Concept explainers
(a)
Interpretation:
Epibatadine, colorless oil isolated from the skin of the Equadorian poison arrow frog Epipedobates tricolor, has several times the analgesic potency of morphine. It is the first chlorine-containing, non-opioid analgesic ever isolated from a natural source.
The nitrogen atom in epbatadine needs to be calculated which is the stronger base.
Concept Introduction:
The basicity of
(b)
Interpretation:
What are the stereo centers in the below molecule:
Concept Introduction:
a stereocenter is an atom that bears different groups so that upon interchanging the two groups, the stereoisomers are obtained.
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Introduction to General, Organic and Biochemistry
- 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_forward17-72 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_forward16-13 Classify each amino group as primary, secondary, or tertiary and as aliphatic or aromatic. Serotonin (a neurotransmitter) Diphenhydramine (the hydrochloride salt is the antihistamine Benadryl) Lysine (an amino acid)arrow_forward
- 16-26 The p/fb of amphetamine is approximately 3.2 Amphetamine (a) Which form of amphetamine (the free base or its conjugate acid) would you expect to be present at pH 1.0, the pH of stomach acid? (b ) Which form of amphetamine would you expect to be present at pH 7.40, the pH of blood plasma?arrow_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_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_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_forward18-28 Arrange these compounds in order of increasing acidity: benzoic acid, benzyl alcohol, phenol.arrow_forward17-28 Show how acetaldehyde can form hydrogen bonds with water.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_forward17-35 Suppose that you take a bottle of benzaldehyde (a liquid, bp 179°C) from a shelf and find a white solid in the bottom of the bottle. The solid turns litmus red; that is, it is acidic. Yet aldehydes are neutral compounds. How can you explain these observations?arrow_forward14-57 (Chemical Connections 14E) What are the advantages and disadvantages of using diethyl ether as an anesthetic?arrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning