Question 1

Two D-aldopentoses give the same D-aldotetrose upon Ruff degradation. The two aldopentoses are ________.

Accepted Answer

A) enantiomers 
B) meso compounds 
C) C2 epimers 
D) C4 epimers 
E) D-glucose and D-galactose 
A) enantiomers 
B) meso compounds 
C) C2 epimers 
D) C4 epimers 
E) D-glucose and D-galactose

Question 2

When D-sorbose (shown below)is treated with NaBH4, which of the following is produced?

Accepted Answer

A) a single optically active alditol 
B) a single optically inactive alditol 
C) a racemic mixture of alditols 
D) an optically inactive mixture of epimeric alditols 
E) an optically active mixture of epimeric alditols 
A) a single optically active alditol 
B) a single optically inactive alditol 
C) a racemic mixture of alditols 
D) an optically inactive mixture of epimeric alditols 
E) an optically active mixture of epimeric alditols

Question 3

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 4

Which of the following is the Haworth projection of a α-D-tagatofuranose?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 5

How many chirality centers are there in an aldohexose?

Accepted Answer

A) 2 
B) 3 
C) 4 
D) 5 
E) 6 
A) 2 
B) 3 
C) 4 
D) 5 
E) 6

Question 6

Provide the major organic product(s)of the reaction below.

Accepted Answer

The answer of Provide the major organic product(s)of the reaction...

Question 7

Provide the Haworth projection of ethyl-β-D-mannopyranoside.

Accepted Answer

The answer of Provide the Haworth projection of ethyl-β-D-mannopyranoside....

Question 8

Is L-glucose the enantiomer of D-glucose, the C-5 epimer of D-glucose, or both?

Accepted Answer

L-glucose is the enantiomer of D-glucose

Question 9

Which of the following compounds is a D-sugar?

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 10

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

Accepted Answer

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

Question 11

When a monosaccharide reacts to give the pyranose form from its open-chain form, how many distinct pyranose forms are possible?

Accepted Answer

A) 1 
B) 2 
C) 2n, where n is the number of carbons present 
D) 4n + 2, where n is the number of carbons present 
E) 4 
A) 1 
B) 2 
C) 2n, where n is the number of carbons present 
D) 4n + 2, where n is the number of carbons present 
E) 4

Question 12

Give the major product(s)for the following reaction.

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 13

Give the product(s)for each step of the following reaction.

Accepted Answer

The answer of Give the product(s)for each step of the...

Question 14

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 15

What is the relationship between the following compounds?   D-erythrose L-erythrose

Accepted Answer

A) conformational isomers 
B) constitutional isomers 
C) identical 
D) enantiomers 
E) diastereomers 
A) conformational isomers 
B) constitutional isomers 
C) identical 
D) enantiomers 
E) diastereomers

Question 16

Reduction of a 2-ketohexose with NaBH4 yields ________.

Accepted Answer

A) a single aldohexose 
B) a mixture of acetals 
C) a mixture of alditols 
D) a mixture of cyclic hemiacetals 
E) a single pyranose 
A) a single aldohexose 
B) a mixture of acetals 
C) a mixture of alditols 
D) a mixture of cyclic hemiacetals 
E) a single pyranose

Question 17

Which of the following blood types is known as the universal donor?

Accepted Answer

A) A 
B) B 
C) AB 
D) O 
E) ABO 
A) A 
B) B 
C) AB 
D) O 
E) ABO

Question 18

At which carbon are the following sugars epimers of each other?

Accepted Answer

A) C-1 
B) C-2 
C) C-3 
D) C-4 
E) C-5 
A) C-1 
B) C-2 
C) C-3 
D) C-4 
E) C-5

Question 19

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 20

Which of the following sequences is known as a Kiliani-Fischer chain elongation?

Accepted Answer

A) 1) Fe3+, H2O2 2. Br2, H2O 3. Ca(OH)2 
B) 1) CN- 2. H2, Pd/BaSO4 3. H3O+ 
C) 1) NaBH4 2. H2O 3. Br2, H2O 
D) 1) acetic anhydride (excess), pyridine 2. CH3I (excess), Ag2O 
E) 1) CH3OH, H+, Δ 2. AgNO3, Δ 
A) 1) Fe3+, H2O2 2. Br2, H2O 3. Ca(OH)2 
B) 1) CN- 2. H2, Pd/BaSO4 3. H3O+ 
C) 1) NaBH4 2. H2O 3. Br2, H2O 
D) 1) acetic anhydride (excess), pyridine 2. CH3I (excess), Ag2O 
E) 1) CH3OH, H+, Δ 2. AgNO3, Δ

Exam 21: Carbohydrates

Two D-aldopentoses give the same D-aldotetrose upon Ruff degradation. The two aldopentoses are ________.

When D-sorbose (shown below)is treated with NaBH4, which of the following is produced?

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

Which of the following is the Haworth projection of a α-D-tagatofuranose?

How many chirality centers are there in an aldohexose?

Provide the major organic product(s)of the reaction below.

Provide the Haworth projection of ethyl-β-D-mannopyranoside.

Is L-glucose the enantiomer of D-glucose, the C-5 epimer of D-glucose, or both?

Which of the following compounds is a D-sugar?

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

When a monosaccharide reacts to give the pyranose form from its open-chain form, how many distinct pyranose forms are possible?

Give the major product(s)for the following reaction.

Give the product(s)for each step of the following reaction.

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

What is the relationship between the following compounds? D-erythrose L-erythrose

Reduction of a 2-ketohexose with NaBH4 yields ________.

Which of the following blood types is known as the universal donor?

At which carbon are the following sugars epimers of each other?

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 sequences is known as a Kiliani-Fischer chain elongation?

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds

Isomers: the Arrangement of Atoms in Space

Alkenes Thermodynamics and Kinetics

Reactions of Alkenes

Reactions of Alkynes Introduction to Multistep Synthesis

Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

Substitution Reactions of Alkyl Halides

Elimination Reactions of Alkyl Halides Competition Between Substitution and Elimination

Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds

Organometallic Compounds

Reactions of Alkanes, Radicals

Mass Spectrometry, Infrared Spectroscopy, and Uvvis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

Reactions at the Alpha Carbon of Carbonyl Compounds

Reactions of Benzene and Substituted Benzenes

More About Amines Heterocylic Compounds

Amino Acids, Peptides, and Proteins

Catalysis

The Organic Mechanisms of the Coenzymes

The Chemistry of Metabolism

Nucleosides, Nucleotides, and Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

When D-sorbose (shown below)is treated with NaBH₄, which of the following is produced?

Reduction of a 2-ketohexose with NaBH₄ yields ________.