Concept explainers
a)
Interpretation:
The configuration of each of the asymmetric centers in the Fisher projection of D-glucose is to be stated.
Concept Introduction:
An asymmetric carbon atom is represented as a cross in Fisher projection. The carbon chain is kept along the vertical line. The groups attached asymmetric carbon atoms are arranged according to their configuration in Fisher projection. The enantiomers of a chiral compound can be named the help of right hand and left hand configuration.
In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) or (S) to (R).
b)
Interpretation:
The configuration of each of the asymmetric centers in the Fisher projection of D-galactose is to be stated.
Concept Introduction:
An asymmetric carbon atom is represented as a cross in Fisher projection. The carbon chain is kept along the vertical line. The groups attached asymmetric carbon atoms are arranged according to their configuration in Fisher projection. The enantiomers of a chiral compound can be named the help of right hand and left hand configuration.
In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) or (S) to (R).
c)
Interpretation:
The configuration of each of the asymmetric centers in the Fisher projection of D-ribose is to be stated.
Concept Introduction:
An asymmetric carbon atom is represented as a cross in Fisher projection. The carbon chain is kept along the vertical line. The groups attached asymmetric carbon atoms are arranged according to their configuration in Fisher projection. The enantiomers of a chiral compound can be named the help of right hand and left hand configuration.
In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) or (S) to (R).
d)
Interpretation:
The configuration of each of the asymmetric centers in the Fisher projection of D-xylose is to be stated.
Concept Introduction:
An asymmetric carbon atom is represented as a cross in Fisher projection. The carbon chain is kept along the vertical line. The groups attached asymmetric carbon atoms are arranged according to their configuration in Fisher projection. The enantiomers of a chiral compound can be named the help of right hand and left hand configuration.
In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) or (S) to (R).
e)
Interpretation:
The configuration of each of the asymmetric centers in the Fisher projection of D-sorbose is to be stated.
Concept Introduction:
An asymmetric carbon atom is represented as a cross in Fisher projection. The carbon chain is kept along the vertical line. The groups attached asymmetric carbon atoms are arranged according to their configuration in Fisher projection. The enantiomers of a chiral compound can be named the help of right hand and left hand configuration.
In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) or (S) to (R).
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Chapter 20 Solutions
EBK ORGANIC CHEMISTRY
- A Fischer projection of a monosaccharide is shown below: Classify this monosaccharide (e.g., aldotriose) Does it have the D or L configuration? Which carbon and oxygen become bonded in the furanose ring form of this monosaccharide (e.g., C2O6, where O6 means the oxygen on carbon 6, or "not formed")? Which carbon and oxygen become bonded in the pyranose ring form of this monosaccharide e.g., C2O6 or "not formed"?arrow_forwardAn aldohexose would have the functional group A. See first image B. See second image C. -CH3 D. more than one choice is correctarrow_forwardDraw a Fischer Projection formula for the enantiomer of each of the following monosaccharides.arrow_forward
- m) Which pyranose ring (A, B, C, or D) in the tetrasaccharide below is derived from D-altrose? The Fischer projections for the four aldohexoses that make up this tetrasaccharide are shown below. B C D HOH CHO CHO CHO CHO HO+H HTOH Fонно н HOH HOH H-OH H-OH H-+-OH H-TOHHOH HOH H+OH HOHнтон нон CHOH CHOH CHOH CHOH De D-glue Dalose Datrone i NH Į HOH STEP 1 OH, HO- answer 1. Just add arrows and charges for steps 1, 2, and 3 in formation of this enamine з no arrows needed here OH н Н ЮН -OH STEP 3 :ÖH н H STEP 2 на это про за почarrow_forwardASELS A Fischer projection of a monosaccharide is shown below: CHO HO- H H- H -OH -OH CH₂OH Classify this monosaccharide (e.g., aldotriose) E Does it have the D or L configuration?arrow_forwardconnected by an a, B-1,2-glycosidic bond. Explain why sucrose is both a and B at the same time. 4. Sucrose (table sugar) contains the monosaccharide glucose and the monosaccharide fructose CH2OH H. H H OH OH H ОН О HOH2C НО CH2OH OH H sucrosearrow_forward
- Illustrate (hand-drawn) the mechanism of intrahemiacetal or intrahemiketal formation in the following monosaccharides and identify/draw the possible products of these reactions. A. D-talose B. D-fructosearrow_forward1. Draw the Fischer projections for D-galactose and D-fructose. Identify all functional groups in each structure. 2. Draw the Haworth projections for a. B-D-galactose b. a-D-glucosearrow_forwardD-Fructose is the sweetest monosaccharide. How does the Fischer projection of D-Frutose differ from that of D-glucose?arrow_forward
- Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine,soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence. a. Is stachyose a reducing sugar?b. What product is formed when stachyose is treated with excess CH3I, Ag2O?c. What products are formed when the product in (e) is treated with H3O+?arrow_forwardBe sure to answer all parts. The Fischer projection of D-glucose is shown below. Draw its mirror image as a Fischer projection. CHO OH HO H. draw structure... H. OH H. OH CH,OHarrow_forwardDraw Haworth projection formulas for the a-anomer of monosaccharides with each of the following Fischer projection formulas. a. CHO HOH H- HO- H -ОН -Η OH CH₂OH b. CHO H -OH H -ОН HO H CH₂OHarrow_forward
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