Deck 24: Carbohydrates

Question 1

Draw a Fisher projection for D-erythrulose.

Answer 1

Question 2

How many stereoisomers are possible for L-galactose?

A)8
B)6
C)10
D)3
E)4

Answer 2

8

Question 3

Draw a Fisher projection for D-allose.

Answer 3

Question 4

Draw a Fisher projection for D-sorbose.

Question 5

Which of the following is a ketopentose?

A)D-lyxose
B)D-fructose
C)D-ribose
D)D-glucose
E)D-xylulose

Question 6

Which of the following is (are)L-ketopentose(s)?

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

Question 7

Which of the following is (are)L-aldohexose(s)?

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

Question 8

Which of the following is an aldohexose?

A)D-xylose
B)D-galactose
C)D-fructose
D)D-ribose
E)D-erythrose

Question 9

Which of the following best describes the relationship between D-glucose and D-fructose?

A)enantiomers
B)epimers
C)anomers
D)constitutional isomers
E)diastereomers

Question 10

Draw a Fisher projection for L-ribose.

Question 11

Which of the following is an aldopentose?

A)D-xylose
B)D-galactose
C)D-fructose
D)D-ribulose
E)D-erythrose

Question 12

Which of the following is (are)D-aldopentose(s)?

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

Question 13

Which one of the following is the correct structure for L-fructose?

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

Question 14

Which of the following is a ketohexose?

A)D-lyxose
B)D-fructose
C)D-ribose
D)D-glucose
E)D-xylulose

Question 15

Which one of the following is the correct Fischer projection for D-gulose?

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

Question 16

Which of the following compounds is a pair of enantiomers?

A)I & III
B)II & IV
C)III & V
D)IV
E)none of these

Question 17

How many stereoisomers are possible for D-fructose?

A)8
B)6
C)10
D)3
E)4

Question 18

Which of the following best describes L-xylulose?

A)aldopentose
B)aldohexose
C)ketopentose
D)ketohexose
E)aldotetrose

Question 19

How many stereoisomers are possible for D-xylulose?

A)8
B)6
C)10
D)2
E)4

Question 20

Which of the following aldohexose(s)is (are)dextrorotatory?

A)D-glucose
B)D-galactose
C)D-gulose
D)D-mannose
E)can not predict

Question 21

What is the correct name for the following compound?

A) $\alpha$ -D-idopyranose
B) $\beta$ -D-altopyranose
C) $\beta$ -D-glucopyranose
D) $\alpha$ -D-galactopyranose
E) $\beta$ -D-gulopyranose

Question 22

Which of the following compound(s)is(are)an epimer(s)of D-glucose?

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

Question 23

What is the correct Haworth projection for $\alpha$ -D-glucopyranose?

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

Question 24

Which one of the following is the correct stereochemical configuration for D-mannose?

A)2S,3S,4R,5R
B)2R,3S,4R,5S
C)2R,3R,4S,5S
D)2S,3S,4R,5S
E)2S,3R,4S,5R

Question 25

Which carbon in the following monosaccharide is the anomeric carbon?

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

Question 26

Furanose forms of monosaccharides are_____.

A) 5-membered cyclic hemiacetals
B) 6-membered cyclic acetals
C) 5-membered cyclic acetals
D) 6--membered cyclic hemiacetals
E) none of these

Question 27

Pyranose forms of monosaccharides are_____.

A) 5-membered cyclic hemiacetals
B) 6-membered cyclic acetals
C) 5-membered cyclic acetals
D) 6-0membered cyclic hemiacetals
E) none of these

Question 28

Which of the following best describes the relationship between D-glucose and D-galactose?

A)enantiomers
B)anomers
C)epimers
D)constitutional isomers
E)none of these

Question 29

Which of the following compound(s)would undergo mutarotation in aqueous solution?

A) I
B) II&III
C) III&IV
D) I,II,III
E)all of these

Question 30

Predict the major product for the following reaction.

A)I
B)II
C)III
D)IV
E)none of these

Question 31

What is the correct name for the following compound?

A) $\alpha$ -D-glucopyranose
B) $\alpha$ -D-allopyranose
C) $\beta$ -D-glucopyranose
D) $\alpha$ -D-galactopyranose
E) $\beta$ -D-gulopyranose

Question 32

Draw the Haworth projection for $\beta$ -D-erythrofuranose.

Question 33

Draw the chair conformation of $\alpha$ -D-galactopyranose.

Question 34

What is the correct name for the following compound?

A) $\alpha$ -D-fructofuranose
B) $\beta$ -D-sorbofuranose
C) $\alpha$ -D-glucopyranose
D) $\beta$ -D- fructofuranose
E) $\beta$ -D-gulopyranose

Question 35

Provide the reactant(s)for the following reaction.

Question 36

Predict the major product for the following reaction.

A)I
B)II
C)III
D)IV
E)none of these

Question 37

Which of the following compound(s)would NOT undergo mutarotation in aqueous solution?

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

Question 38

Which one of the following is the correct stereochemical configuration for D-xylose?

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

Question 39

What is the correct Haworth projection for $\beta$ -D-allopyranose?

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

Question 40

Which of the following pairs of compounds are epimers?

A)D-glucose & D-altose
B)D-altose & D-mannose
C)D-glucose & D-talose
D)D-fructose & D-sorbose
E)none of these

Question 41

Predict the product(s)for the following reaction.

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

Question 42

Predict the product(s)for the following reaction.

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

Question 43

Provide the reagents necessary to carry out the following conversion.

Question 44

D-ribulose & D-xylulose are ______epimers of each other.

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

Question 45

Predict the product(s)when $\beta$ -D-galactopyranose reacts with excess acetic anhydride in the presence of pyridine.

Question 46

When D-glucose is treated with aqueous NaOH it undergoes_______.

A)mutarotation
B)oxidation
C)glycoside formation
D)epimerization
E)none of these

Question 47

Predict the product(s)for the following reaction.

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

Question 48

Provide the reagents necessary to carry out the following conversion.

Question 49

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

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

Question 50

Provide the reagents necessary to carry out the following conversion.

Question 51

When D-threose is treated with NaBH₄/H₂O,it forms

A)a racemic mixture of alditols
B)a meso alditol
C)an optically active alditol
D)an optically active aldonic acid
E)none of these

Question 52

Predict the product(s)for the following reaction.

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

Question 53

Draw the Fischer projection for open chain form of the following cyclic monosaccharide.

Question 54

Which one of the following compounds is a non reducing sugar?

A)I
B)II
C)III
D)IV
E)none of these

Question 55

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

A)I
B)II
C)III
D)IV
E)none of these

Question 56

D-glucose & D-galactose are ______ epimers of each other.

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

Question 57

Predict the product(s)for the following reaction.

Question 58

Predict the product(s)for the following reaction.

Question 59

Which of the following compound(s)is a glycoside?

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

Question 60

Which of the following D-aldoses will produce an optically inactive product when treated with NaBH₄/H₂O?

A)I
B)II
C)III
D)IV
E)none of these

Question 61

Which aldose would produce D-ribose and D-arabinose when subjected to Kiliani-Fischer synthesis?

A)D-threose
B)D-xylose
C)D-erythrose
D)D-allose
E)D-Lyxose

Question 62

Predict the product(s)for the following Kiliani-Fischer synthesis.

A)D-ribose & D-arabinose
B)D-glucose & D-galactose
C)D-altose & D-mannose
D)D-galactose & D-talose
E)D-gulose & D-iodose

Question 63

Which of the following compound(s)would produce an optically active aldaric acid?

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

Question 64

Predict the product(s)for the following reaction.

Question 65

Which of the following compound(s)would produce D-glucose and D-mannose when treated with HCN followed by H₂/Pd/BaSO₄/H₂O?

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

Question 66

Which of the following pairs of D-aldohexoses would produce the same product when subjected to Wohl degradation?

A)D-glucose & D-galactose
B)D-mannose & D-galactose
C)D-glucose & D-gulose
D)D-allose & D-altrose
E)D-glucose & D-allose

Question 67

When D-ribose is treated with nitric acid,it forms

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

Question 68

D-mannose when subjected to Wohl degradation followed by Br₂/H₂O produces the same aldonic acid as does______ when treated with Br₂/H₂O.

A)D-arabinose
B)D-ribose
C)D-xylose
D)D-lyxose
E)D-threose

Question 69

Predict the product(s)for the following reaction.

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

Question 70

Provide the reagents necessary to carry out the following conversion.

A)Br₂/H₂O
B)NaOH/H₂O
C)HNO₃
D)Ag⁺/NH₃/H₂O
E)A & D

Question 71

Which one of the following is a correct structure for lactose?

A)I
B)II
C)III
D)IV
E)none of these

Question 72

Which one of the following is a correct structure for maltose?

A)I
B)II
C)III
D)IV
E)none of these

Question 73

When an optically active D-aldopentose was subjected to Kiliani-Fischer synthesis,followed by NaBH₄/H₂O,it produced a mixture of an optically active and inactive alditols.When the same D-aldopentose was subjected to Wohl degradation followed by HNO₃ it produced an optically inactive aldaric acid.Provide the structure of this D-aldopentose.

Question 74

Which one of the following is a correct structure for sucrose?

A)I
B)II
C)III
D)IV
E)none of these

Question 75

Predict the product(s)for the following Wohl degradation.

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

Question 76

Predict the product(s)for the following Wohl degradation.

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

Question 77

Predict the product(s)for the following reaction.

Question 78

An optically active D-aldohexose was treated with NaBH₄/H₂O it produced an optically inactive alditol.When the same D-aldohexose was subjected to Wohl degradation followed by HNO₃ it produced an optically inactive aldaric acid.Provide the structure of this D-aldohexose.

Question 79

Predict the product(s)for the following Kiliani-Fischer synthesis.

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

Question 80

Which one of the following is a correct structure for cellobiose?

A)I
B)II
C)III
D)IV
E)none of these