Question 1

Which of the following correctly describes the structural relationship between D-ribose and L-lyxose?

Accepted Answer

A)  diastereomers and epimers 
B)  diastereomers but not epimers 
C)  enantiomers 
D)  constitutional isomers 
E)  not isomers 
A)  diastereomers and epimers 
B)  diastereomers but not epimers 
C)  enantiomers 
D)  constitutional isomers 
E)  not isomers

Question 2

Draw the Haworth structure of β-D-ribofuranose.

Accepted Answer

The answer of Draw the Haworth structure of β-D-ribofuranose....

Question 3

Provide the Fischer projection of the open-chain form of the aldonic acid which results when L-glucose is treated with bromine water.

Accepted Answer

The answer of Provide the Fischer projection of the open-chain...

Question 4

What is the outcome of the following reaction?

Accepted Answer

A)  No Reaction 
B)    
C)    
D)    
A)  No Reaction 
B)    
C)    
D)

Question 5

What is/are the major products of the following reaction?

Accepted Answer

A)  D-glucose and D-galactose 
B)  D-ribose 
C)  L-ribose and L-arabinose 
D)  L-fructose and D-arabinose 
E)  none of the above 
A)  D-glucose and D-galactose 
B)  D-ribose 
C)  L-ribose and L-arabinose 
D)  L-fructose and D-arabinose 
E)  none of the above

Question 6

How might one separate α-D-glucopyranose from a solution also containing

Accepted Answer

Concentrate the solu

Question 7

Draw the structure of deoxyguanosine.

Accepted Answer

The answer of Draw the structure of deoxyguanosine....

Question 8

Draw the C3 epimer of L-glucose.

Accepted Answer

The answer of Draw the C3 epimer of L-glucose....

Question 9

Which of the following statements is true?

Accepted Answer

A)  All monosaccharides in either the ketose of aldose family are reducing sugars. 
B)  Only aldoses, but not ketoses, are reducing sugars. 
C)  Only ketoses, but not aldoses, are reducing sugars. 
D)  All disaccharides, not monosaccharides, are reducing sugars. 
E)  All glycosides are reducing sugars. 
A)  All monosaccharides in either the ketose of aldose family are reducing sugars. 
B)  Only aldoses, but not ketoses, are reducing sugars. 
C)  Only ketoses, but not aldoses, are reducing sugars. 
D)  All disaccharides, not monosaccharides, are reducing sugars. 
E)  All glycosides are reducing sugars.

Question 10

Provide the structure of the product which results when D-ribose is treated with bromine water.

Accepted Answer

The answer of Provide the structure of the product which...

Question 11

Draw the Fischer projection for the open-chain form of D-fructose.

Accepted Answer

The answer of Draw the Fischer projection for the open-chain...

Question 12

An optically active D-aldopentose produced an optically inactive aldaric acid upon treatment with HNO3. When this aldopentose was subjected to a Ruff degradation, a D-aldotetrose was generated. This aldotetrose gave an optically inactive alditol upon reduction with NaBH4. Use these data to provide the structure of the starting D-aldopentose.

Accepted Answer

Question 13

When pure α-D-glucopyranose is dissolved in water, the optical rotation of the resulting solution changes over a period of time. What is the name of this phenomenon and why does it occur?

Accepted Answer

The phenomenon is called mutar

Question 14

Which of the following bond arrangements is not commonly found in naturally occurring disaccharides?

Accepted Answer

A)  a 1,4' link 
B)  a 1,6' link 
C)  a 1,1' link 
D)  a 1,5' link 
E)  both B and C 
A)  a 1,4' link 
B)  a 1,6' link 
C)  a 1,1' link 
D)  a 1,5' link 
E)  both B and C

Question 15

Which of the following is a reducing sugar?

Accepted Answer

A)  α-D-fructofuranose 
B)  the methyl glycoside of cellobiose 
C)  ethyl β-D-glucopyranoside 
D)  methyl α-D-fructofuranoside 
E)  none of the above 
A)  α-D-fructofuranose 
B)  the methyl glycoside of cellobiose 
C)  ethyl β-D-glucopyranoside 
D)  methyl α-D-fructofuranoside 
E)  none of the above

Question 16

How many asymmetric carbons are present in α-D-ribopyranose?

Accepted Answer

A)  0 
B)  1 
C)  2 
D)  3 
E)  4 
A)  0 
B)  1 
C)  2 
D)  3 
E)  4

Question 17

The structure of amygdalin is shown below. Will it undergo mutarotation?

Accepted Answer

No. There

Question 18

An aglycone is a group bound to ________.

Accepted Answer

A)  the oxygen of C6 in a glycoside 
B)  the anomeric carbon in a glycoside 
C)  a pyrimidine base 
D)  a purine base 
E)  a xanthate 
A)  the oxygen of C6 in a glycoside 
B)  the anomeric carbon in a glycoside 
C)  a pyrimidine base 
D)  a purine base 
E)  a xanthate

Question 19

Ruff degradation of D-glucose followed by oxidation with nitric acid yields the same aldaric acid as does ________ when it is treated with nitric acid.

Accepted Answer

A)  D-lyxose 
B)  D-xylose 
C)  L-xylose 
D)  D-arabinose 
E)  L-arabinose 
A)  D-lyxose 
B)  D-xylose 
C)  L-xylose 
D)  D-arabinose 
E)  L-arabinose

Question 20

Cellulose and amylose are ________.

Accepted Answer

A)  1,4' linked polymers of D-glucose which differ in the stereochemistry of this linkage 
B)  1,6' linked polymers of D-glucose which differ in the stereochemistry of this linkage 
C)  polymers of D-glucose which are structurally isomeric 
D)  polymers of D-galactose which are structurally isomeric 
E)  synonyms for the only polymeric form of D-glucose 
A)  1,4' linked polymers of D-glucose which differ in the stereochemistry of this linkage 
B)  1,6' linked polymers of D-glucose which differ in the stereochemistry of this linkage 
C)  polymers of D-glucose which are structurally isomeric 
D)  polymers of D-galactose which are structurally isomeric 
E)  synonyms for the only polymeric form of D-glucose

Exam 23: Carbohydrates and Nucleic Acids

Which of the following correctly describes the structural relationship between D-ribose and L-lyxose?

Draw the Haworth structure of β-D-ribofuranose.

Provide the Fischer projection of the open-chain form of the aldonic acid which results when L-glucose is treated with bromine water.

What is the outcome of the following reaction?

What is/are the major products of the following reaction?

How might one separate α-D-glucopyranose from a solution also containing

Draw the structure of deoxyguanosine.

Draw the C3 epimer of L-glucose.

Which of the following statements is true?

Provide the structure of the product which results when D-ribose is treated with bromine water.

Draw the Fischer projection for the open-chain form of D-fructose.

When pure α-D-glucopyranose is dissolved in water, the optical rotation of the resulting solution changes over a period of time. What is the name of this phenomenon and why does it occur?

Which of the following bond arrangements is not commonly found in naturally occurring disaccharides?

Which of the following is a reducing sugar?

How many asymmetric carbons are present in α-D-ribopyranose?

The structure of amygdalin is shown below. Will it undergo mutarotation?

An aglycone is a group bound to ________.

Ruff degradation of D-glucose followed by oxidation with nitric acid yields the same aldaric acid as does ________ when it is treated with nitric acid.

Cellulose and amylose are ________.

Structure and Bonding

Acids and Bases; Functional Groups

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides; Nucleophilic Substitution

Structure and Synthesis of Alkenes; Elimination

Reactions of Alkenes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

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