob. 16.20PCh. 16 - Prob. 16.21PCh. 16 - Prob. 16.22PCh. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - 16-26 The p/fb of amphetamine is approximately 3.2...Ch. 16 - 16-27 Guanidine, p/Ca 13.6, is a very strong base,...Ch. 16 - 16-28 Following is the structural formula of...Ch. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - 16*32 Many tumors of the breast are correlated...Ch. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - 16-35 (Chemical Connections 16B ) What is an...Ch. 16 - Prob. 16.36PCh. 16 - Prob. 16.37PCh. 16 - Prob. 16.38PCh. 16 - Prob. 16.39PCh. 16 - Prob. 16.40PCh. 16 - Prob. 16.41PCh. 16 - Prob. 16.42PCh. 16 - Prob. 16.43PCh. 16 - Prob. 16.44PCh. 16 - Prob. 16.45PCh. 16 - 16-46 Arrange these three compounds in order of...Ch. 16 - Prob. 16.47PCh. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - 16-54 Several poisonous plants, including Atropa...Ch. 16 - Prob. 16.55PCh. 16 - Prob. 16.56PCh. 16 - Prob. 16.57PCh. 16 - 16-58 Following is a structural formula of...Ch. 16 - Prob. 16.59P
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- 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.arrow_forward16-18 Account for the fact that 1-butanamine (bp 78°C) has a lower boiling point than 1-butanol (bp 117°C)arrow_forward18-18 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_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_forward16-17 Propylamine (bp 48°C), ethylmethylamine (bp 37°C), and trimethylamine (bp 3°C) are constitutional isomers with the molecular formula C3HgN. Account for the fact that trimethylamine has the lowest boiling point of the three and propylamine has the highest.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_forward
- 14-55 (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_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_forward17-28 Show how acetaldehyde can form hydrogen bonds with water.arrow_forward
- 17-18 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_forward17-72 The following molecule is an enediol; each carbon of the double bond carries an —OH group. Draw structural formulas for the hydroxyketone and the a-hydroxyaldehyde with which this enediol is in equilibrium.arrow_forward16-54 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_forward
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