Question 1

What products are expected from the reaction of 3-hydroxy-2,4-pentanedione with 2 molar equivalents of periodic acid?

Accepted Answer

The answer of What products are expected from the reaction...

Question 2

What are the names of the following structures?

Accepted Answer

a)d-xylonic acid
b)d-xylaric acid
c)d-xylitol
d)d-xylose phenylosazone

Question 3

Which reagent would be used for the following transformation?

Accepted Answer

A) Ag(NH3)2+ 
B) HNO3 
C) Br2/H2O 
D) HCl 
E) Ag(NH3)2+ and Br2/H2O 
A) Ag(NH3)2+ 
B) HNO3 
C) Br2/H2O 
D) HCl 
E) Ag(NH3)2+ and Br2/H2O E

Question 4

A compound X reacts with 3 mol of HIO4 to yield 2 mol of HCO2H and 2 mol of HCHO.What is the structure of X?

Accepted Answer

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

Question 5

The Kiliani-Fischer synthesis is the reaction of an aldose with:

Accepted Answer

A) Br2/H2O; then HCN; then H3O+; then Na-Hg,H2O 
B) HCN; then Ba(OH)2; then H3O+; then Na-Hg,H2O 
C) HCN; then H3O+; then Ba(OH)2; then Na-Hg,H2O 
D) Br2/H2O; then H2O2,Fe2(SO4)3 
E) Br2/H2O 
A) Br2/H2O; then HCN; then H3O+; then Na-Hg,H2O 
B) HCN; then Ba(OH)2; then H3O+; then Na-Hg,H2O 
C) HCN; then H3O+; then Ba(OH)2; then Na-Hg,H2O 
D) Br2/H2O; then H2O2,Fe2(SO4)3 
E) Br2/H2O

Question 6

Which of the following is the structure of d-galacturonic acid?

Accepted Answer

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

Question 7

What are carbohydrates?

Accepted Answer

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

Question 8

Reaction of the following substance with sodium borohydride (NaBH4)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 9

When naturally occurring aldotetrose A is reduced with sodium borohydride,meso-1,2,3,4-butanetetrol is formed.What are the name and structure of A?

Accepted Answer

The answer of When naturally occurring aldotetrose A is reduced...

Question 10

Which monosaccharide is recovered from the hydrolysis of starch?

Accepted Answer

A) d-Galactose 
B) d-Gulose 
C) d-Glucose 
D) Cellobiose 
E) Maltose 
A) d-Galactose 
B) d-Gulose 
C) d-Glucose 
D) Cellobiose 
E) Maltose

Question 11

Sucrose reacts with which of these reagents?

Accepted Answer

A) C6H5NHNH2 
B) Cu2+ 
C) Br2/H2O 
D) H3O+ 
E) Ag(NH3)2+ 
A) C6H5NHNH2 
B) Cu2+ 
C) Br2/H2O 
D) H3O+ 
E) Ag(NH3)2+

Question 12

Reaction of the following substance with bromine water 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 13

Which of the following is a d-aldotetrose?

Accepted Answer

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

Question 14

Sugars that give positive tests with Benedict's or Tollens' solution are called ___.

Accepted Answer

The answer of Sugars that give positive tests with Benedict's...

Question 15

The method of lengthening the carbon chain of an aldose through the addition of HCN followed by hydrolysis and reduction is called the ___.

Accepted Answer

Kiliani-Fi

Question 16

Which of these pyranose forms of an aldohexose can react with two equivalents of acetone in the presence of acid ?

Accepted Answer

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

Question 17

How many stereoisomers of the l series would exist for the following pentose? O=CHCHOHCHOHCHOHCH2OH

Accepted Answer

A) 2 
B) 3 
C) 4 
D) 5 
E) 8 
A) 2 
B) 3 
C) 4 
D) 5 
E) 8

Question 18

Which of these compounds,I,II,III,IV,is a reducing disaccharide?

Accepted Answer

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

Question 19

Cellulose lacks nutritive value for humans because:

Accepted Answer

A) the products of its digestion are excreted without utilization. 
B) its conformation prevents attack by digestive enzymes. 
C) we lack the enzymes which can catalyze the hydrolysis of the glycosidic linkages. 
D) it passes through the digestive tract so rapidly. 
E) the molecules possess such a high molecular weight that enzymes can not hydrolyze it. 
A) the products of its digestion are excreted without utilization. 
B) its conformation prevents attack by digestive enzymes. 
C) we lack the enzymes which can catalyze the hydrolysis of the glycosidic linkages. 
D) it passes through the digestive tract so rapidly. 
E) the molecules possess such a high molecular weight that enzymes can not hydrolyze it.

Question 20

What is the ratio of products formed by the reaction of periodic acid with the following compound?   H2C=O HCO2H CO2 I 5 1 0
II 3 3 0
III 1 5 0
IV 2 3 1
V 0 4 2

Accepted Answer

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

Exam 22: Carbohydrates

What products are expected from the reaction of 3-hydroxy-2,4-pentanedione with 2 molar equivalents of periodic acid?

What are the names of the following structures?

Which reagent would be used for the following transformation?

A compound X reacts with 3 mol of HIO4 to yield 2 mol of HCO2H and 2 mol of HCHO.What is the structure of X?

The Kiliani-Fischer synthesis is the reaction of an aldose with:

Which of the following is the structure of d-galacturonic acid?

What are carbohydrates?

Reaction of the following substance with sodium borohydride (NaBH4)would yield:

When naturally occurring aldotetrose A is reduced with sodium borohydride,meso-1,2,3,4-butanetetrol is formed.What are the name and structure of A?

Which monosaccharide is recovered from the hydrolysis of starch?

Sucrose reacts with which of these reagents?

Reaction of the following substance with bromine water would yield:

Which of the following is a d-aldotetrose?

Sugars that give positive tests with Benedict's or Tollens' solution are called ___.

The method of lengthening the carbon chain of an aldose through the addition of HCN followed by hydrolysis and reduction is called the ___.

Which of these pyranose forms of an aldohexose can react with two equivalents of acetone in the presence of acid ?

How many stereoisomers of the l series would exist for the following pentose? O=CHCHOHCHOHCHOHCH2OH

Which of these compounds,I,II,III,IV,is a reducing disaccharide?

Cellulose lacks nutritive value for humans because:

What is the ratio of products formed by the reaction of periodic acid with the following compound? H2C=O HCO2H CO2 I 5 1 0 II 3 3 0 III 1 5 0 IV 2 3 1 V 0 4 2

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

A compound X reacts with 3 mol of HIO₄ to yield 2 mol of HCO₂H and 2 mol of HCHO.What is the structure of X?

Reaction of the following substance with sodium borohydride (NaBH₄)would yield:

How many stereoisomers of the l series would exist for the following pentose? O=CHCHOHCHOHCHOHCH₂OH

What is the ratio of products formed by the reaction of periodic acid with the following compound? H₂C=O HCO₂H CO₂ I 5 1 0 II 3 3 0 III 1 5 0 IV 2 3 1 V 0 4 2