Question 1

What are the names of the following structures?

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Question 2

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

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Question 3

Provide the structures of the d-series that would give optically inactive alditols.

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Question 4

Provide the structure of ethyl α-d-mannoside in Haworth projection.

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Question 5

What products are expected to be formed upon subjecting d-galactose (shown below)to the following reaction sequence? (Draw Fischer projection formulas.) i)Br₂,H₂O; ii)H₂O₂,Fe₂(SO₄)₃

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Question 6

What products are expected to be formed upon subjecting l-erythrose (shown below)to the following reaction sequence? (Draw Fischer projection formulas) i)HCN; ii)Ba(OH)₂; iii)H₃O⁺; iv)Na(Hg),H₂O,pH 3-5

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Question 7

Name each of the following compounds:

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Question 8

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

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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?

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Question 10

Draw structures for 3 different epimers of d-glucose.

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Question 11

Which disaccharide(s)(sucrose,maltose,cellobiose,and lactose)
a)are α-glucosides?
b)is a β-galactoside?
c)reduce Fehling's solution?
d)gives invert sugar?
e)form osazones and exhibit mutarotation?

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a)are α-glucosides?
b)is a β-galactoside?
c)reduce Fehling's...

Question 12

Complete the following reaction:

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Question 13

Upon treatment of d-glucose with HNO₃ an optically active aldaric acid is produced.Based on this result,what two structures could be discarded as being d-glucose? Draw their structure.

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Question 14

Milk contains a disaccharide called ___.

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Question 15

Ordinary table sugar is a disaccharide called ___.

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Question 16

Complete the reaction and give the structure and name of the product(s):

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Question 17

An optically active hexose (A),C₆H₁₂O₆,was degraded to an optically active pentose (B),C₅H₁₀O₅,by the following series of reactions: Compound (B)was degraded to an optically active tetrose (C),C₄H₈O₄,through the same series of reactions as shown above; then (C)was oxidized with HNO₃ to yield meso tartaric acid. Give possible structure for (A)and (B).

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Question 18

Suggest a simple chemical test that you might use to distinguish between 2,3-pentanediol and 2,4-pentanediol?

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Question 19

Provide the structure of d-mannose in Haworth projection.

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Question 20

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

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Quiz 22: Carbohydrates