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 18, Problem 18.20P
Interpretation Introduction
Interpretation:
Propanoic acid, 1-butanol and diethyl ether should be arranged according to the increasing boiling point.
Concept Introduction:
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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.
Draw the structural formula for each of the following and give the classification 10, 20, 30. Draw any oxidation products resulting from a reaction with chromic acid.
cyclopropanol
1-methylcyclobutanol
2-methyl-1-hexanol
1-methylcyclohexanol
3-methylcyclohexanol
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1-propanol + hydrobromic acid →
Chapter 18 Solutions
Introduction to General, Organic and Biochemistry
Ch. 18.2 - Prob. 18.1PCh. 18.5 - Prob. 18.2PCh. 18.5 - Prob. 18.3PCh. 18 - 18-4 Answer true or false. (a) The functional...Ch. 18 - Prob. 18.5PCh. 18 - 18-6 Name and draw structural formulas for the...Ch. 18 - 18-7 Write the IUPAC name for each carboxylic...Ch. 18 - 18-8 Write the IUPAC name for each carboxylic...Ch. 18 - Prob. 18.9PCh. 18 - Prob. 18.10P
Ch. 18 - Prob. 18.11PCh. 18 - Prob. 18.12PCh. 18 - Prob. 18.13PCh. 18 - 18-14 Answer true or false. (a) Carboxylic acids...Ch. 18 - 18-15 Draw a structural formula for the dimer...Ch. 18 - 18-16 Propanedioic (malonic) acid forms an...Ch. 18 - 18-17 Hexanoic (caproic) acid has a solubility in...Ch. 18 - 18-18 Propanoic acid and methyl acetate are...Ch. 18 - 18-19 The following compounds have approximately...Ch. 18 - Prob. 18.20PCh. 18 - Prob. 18.21PCh. 18 - Prob. 18.22PCh. 18 - 18-23 Characterize the structural features...Ch. 18 - Prob. 18.24PCh. 18 - Prob. 18.25PCh. 18 - 18-26 Answer true or false. (a) Carboxylic acids...Ch. 18 - Prob. 18.27PCh. 18 - 18-28 Arrange these compounds in order of...Ch. 18 - 18-29 Complete the equations for these acid—base...Ch. 18 - 18-30 Complete the equations for these acid-base...Ch. 18 - 18-31 Formic acid is one of the components...Ch. 18 - Prob. 18.32PCh. 18 - Prob. 18.33PCh. 18 - Prob. 18.34PCh. 18 - Prob. 18.35PCh. 18 - Prob. 18.36PCh. 18 - Prob. 18.37PCh. 18 - 18-38 Which is the stronger base: CH3CH2NH2 or...Ch. 18 - Prob. 18.39PCh. 18 - Prob. 18.40PCh. 18 - 18-41 Complete these examples of Fischer...Ch. 18 - Prob. 18.42PCh. 18 - Prob. 18.43PCh. 18 - Prob. 18.44PCh. 18 - Prob. 18.45PCh. 18 - 18-46 Procaine (its hydrochloride salt is marketed...Ch. 18 - 18-47 Methylparaben and propylparaben are used as...Ch. 18 - 18-48 4-Aminobenzoic acid is prepared from benzoic...Ch. 18 - Prob. 18.49PCh. 18 - Prob. 18.50PCh. 18 - Prob. 18.51PCh. 18 - Prob. 18.52PCh. 18 - Prob. 18.53PCh. 18 - Prob. 18.54PCh. 18 - Prob. 18.55P
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- 14-31 Compare the acidity of alcohols and phenols, which are both classes of organic compounds that contain an —OH group.arrow_forwardList the following compounds in order of increasing water solubility: a.ethoxyethane b.propanoic acid c.pentane d.1 butanolarrow_forwardGive the IUPAC name for the organic compound formed when 1-propanol is dehydrated in the presence of an acid at 140 degrees Celsius.arrow_forward
- Indicate the necessary reagent and reaction conditions to distinguish the following compounds. Using the appropriate chemical equation, explain how each reagent or condition would react with each compound. benzene and ethylbenzene 2-methylpentane and 2-methyl-2-pentenearrow_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_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
- 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_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_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
- 18-41 Complete these examples of Fischer esterification. In each case, assume an excess of the alcohol.arrow_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_forwardDrinking 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 Methoxymethanearrow_forward
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