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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Textbook Question
Chapter 18, Problem 18.19P
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.
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16-120 How does the general molecular formula for an ester com-
pare to that for a carboxylic acid, when all carbon-carbon
bonds in both types of compounds are single bonds?
18-17 Hexanoic (caproic) acid has a solubility in water of
about 1 g/100 mL water. Which part of the molecule
contributes to water solubility,'and which
part
prevents solubility?
What is the systematic IUPAC name for the following Organic compound?
O 4-ethyloctan-8-al
decanal
O5-ethyloctanal
O5-ethyloctan-1-one
5-propylheptanal
5-cthylheptanoic 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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- 17-67 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_forward17-18 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_forward17-13 Which compounds contain carbonyl groups?arrow_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_forward18-41 Complete these examples of Fischer esterification. In each case, assume an excess of the alcohol.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
- 18-47 Methylparaben and propylparaben are used as preservatives in foods, beverages, and cosmetics. Show how each of these preservatives can be prepared from 4-aminobenzoic acid.arrow_forwardDraw 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 2,2-dimethylcyclohexanolarrow_forwardAmines with more than 6 carbons are soluble in: a) aqueous HCI b) aqueous NaHCO3 d) water c) aqueous NaOH Which of the following would give a positive iodoform test? acetone a) benzophenone c) 3-pentanone d) cyclopentanone meth "Saponification" as the term is used in organic chemistry means: a) acidic hydrolysis of an ester b) basic hydrolysis of an ester c) acidic hydrolysis of an amide d) basic hydrolysis of an amide 3. ( Propylamine can be synthesized by the LiAlH4 reduction of: a) CH3CH2CECH b) CH3CH=NH d)) CH3CH2CEN c) CH3CH2NO2arrow_forward
- 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-butanolarrow_forwardList the following compounds in order of increasing water solubility: a.ethoxyethane b.propanoic acid c.pentane d.1 butanolarrow_forward
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