Question 1

Which is not an intermediate monosaccharide in the Kiliani-Fischer synthesis of d-mannose from d-glyceraldehyde?

Accepted Answer

A) d-Ribose 
B) d-Threose 
C) d-Arabinose 
D) d-Erythrose 
E) d-Ribose and d-Threose 
A) d-Ribose 
B) d-Threose 
C) d-Arabinose 
D) d-Erythrose 
E) d-Ribose and d-Threose

Question 2

Which of the following would give a positive test with Benedict's solution?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) All of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) All of these choices.

Question 3

Milk contains a disaccharide called ___.

Accepted Answer

The answer of Milk contains a disaccharide called ___....

Question 4

How the tautomerization of a carbohydrate could be prevented?

Accepted Answer

A) Perform a Fischer methylation of the anomeric OH group. 
B) Perform permethylation of the carbohydrate. 
C) Treat the carbohydrate with LiAlH4. 
D) Prepare a solution of the carbohydrate in Br2/H2O 
E) It is impossible to prevent tautomerization. 
A) Perform a Fischer methylation of the anomeric OH group. 
B) Perform permethylation of the carbohydrate. 
C) Treat the carbohydrate with LiAlH4. 
D) Prepare a solution of the carbohydrate in Br2/H2O 
E) It is impossible to prevent tautomerization.

Question 5

Which aldohexose would yield an optically active aldaric acid when treated with nitric acid?

Accepted Answer

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

Question 6

Which is a reducing sugar with an α-glycosidic linkage?

Accepted Answer

A) Sucrose 
B) Maltose 
C) Lactose 
D) Cellobiose 
E) Glucose 
A) Sucrose 
B) Maltose 
C) Lactose 
D) Cellobiose 
E) Glucose

Question 7

Reaction of the following substance with nitric acid would yield:

Accepted Answer

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

Question 8

Which is an l-monosaccharide that would yield an optically active aldaric acid on oxidation by nitric acid?

Accepted Answer

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

Question 9

A glycoside is a compound which contains the structural features of these classes of organic compounds:

Accepted Answer

A) Aldehydes and alcohols 
B) Acetals and alcohols 
C) Hemiacetals and alcohols 
D) Ketones and alcohols 
E) Alcohols and carboxylic acids 
A) Aldehydes and alcohols 
B) Acetals and alcohols 
C) Hemiacetals and alcohols 
D) Ketones and alcohols 
E) Alcohols and carboxylic acids

Question 10

Consider the structure of d-erythrose,shown below.Draw the structure of the product obtained upon treatment of d-erythrose with nitric acid.Give its IUPAC name and comment on its stereochemistry.

Accepted Answer

The product,2,3-dihydroxybutan

Question 11

Draw the most stable chair conformation of α-d-mannopyranose.

Accepted Answer

The answer of Draw the most stable chair conformation of...

Question 12

What is "gun cotton"?

Accepted Answer

A) Cellulose trinitrate 
B) Cellulose acetate 
C) Cellulose xanthate 
D) Amilose acetate 
E) Maltose trinitrate 
A) Cellulose trinitrate 
B) Cellulose acetate 
C) Cellulose xanthate 
D) Amilose acetate 
E) Maltose trinitrate

Question 13

Which of these is a component of the mixture formed when d-galactose is placed in aqueous base (de Bruyn-van Ekenstein transformation)?

Accepted Answer

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

Question 14

What are the correct designations for the stereogenic centers in this aldose:

Accepted Answer

A) 2R,3S,4R 
B) 2R,3S,4S 
C) 2S,3R,4R 
D) 2S,3S,4R 
E) 2R,3R,4S 
A) 2R,3S,4R 
B) 2R,3S,4S 
C) 2S,3R,4R 
D) 2S,3S,4R 
E) 2R,3R,4S

Question 15

Which reagent would be used for the following transformation?

Accepted Answer

A) CH3I,KOH 
B)    
C) CH3OH,HCl 
D) (CH3)2SO4,NaOH 
E)    
A) CH3I,KOH 
B)    
C) CH3OH,HCl 
D) (CH3)2SO4,NaOH 
E)

Question 16

Provide the structure of d-mannose in Haworth projection.

Accepted Answer

The answer of Provide the structure of d-mannose in Haworth...

Question 17

Ordinary table sugar is a disaccharide called ___.

Accepted Answer

The answer of Ordinary table sugar is a disaccharide called...

Question 18

Refer to the following structures.Which d-aldohexose would react with NaBH4 to yield an optically inactive alditol?

Accepted Answer

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

Question 19

Which compound will not reduce Ag(NH3)2+ ?

Accepted Answer

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

Question 20

Consider the structures above.Which monosaccharides would yield the same phenylosazone when treated with excess phenylhydrazine?

Accepted Answer

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

Exam 22: Carbohydrates

Which is not an intermediate monosaccharide in the Kiliani-Fischer synthesis of d-mannose from d-glyceraldehyde?

Which of the following would give a positive test with Benedict's solution?

Milk contains a disaccharide called ___.

How the tautomerization of a carbohydrate could be prevented?

Which aldohexose would yield an optically active aldaric acid when treated with nitric acid?

Which is a reducing sugar with an α-glycosidic linkage?

Reaction of the following substance with nitric acid would yield:

Which is an l-monosaccharide that would yield an optically active aldaric acid on oxidation by nitric acid?

A glycoside is a compound which contains the structural features of these classes of organic compounds:

Consider the structure of d-erythrose,shown below.Draw the structure of the product obtained upon treatment of d-erythrose with nitric acid.Give its IUPAC name and comment on its stereochemistry.

Draw the most stable chair conformation of α-d-mannopyranose.

What is "gun cotton"?

Which of these is a component of the mixture formed when d-galactose is placed in aqueous base (de Bruyn-van Ekenstein transformation)?

What are the correct designations for the stereogenic centers in this aldose:

Which reagent would be used for the following transformation?

Provide the structure of d-mannose in Haworth projection.

Ordinary table sugar is a disaccharide called ___.

Refer to the following structures.Which d-aldohexose would react with NaBH4 to yield an optically inactive alditol?

Which compound will not reduce Ag(NH3)2+ ?

Consider the structures above.Which monosaccharides would yield the same phenylosazone when treated with excess phenylhydrazine?

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Refer to the following structures.Which d-aldohexose would react with NaBH₄ to yield an optically inactive alditol?

Which compound will not reduce Ag(NH₃)₂⁺ ?