(Woods) Ch-15 & 16
- 1 -
1. This compound is the product of the reaction of:
CH3CH2COONa
A) a carboxylic acid with an alcohol
B) an alcohol with a ketone
C) a carboxylic acid with NaOH
D) an ester with HCl and water
2. To prepare this compound we could:
A) oxidize a primary alcohol
B) react a carboxylic acid with a primary alcohol
3. Consider the following structures:
O
||
CH3CH2COCH2CH3
I.
III.
A)
B)
C)
D)
II.
C) react a carboxylic acid with a secondary alcohol
D) oxidize a secondary alcohol
CH3CH2CH2CH2COOH
CH3CH2OCH=CHCH2OH
IV. CH3COOCH(CH3)2
I and III only are the same compound.
II and III only are constitutional isomers.
I and IV only are constitutional isomers.
I, II, III, and IV are all different compounds that are constitutional isomers.
4. These compounds are:
OH
|
I.
CH3CH2CHOCH2CH3
II.
CH3CH2CH2CH2COOH
A) the same
C) different compounds that are geometrical isomers
B) different compounds that are constitutional isomers
D) different compounds that are not isomers
5. How many different carboxylic acids have the molecular formula C5H10O2?
A) 2 B) 3 C) 4 D) More than 4
6. Which compound can form a carboxylic acid if the proper reagent and proper conditions are chosen?
I. CH3CH2CHOHCH3
II. (CH3)2CHOH III. (CH3)3COH
A) I only B) II only C) III only D) None of the compounds oxidize to carboxylic acids.
7. Treatment of 1-hexanol with potassium permanganate will yield:
A) only hexanal B) 1-hexanone C) 2-hexanone D) primarily hexanoic acid
8. Treatment of 3-pentanol with potassium dichromate will yield:
A) only pentanal B) 3-pentanone C) 2-pentanone D) primarily pentanoic acid
9. Treatment of hexanal with potassium permanganate will yield:
A) primarily hexanol B) 1-hexanone C) 2-hexanone D) primarily hexanoic acid
10. The IUPAC name of this compound is:
(CH3)2CHCH2COOH
A) isobutylcarboxylic acid B) 3-methylbutanoic acid
11. The IUPAC name of this compound is:
(CH3)3CCH2COOH
A) isobutylcarboxylic acid B) isopentanoic acid
C) isobutanoic acid
D) 3-methylpentanoic acid
C) 3,3-dimethylbutanoic acid D) 2,2-dimethylbutanoic acid
Chem-131 Hmwk-15-16 10-1 (Key)
(Woods) Ch-15 & 16
12. The IUPAC name of this compound is:
(CH3)2CHCH2COOCH3
A) isobutyl methyl ether
B) methyl isobutanoic ester
- 2 -
C) methyl-3-methylbutanoic acid
D) methyl-3-methylbutanoate
13. Arrange these compounds in order of increasing boiling point.
I. 1-butanol
II. butanal
III. propanoic acid
A) I < II < III B) II < I < III C) III < I < II D) II < III < I
14. Arrange these compounds in order of increasing boiling point.
I. CH3CH2CH2COOH
II. CH3CH2COOCH3
III. (CH3)2CHCH2CH2OH
A) I < II < III B) I < III < II C) II < III < I D) III < I < II
15. An unknown compound may be:
I. 1-propanol
II.
propanoic acid
III. propanal
The unknown does not turn blue litmus paper red. Which statement is true?
A) The unknown must be I.
C) The unknown must be III.
B) The unknown must be II.
D) The unknown could be I or III, but not II.
16. Arrange these compounds in order of increasing melting point.
I. sodium propanoate
II. propanoic acid
III. 2-methyl-1-butanol
A) I < II < III B) II < III < I C) I < III < II D) III < II < I
17. Arrange these compounds in order of increasing solubility in water.
I. sodium propanoate
II. propanoic acid III. 2-methyl-1-butanol
A) I < III < II B) II < III < I C) I < II < III D) III < II < I
18. An unknown compound may be:
I. phenol
II. potassium propanoate
III. pentanal
The unknown turns blue litmus paper red. Which statement is true?
A) The unknown must be I.
C) The unknown must be III.
B) The unknown must be II.
D) The unknown could be I or II, but not III.
19. An unknown compound may be:
I. potassium ethanoate
II. butanol
III. butanoic acid
The unknown does not turn blue litmus paper red. Which statement is true?
A) The unknown must be I.
C) The unknown must be III.
B) The unknown must be II.
D) The unknown could be I or II, but not III.
20. Which compound is a soap?
A) CH3(CH2)2COONa B) CH3(CH2)2COOH C) CH3(CH2)14COONa D) CH3(CH2)14COOH
21. Which compounds react together to form an ester?
I. aldehyde
II. ketone
III. phenol
IV. alcohol
A) I and II only
B) I and III only
C) III and IV only
D) No combination of these compounds will react to form an ester.
22. Which compounds react together to form an ester?
I.
CH3CH2OH
II.
CH3CH2CHO
III.
CH3CH2COOH
IV.
CH3CH2COCH3
A) I and IV only B) II and III only C) I and III only D) Both I and II and I and IV would produce esters.
Chem-131 Hmwk-15-16 10-1 (Key)
(Woods) Ch-15 & 16
- 3 -
23. Which compounds react together to form an ester?
I.
(CH3)3 CCH2OH
II.
CH3CH2COOH
III.
CH3CH2CH2OH
IV.
CH3CH2COCH3
A) I and II only
B) I and IV only
C) II and III only
D) There are two possible combinations: I and II, and II and III.
24. Name the carboxylic acid and the alcohol that react to produce this compound.
(CH3)3CCH2COOCH(CH3)2
A) t-butyl acid and isopropyl alcohol
C) 3,3-dimethylbutanoic acid and 2-propanol
B) isopropyl acid and t-butyl alcohol
D) 2-propanoic acid and 3,3-dimethylbutanol
25. What is the IUPAC name of this compound?
(CH3)2CHCH2COO(CH2)5CH3
A) hexyl-3-methylbutanoate B) hexyl-4-methylpentanoate
C) hexyl-isobutyl ester D) hexylisobutyric acid
26. What is the IUPAC name of this compound?
CH3
|
CH3CH2CHCOOCH2CH(CH3)2
A) 2-methylpropyl 3-methylbutanoate
C) isobutyl isopentanoate
B) 2-methylpropyl 2-methylbutanoate
D) isobutyl s-pentyl ester
27. What are the products of the acid hydrolysis of s-butyl benzoate?
A) butanoic acid and phenol
C) 2-butanol and phenolic acid
B) s-butyl alcohol and benzoic acid
D) 3-butanol and benzoic acid
28. What is the IUPAC name of this compound?
O O
||
||
C6H5-C-O-C-C6H5
A) benzylic anhydride B) benzoic anhydride C) benzoic ether D) benzoic ester
29. An unknown compound is either an ester or a carboxylic acid. Which simple chemical diagnostic test can be used to
identify the functional group?
A) Use Tollen's reagent to form a silver mirror with the ester.
B) Add a drop of a solution of bromine dissolved in carbon tetrachloride to the unknown. The color will disappear if the
unknown is an acid.
C) Add NaOH solution. A reaction will occur with an ester, but not with a carboxylic acid.
D) Add a drop of the unknown to blue litmus paper. The unknown is the carboxylic acid if the litmus paper changes color
to red.
30. Saponification is the name for the:
A) neutralization of an acid with NaHCO3.
B) hydrolysis of an acetal.
C) hydrolysis of an acid anhydride.
D) basic hydrolysis of an ester.
31. Arrange these one carbon compounds in order of decreasing oxidation number.
I HCOOH
II HCHO
III CH3OH
IV CO2
A) III > II > I > IV B) IV > II > III > I C) IV > I > II > III D) I > II > III > IV
32. Which compound is paired with the correct oxidation number of its carbon atom?
A) CH4 (O.N. of C = +4) B) HCOOH (O.N. of C = +2) C) CH3OH (O.N. of C = -1)
D) HCHO (O.N. of C = +1)
Chem-131 Hmwk-15-16 10-1 (Key)
(Woods) Ch-15 & 16
- 4 -
33. What are the names of these compounds?
I. NH2CH2CH2CH2CH2NH2
II. (CH3)2CHN(CH3)2
A) I is 1,5-pentanediamine, and II is tetramethylamine.
B) I is 1,4-butanediamine, and II is isopropylmethyamine.
C) I is 1,4-butanediamine, and II is isopropyldimethylamine.
D) I is 4-amino-1-butylamine, and II is isopropylmethylamine.
34. The name p-nitroaniline indicates that:
A) the NH2 group is in the 1-position, and the nitro group is in the 2-position on a benzene ring.
B) the NH2 group is in the 1-position, and the nitro group is in the 3-position on a benzene ring.
C) the NH2 group is in the 1-position, and the nitro group is in the 4-position on a benzene ring.
D) the NH2 group is in the 1-position, and the nitro group is in the 5-position on a benzene ring.
35. Arrange these compounds in order of increasing boiling point:
I.
butane
II. 2-methylpropane
III. trimethylamine
IV. propylamine
V. 1-propanol
A) II < I < III < IV < V B) II < I < IV < III < V C) V < IV < III < II < I D) I < II < IV < III < V
36. Which statement about these compounds is true?
I. butylamine
II. 1-butanol
A) I has a lower boiling point than II.
B) I and II have about the same boiling point.
C) I is more soluble in water than II.
D) I and II have about the same solubility in water.
37. Which amine can hydrogen bond to itself?
I. ethylamine
II. diethylamine
III. triethylamine
A) I and II only B) II and III only C) I and III only D) I, II, and III
38. Arrange these compounds in order of increasing basicity:
I. propylamine
II. KOH
III. aniline
IV. 1-propanol
A) II < IV < III < II B) III < I < IV < II C) IV < III < I < II D) IV < I < III < II
39. Which compound will have no effect on the color of blue litmus paper?
I. propylamine
II. 1-propanol
III. phenol
A) I only B) II only C) II and III only D) I and II only
40. This compound is:
CH3(CH2)3CONHCH3
A) a secondary amine B) a secondary amide C) a primaryamide D) a tertiary amide
41. Which compounds will react with propylamine?
I NaOH
II HCl
III CH3COOH
A) I only B) II and III C) III only D) I and III
42. Which compound dissolves in water to produce an alkaline solution?
A) CH3NH2 B) CH3COOH C) CH3CONH2 D) CH3COOCH3
43. An unknown is either butylamine or butylammonium chloride. The unknown turns blue litmus paper red. Which statement
is correct?
A) The unknown is butylamine, because it is a base and bases turn blue litmus paper red.
B) The unknown is butylammonium chloride, because it is a base and bases turn blue litmus paper red.
C) The unknown is butylamine, because it is an acid and acids turn blue litmus paper red.
D) The unknown is butylammonium chloride, because it is an acid and acids turn blue litmus paper red.
Chem-131 Hmwk-15-16 10-1 (Key)
(Woods) Ch-15 & 16
- 5 -
44. Which compounds react at a temperature greater than 100°C to form this product?
I.
II.
H2NCH2CH3
IV. H2NCH2CH2CH3
V.
C6H5NH2
A) I and IV B) I and II
III.
C) I and III D) III and V
45. Hydrolysis of an amide in basic solution produces:
A) the anion of a carboxylic acid and an amine
B) a carboxylic acid and a protonated amine
C) a carboxylic acid and an amine
D) a ketone and an amine
Chem-131 Hmwk-15-16 10-1 (Key)