Question 1

What is the result of reaction involving D-glyceraldehyde and NaBH4?

Accepted Answer

A)  propane 
B)  ethanol and CO2 
C)  dihydoxyacetone 
D)  glyceric acid 
E)  glycerol 
A)  propane 
B)  ethanol and CO2 
C)  dihydoxyacetone 
D)  glyceric acid 
E)  glycerol

Question 2

Draw the Haworth structure of the α-furanose form of the monosaccharide shown below.

Accepted Answer

The answer of Draw the Haworth structure of the α-furanose...

Question 3

What is the major organic product of the following reaction?

Accepted Answer

The answer of What is the major organic product of...

Question 4

Besides a possible difference in base structure, what is the major structural difference between ribo- and deoxyribonucleosides?

Accepted Answer

Deoxyribonucleosides

Question 5

In solution, glucose exists as:

Accepted Answer

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

Question 6

What is the major organic product of the following reaction?

Accepted Answer

The answer of What is the major organic product of...

Question 7

What reagents are needed to induce the following isomerization?

Accepted Answer

A)  NaOH 
B)  Br2 / H2O 
C)  HCl (aq) 
D)  PCC 
A)  NaOH 
B)  Br2 / H2O 
C)  HCl (aq) 
D)  PCC

Question 8

In a Haworth projection of a five-membered cyclic hemiacetal,

Accepted Answer

A)  the C6 carbon is drawn on the right. 
B)  the C2 carbon is drawn on the left. 
C)  the ring oxygen is drawn in the front. 
D)  the ring oxygen is drawn in the back. 
E)  all hydroxyls are always on the same side of the molecule. 
A)  the C6 carbon is drawn on the right. 
B)  the C2 carbon is drawn on the left. 
C)  the ring oxygen is drawn in the front. 
D)  the ring oxygen is drawn in the back. 
E)  all hydroxyls are always on the same side of the molecule.

Question 9

Show the hydrogen bonding which occurs when guanine and cytosine form a base pair.

Accepted Answer

The answer of Show the hydrogen bonding which occurs when...

Question 10

List the aldohexoses described by the mnemonic "All altruists gladly make gum in gallon tanks."

Accepted Answer

allose, altrose, glu

Question 11

Identify the C3 epimer of the sugar below drawn in its open chain (acyclic) Fischer projection.

Accepted Answer

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

Question 12

Which of the following represents a pair of epimers?

Accepted Answer

A)  D- and L-erythrose 
B)  D-erythrose and D-threose 
C)  D-arabinose and D-erythrose 
D)  D-arabinose and D-xylose 
E)  D-glyceraldehyde and D-threose 
A)  D- and L-erythrose 
B)  D-erythrose and D-threose 
C)  D-arabinose and D-erythrose 
D)  D-arabinose and D-xylose 
E)  D-glyceraldehyde and D-threose

Question 13

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 14

Six-membered cyclic hemiacetals and five-membered cyclic hemiacetals are called, respectively,

Accepted Answer

A)  mannoses and xyloses. 
B)  maltoses and arabinoses. 
C)  pyranoses and furanoses. 
D)  glyoses and fructoses. 
E)  none of the above 
A)  mannoses and xyloses. 
B)  maltoses and arabinoses. 
C)  pyranoses and furanoses. 
D)  glyoses and fructoses. 
E)  none of the above

Question 15

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

Accepted Answer

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

Question 16

Provide the structure of uridine.

Accepted Answer

The answer of Provide the structure of uridine....

Question 17

What is the major organic product of the following reaction?

Accepted Answer

The answer of What is the major organic product of...

Question 18

Compound A (C4H8O4) gives a positive test with Tollen's reagent. Treatment of A with bromine water produces an optically active compound B. Oxidation of A with nitric acid gives an optically inactive compound C. Compound A can be prepared from L-glyceraldehyde by a Kiliani-Fischer synthesis. What are the structures of A, B, and C?

Accepted Answer

Question 19

Draw the product of the following reaction in a Fischer projection.

Accepted Answer

The answer of Draw the product of the following reaction...

Question 20

When L-(+)-lyxose is treated with nitric acid, which of the following results?

Accepted Answer

A)  a racemic mixture of aldaric acids 
B)  an optically active aldaric acid 
C)  an optically inactive aldaric acid 
D)  an optically active aldonic acid 
E)  an optically inactive aldonic acid 
A)  a racemic mixture of aldaric acids 
B)  an optically active aldaric acid 
C)  an optically inactive aldaric acid 
D)  an optically active aldonic acid 
E)  an optically inactive aldonic acid

Exam 23: Carbohydrates and Nucleic Acids

What is the result of reaction involving D-glyceraldehyde and NaBH4?

Draw the Haworth structure of the α-furanose form of the monosaccharide shown below.

What is the major organic product of the following reaction?

Besides a possible difference in base structure, what is the major structural difference between ribo- and deoxyribonucleosides?

In solution, glucose exists as:

What is the major organic product of the following reaction?

What reagents are needed to induce the following isomerization?

In a Haworth projection of a five-membered cyclic hemiacetal,

Show the hydrogen bonding which occurs when guanine and cytosine form a base pair.

List the aldohexoses described by the mnemonic "All altruists gladly make gum in gallon tanks."

Identify the C3 epimer of the sugar below drawn in its open chain (acyclic) Fischer projection.

Which of the following represents a pair of epimers?

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

Six-membered cyclic hemiacetals and five-membered cyclic hemiacetals are called, respectively,

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

Provide the structure of uridine.

What is the major organic product of the following reaction?

Draw the product of the following reaction in a Fischer projection.

When L-(+)-lyxose is treated with nitric acid, which of the following results?

Introduction and Review

Structure and Properties of Organic Molecules

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides: Nucleophilic Substitution and Elimination

Structure and Synthesis of Alkenes

Reactions of Alkenes

Alkynes

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

Filters

What is the result of reaction involving D-glyceraldehyde and NaBH₄?

Identify the C₃ epimer of the sugar below drawn in its open chain (acyclic) Fischer projection.

_{When L-(+)-lyxose is treated with nitric acid, which of the following results?}