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1 |  |  Which descriptors fit the following sugar best?
 (15.0K) |
|  | A) | ketose, furanose, α |
|  | B) | ketose, furanose, β |
|  | C) | aldose, pyranose, β |
|  | D) | aldose, pyranose, α |
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2 |  |  Which of the following is the correct Fischer representation of D-galactose?
Hint: The structure of β-D-galactopyranose is provided.
 (19.0K) |
|  | A) |  (17.0K) |
|  | B) |  (16.0K) |
|  | C) |  (17.0K) |
|  | D) |  (17.0K) |
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3 |  |  Which of the following structures is the correct Haworth representation of D-idose?
 (16.0K) |
|  | A) |  (18.0K) |
|  | B) |  (19.0K) |
|  | C) |  (18.0K) |
|  | D) |  (19.0K) |
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4 |  |  Which of the following is the correct Fischer representation of (3R,4S,5S)-ketohexose? |
|  | A) |  (17.0K) |
|  | B) |  (17.0K) |
|  | C) |  (16.0K) |
|  | D) |  (17.0K) |
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5 |  |  Which Fischer structure represents the open form of the following two anomers?
 (23.0K) |
|  | A) |  (17.0K) |
|  | B) |  (16.0K) |
|  | C) |  (16.0K) |
|  | D) |  (17.0K) |
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6 |  |  Which of the following compounds does NOT undergo mutarotation? |
|  | A) | glucose |
|  | B) | sucrose |
|  | C) | ribose |
|  | D) | fructose |
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7 |  |  D-Mannose is epimeric with D-glucose at C2. Which of the following structures represents β-D-mannopyranose?
 (20.0K) |
|  | A) | a |
|  | B) | b |
|  | C) | c |
|  | D) | d |
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8 |  |  Galactose is epimeric with glucose at C4. Which of the following structures represents β-D-galactopyranose?
 (20.0K) |
|  | A) | a |
|  | B) | b |
|  | C) | c |
|  | D) | d |
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9 |  |  A glycoside is shown below. What is the structure of the carbohydrate from which it was formed?
 (18.0K) |
|  | A) |  (16.0K) |
|  | B) |  (17.0K) |
|  | C) |  (17.0K) |
|  | D) |  (17.0K) |
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10 |  |  A glycoside is the carbohydrate form of an |
|  | A) | ether. |
|  | B) | acetal. |
|  | C) | aglycone. |
|  | D) | alcohol. |
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11 |  |  Which structure corresponds to methyl β-D-galactopyranoside, which is formed by the reaction of D-galactose with HCl in methanol? |
|  | A) |  (16.0K) |
|  | B) |  (17.0K) |
|  | C) |  (16.0K) |
|  | D) |  (17.0K) |
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12 |  |  Which structure represents the β form of the glycoside formed from n-butanol and D-glucose?
 (21.0K) |
|  | A) | a |
|  | B) | b |
|  | C) | c |
|  | D) | d |
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13 |  |  Which of the following structures is NOT going to give a positive test with Benedict’s reagent?
 (19.0K) |
|  | A) |  (18.0K) |
|  | B) |  (18.0K) |
|  | C) |  (18.0K) |
|  | D) |  (17.0K) |
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14 |  |  What is the D-monosaccharide (open or ring form) used in the following reaction?
 (17.0K) |
|  | A) |  (20.0K) |
|  | B) |  (20.0K) |
|  | C) |  (18.0K) |
|  | D) |  (16.0K) |
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15 |  |  Predict the product of the following reaction.
 (17.0K) |
|  | A) |  (18.0K) |
|  | B) |  (18.0K) |
|  | C) |  (18.0K) |
|  | D) |  (17.0K) |
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16 |  |  Predict the product of the following reaction.
 (19.0K) |
|  | A) |  (18.0K) |
|  | B) |  (18.0K) |
|  | C) |  (18.0K) |
|  | D) |  (17.0K) |
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17 |  |  How many aldaric acids are obtained upon nitric acid oxidation of the D- and L-aldopentoses? |
|  | A) | 2 |
|  | B) | 4 |
|  | C) | 6 |
|  | D) | 8 |
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18 |  |  When a carbohydrate reacts with NaBH4, the product is an |
|  | A) | alditol. |
|  | B) | aldaric acid. |
|  | C) | aldonic acid. |
|  | D) | aglycone. |
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19 |  |  Reduction of hexose A (molecular formula C6H12O6) with sodium borohydride gives compounds B and C. Compound B is optically inactive, whereas compound C is optically active. Which of the following is compound A? |
|  | A) | D-fructose |
|  | B) | D-glucose |
|  | C) | D-mannose |
|  | D) | D-galactose |
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20 |  |  Which product will be formed in the following reaction?
 (15.0K)
 (18.0K) |
|  | A) | a |
|  | B) | b |
|  | C) | c |
|  | D) | d |
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21 |  |  Which of the following carbohydrates cannot be used to make an aldohexose by the Kiliani–Fischer synthesis? |
|  | A) |  (17.0K) |
|  | B) |  (17.0K) |
|  | C) |  (17.0K) |
|  | D) |  (17.0K) |
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22 |  |  In the Kiliani–Fischer synthesis, the anomeric carbon of the starting carbohydrate |
|  | A) | remains as the carbonyl. |
|  | B) | is lost as CO2. |
|  | C) | becomes the new epimeric stereocenter. |
|  | D) | becomes a nitrile carbon. |
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23 |  |  In the Kiliani–Fischer synthesis starting from D-ribose, which pair of stereoisomers would be formed?
 (35.0K) |
|  | A) | a and b |
|  | B) | b and e |
|  | C) | c and d |
|  | D) | d and e |
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24 |  |  In the following scheme, which of the following monosaccharides will give the same product as D-glucose?
 (23.0K) |
|  | A) |  (17.0K) |
|  | B) |  (16.0K) |
|  | C) |  (16.0K) |
|  | D) |  (17.0K) |
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25 |  |  Which of the following structures is a D-aldotetrose that gives a meso diacid upon oxidation with dilute aq. HNO3?
 (21.0K) |
|  | A) | a |
|  | B) | b |
|  | C) | c |
|  | D) | d |
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26 |  |  Which of the following aldoses gives an optically active compound upon reaction with warm, dilute nitric acid?
 (25.0K) |
|  | A) | a |
|  | B) | b |
|  | C) | c |
|  | D) | d |
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27 |  |  Which of the following disaccharides fulfills the two requirements stated below?
1. α-(1,2) glycosidic linkage
2. Not a reducing sugar |
|  | A) |  (22.0K) |
|  | B) |  (21.0K) |
|  | C) |  (22.0K) |
|  | D) |  (24.0K) |
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28 |  |  What is the product of the following reaction?
 (19.0K) |
|  | A) |  (18.0K) |
|  | B) |  (19.0K) |
|  | C) |  (19.0K) |
|  | D) |  (19.0K) |
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29 |  |  Which statements are correct about the following disaccharide?
 (22.0K) |
|  | A) | Ring A is an acetal in the α configuration; ring B is a hemiacetal in the β configuration. |
|  | B) | Ring A is an acetal in the β configuration; ring B is a hemiacetal in the α configuration. |
|  | C) | Ring A is a hemiacetal in the α configuration; ring B is an acetal in the β configuration. |
|  | D) | Ring A is a hemiacetal in the β configuration; ring B is an acetal in the α configuration. |
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30 |  |  How many aldose and ketose, and furanose and pyranose units are present in maltose?
 (21.0K) |
|  | A) | 0 aldose, 2 ketose, 0 furanose, 2 pyranose |
|  | B) | 1 aldose, 1 ketose, 1 furanose, 1 pyranose |
|  | C) | 2 aldose, 0 ketose, 0 furanose, 2 pyranose |
|  | D) | 2 aldose, 0 ketose, 1 furanose, 2 pyranose |
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