Question 1

Which of the D-aldopentoses yields an optically inactive aldonic acid upon oxidation with bromine water? Explain your answer.

Accepted Answer

None of the aldonic acids produced upon

Question 2

Which of the following would give a positive Tollen's test?

Accepted Answer

A) α-D-glucopyranose 
B) methyl β-D-glucopyranoside 
C) sucrose 
D) methyl α-D-ribofuranoside 
E) none of the above 
A) α-D-glucopyranose 
B) methyl β-D-glucopyranoside 
C) sucrose 
D) methyl α-D-ribofuranoside 
E) none of the above

Question 3

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

Accepted Answer

A) no reaction 
B)    
C)    
D)    
E)    
A) no reaction 
B)    
C)    
D)    
E)

Question 4

Draw the more stable chair conformer of α-D-glucopyranose.

Accepted Answer

The answer of Draw the more stable chair conformer of...

Question 5

How many stereoisomers are possible for a 2-ketohexose?

Accepted Answer

A) 2 
B) 4 
C) 8 
D) 16 
E) 32 
A) 2 
B) 4 
C) 8 
D) 16 
E) 32

Question 6

Which of the following sugars yields the same alditol upon reduction with NaBH4 as does D-glucose?

Accepted Answer

A) L-glucose 
B) D-mannose 
C) L-gulose 
D) D-arabinose 
E) none of the above 
A) L-glucose 
B) D-mannose 
C) L-gulose 
D) D-arabinose 
E) none of the above

Question 7

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

Accepted Answer

Question 8

In solution, glucose exists as ________.

Accepted Answer

A) the open-chain form only 
B) the cyclic hemiacetal form only 
C) the cyclic acetal form only 
D) an equilibrium mixture of the open-chain form and cyclic acetal forms 
E) an equilibrium mixture of the open-chain form and cyclic hemiacetal forms 
A) the open-chain form only 
B) the cyclic hemiacetal form only 
C) the cyclic acetal form only 
D) an equilibrium mixture of the open-chain form and cyclic acetal forms 
E) an equilibrium mixture of the open-chain form and cyclic hemiacetal forms

Question 9

Draw L-erythrose.

Accepted Answer

The answer of Draw L-erythrose....

Question 10

When D-threose is treated with NaBH4, ________

Accepted Answer

A) a 70:30 mixture of enantiomeric alditols results 
B) a 50:50 mixture of enantiomeric alditols results 
C) a meso alditol is produced 
D) the product mixture contains two diastereomeric alditols 
E) an optically active alditol is produced 
A) a 70:30 mixture of enantiomeric alditols results 
B) a 50:50 mixture of enantiomeric alditols results 
C) a meso alditol is produced 
D) the product mixture contains two diastereomeric alditols 
E) an optically active alditol is produced

Question 11

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

Accepted Answer

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

Question 12

Give the common name for the following structure.

Accepted Answer

The answer of Give the common name for the following...

Question 13

The open-chain form of D-idose is shown below. Draw the open-chain form of the C-3 epimer of D-idose.

Accepted Answer

The answer of The open-chain form of D-idose is shown...

Question 14

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 15

Which of the following corresponds to the definition of an aldopentose? I. It is a monosaccharide.
II) It contains a CHO group
III) It is a disaccharide.
IV) It is an oligosaccharide.

Accepted Answer

A) I and II 
B) II and III 
C) I and IV 
D) I and III 
E) I, II, and III 
A) I and II 
B) II and III 
C) I and IV 
D) I and III 
E) I, II, and III

Question 16

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

Accepted Answer

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

Question 17

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

Accepted Answer

A) no reaction 
B)    
C)    
D)    
E)    
A) no reaction 
B)    
C)    
D)    
E)

Question 18

Is the following structure of glucose a D or L configuration? Explain.

Accepted Answer

This is L-glucose because the

Question 19

Given the structure of D-talose below, provide the Haworth structure of α-D-talopyranose.

Accepted Answer

The answer of Given the structure of D-talose below, provide...

Question 20

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

Accepted Answer

A) no reaction 
B)    
C)    
D)    
E)    
A) no reaction 
B)    
C)    
D)    
E)

Exam 21: Carbohydrates

Which of the D-aldopentoses yields an optically inactive aldonic acid upon oxidation with bromine water? Explain your answer.

Which of the following would give a positive Tollen's test?

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

Draw the more stable chair conformer of α-D-glucopyranose.

How many stereoisomers are possible for a 2-ketohexose?

Which of the following sugars yields the same alditol upon reduction with NaBH4 as does D-glucose?

In solution, glucose exists as ________.

Draw L-erythrose.

When D-threose is treated with NaBH4, ________

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

Give the common name for the following structure.

The open-chain form of D-idose is shown below. Draw the open-chain form of the C-3 epimer of D-idose.

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

Which of the following corresponds to the definition of an aldopentose? I. It is a monosaccharide. II) It contains a CHO group III) It is a disaccharide. IV) It is an oligosaccharide.

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

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

Is the following structure of glucose a D or L configuration? Explain.

Given the structure of D-talose below, provide the Haworth structure of α-D-talopyranose.

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

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

Which of the following sugars yields the same alditol upon reduction with NaBH₄ as does D-glucose?

When D-threose is treated with NaBH₄, ________