Ch15_PT MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question.

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1 Ch15_PT MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 1) What is the IUPAC name of the compound shown? 1) N-methylethylamine 2-propylamine 1-methylethylamine propylamine isopropylamine 2) Which molecule is N,N-dimethylpropylamine? CH3 CH2 CH2 CH2 CH2 NH2 2) 3) Which molecule shown is trimethylamine? CH3 CH2 CH2 CH2 CH2 NH2 3) 1

2 4) Which molecule shown is N,N-dimethylethylamine? CH3 CH2 CH2 CH2 CH2 NH2 4) 5) When the nitrogen atom in an organic compound has four covalent bonds, it is called a quaternary ammonium ion. tertiary amine. secondary amine. tetraammine. primary amine. 5) 6) All of the following compounds are amines except histamine. amphetamine. aniline. aspirin. caffeine. 6) 7) Which compound is a secondary amine? diethylamine trimethylamine N-ethyl-N-methylpropylamine N,N-dimethylethylamine isopropylamine 7) 8) Which compound is a primary amine? trimethylamine isopropylamine diethylamine N-ethyl-N-methylpropylamine N,N-dimethylethylamine 8) 2

3 9) Which of the following molecules is an example of a primary amine? 9) 10) Which of the following molecules is an example of a secondary amine? 10) 3

4 11) Which molecule is a tertiary amine? 11) 12) Amines are classified by the number of hydrogens attached to the nitrogen. the number of alkyl groups attached to the nitrogen. the number of carbons attached to the carbon bonded to the nitrogen. the number of carbons present in the molecule. none of the above 12) 13) Amines are most similar in chemical structure and behavior to a primary alcohol. the hydronium ion. water. ammonia. sodium hydroxide. 13) 14) Amines can be considered organic derivatives of the inorganic compound water. carbon dioxide. ammonia. sodium hydroxide. none of these 14) 15) Which organic functional group is important for its basic properties? amine aromatic carbonyl phenol hydroxyl 15) 4

5 16) All of the following are properties of amines except They react with acids to form amides. They frequently have offensive odors. Those that can form hydrogen bonds have higher boiling points than expected for their molecular weight. Those with low molecular weights are soluble in water. They act as bases in many reactions. 16) 17) Which amine has the lowest boiling point? 17) 18) Which amine has the highest boiling point? 18) 5

6 19) Which class of amines can form intermolecular hydrogen bonds? A and B all of the above 19) SHORT ANSWER. Write the word or phrase that best completes each statement or answers the question. 20) Arrange the following compounds in order of increasing boiling point. List and describe the criteria that must be considered in answering this question. 20) Compounds 1. CH3-CH2-CH2-CH2OH 2. CH3-CH2-CH2-NH-CH3 3. CH3-CH2-CH2- CH2-CH MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 21) Which molecule listed is heterocyclic? benzoic acid pyridine aniline naphthalene phenol 21) 22) Which molecule is a heterocyclic compound? 22) none of these 6

7 23) The reaction that occurs between an amine and an acid is best illustrated by (CH3)2NH + HCl (CH3)2NH2 + + OH-. (CH3)2NH + HCl (CH3)2N+Cl-. (CH3)2NH + HCl (CH3)2NH Cl- + H3O+. (CH3)2NH + HCl (CH3)2NH2 + Cl-. (CH3)2NH + H2O (CH3)2N + H3O+. 23) 24) Which formula best represents the form an amine takes in acidic solution? RNH3 + RNH- RNH2 RNH2 + RNH2-24) 25) Which formula best represents the form an amine takes in basic solution? RNH- RNH3 + RNH2 - RNH2 + RNH2 25) 26) When an amine behaves as a base it a hydrogen ion to form a(an) ion. loses; hydronium loses; ammonium gains; hydronium loses; hydroxide gains; ammonium 26) 27) The reaction of an amine with water is best represented by 27) R-NH2 + H2O R-NH OH -. R-NH2 + 2 H2O R-N H3O+. R-NH2 + H2O R-N2- + M+ + H3O+. R-NH2 + 2 H2O R-N OH -. R-NH2 + H2O R-NH- + H3O+. 28) What is the most important physical property of amines? they are weak bases they are oxidizing acids they are weak acids they are strong acids they are strong bases 28) 29) Which type of amine will react with mineral acids to form soluble ammonium salts? A and B A, B and C 29) 7

8 30) Which compound is an example of an amine salt? sulfanilamide methylammonium chloride histamine pyridoxine thioacetamide 30) 31) If methylamine reacts with hydrochloric acid, the major product will be dimethylammonium chloride. trimethylammonium chloride. methylammonium chloride. ammonium chloride. methylammonium hydroxide. 31) 32) Lemon juice can be used to remove the odor of fish on a person's hands after cleaning fish. The chemical explanation for this is that the acid in the lemon juice increases the volatility of the odor-causing amines. lemon juice dilutes the odor-causing amines. acid in the lemon juice reacts with the odor-causing amines to form an odorless salt. lemon juice removes the bitter flavor often associated with nitrogen compounds. pleasant odor of the lemon juice covers the fishy odor. 32) 33) Which compound is an example of an amine salt? 33) 8

9 34) The reaction of the pyridinium ion with water is best represented as C5H5N + H2O C5H6N+ + OH- C5H5N + H2O C5H4N + H3O+ C5H5NH+ + H2O C5H5NH OH- C5H5NH+ + H2O C5H5N + H3O+ None of these 34) 35) All of the following are characteristics of alkaloids except physiologically active toxic to humans in high doses basic bitter tasting pleasant smelling 35) 36) All of the following are nitrogen-containing compounds found in living organisms except proteins. alkaloids. carbohydrates. nucleotides. neurotransmitters. 36) 9

10 Answer Key Testname: UNTITLED1 1) A 2) D 3) B 4) C 5) A 6) D 7) A 8) B 9) A 10) E 11) B 12) B 13) D 14) C 15) A 16) A 17) D 18) B 19) D 20) 3 < 4 < 2 < 5 < 1; Criteria considered include: 1. molar mass, but in this case all were similar 2. polarity and possibility for hydrogen bonding: #3 is nonpolar; #4 is polar but cannot form hydrogen bonds; #2 is polar, but its hydrogen bonds will be weaker than those in an alcohol; #5 is a secondary alcohol, so will form fewer hydrogen bonds than its primary isomer 21) B 22) E 23) D 24) A 25) E 26) E 27) A 28) A 29) E 30) B 31) C 32) C 33) C 34) D 35) E 36) C 10

Chapter 15 Amines. Amines contain one or more organic groups bonded to nitrogen the compounds have these general formulas:

Chapter 15 Amines. Amines contain one or more organic groups bonded to nitrogen the compounds have these general formulas: Chapter 15 Amines Amines have single bonds of Carbon bound to Nitrogen. Many of the molecules that carry chemical messages (such as neurotransmitters) are amines. They are present in many kinds of essential