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 16.18P
16-18 Account for the fact that 1-butanamine (bp 78°C) has a lower boiling point than 1-butanol (bp 117°C)
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Chapter 16 Solutions
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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- 16-46 Arrange these three compounds in order of decreas ing ability to form intermolecular hydrogen bonds: CH3OH, CH3SH, and (CH3)2NH.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_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
- 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_forward13-27 Define autoxidation.arrow_forward18-19 The following compounds have approximately the same molecular weight: hexanoic acid, heptanal, and 1-heptanol. Arrange them in order of increasing boiling point.arrow_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_forwardList the following compounds in order of increasing water solubility: a.ethoxyethane b.propanoic acid c.pentane d.1 butanolarrow_forward16-19 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_forward
- 16-28 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_forward18-41 Complete these examples of Fischer esterification. In each case, assume an excess of the alcohol.arrow_forward
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