
Concept explainers
(a)
Interpretation: The open-chain form of the given β−D−monosaccharide has to be drawn.
Concept introduction: The Fischer projection formula can be drawn by using the following rules.
- Ø For α and β configurations, if in the cyclic form of Haworth projection, OH group is placed below the ring then the same hydroxyl group is drawn at the right position in Fischer projection formula.
- Ø If in the cyclic form of Haworth projection, OH group is placed above the ring then the same hydroxyl group is drawn at the left position in Fischer projection formula.
- Ø For β configuration, the position of OH group at the first carbon with respect to CH2OH group always remains in the same direction and in the Fischer projection formula it is placed at the left side.
(a)

Answer to Problem 7.84EP
The open-chain form of the given β−D−monosaccharide is,
Explanation of Solution
The given Haworth projection formula is shown as,
The open-chain form of the given Haworth projection formula of an β−D−monosaccharide is shown as,
Thus, in this open-chain form of the given β−D−monosaccharide, CH2OH group is placed at the last carbon. The hydroxyl group that is placed below the cyclic ring is then drawn at the right-side position of the open-chain form of monosaccharide. But as it is a β−D−monosaccharide, thus OH group at the first carbon with respect to CH2OH group is drawn at the left side of the open-chain structure. The hydroxyl group that is placed above the cyclic ring is then drawn at the left-side position of the open-chain form of monosaccharide.
(b)
Interpretation: The open-chain form of the given α−D−monosaccharide has to be drawn.
Concept introduction: The Fischer projection formula can be drawn by using the following rules.
- Ø For α and β configurations, if in the cyclic form of Haworth projection, OH group is placed below the ring then the same hydroxyl group is drawn at the right position in Fischer projection formula.
- Ø If in the cyclic form of Haworth projection, OH group is placed above the ring then the same hydroxyl group is drawn at the left position in Fischer projection formula.
- Ø For β configuration, the position of OH group at the first carbon with respect to CH2OH group always remains in the same direction and in the Fischer projection formula it is placed at the left side.
(b)

Answer to Problem 7.84EP
The open-chain form of the given α−D−monosaccharide is,
Explanation of Solution
The given Haworth projection formula is shown as,
The open-chain form of the given Haworth projection formula of an α−D−monosaccharide is shown as,
Thus, in this open-chain form of the given α−D−monosaccharide, CH2OH group is placed at the last carbon. The hydroxyl group that is placed below the cyclic ring is then drawn at the right-side position of the open-chain form of monosaccharide. The hydroxyl group that is placed above the cyclic ring is then drawn at the left-side position of the open-chain form of monosaccharide.
(c)
Interpretation: The open-chain form of the given α−D−monosaccharide has to be drawn.
Concept introduction: The Fischer projection formula can be drawn by using the following rules.
- Ø For α and β configurations, if in the cyclic form of Haworth projection, OH group is placed below the ring then the same hydroxyl group is drawn at the right position in Fischer projection formula.
- Ø If in the cyclic form of Haworth projection, OH group is placed above the ring then the same hydroxyl group is drawn at the left position in Fischer projection formula.
- Ø For β configuration, the position of OH group at the first carbon with respect to CH2OH group always remains in the same direction and in the Fischer projection formula it is placed at the left side.
(c)

Answer to Problem 7.84EP
The open-chain form of the given α−D−monosaccharide is,
Explanation of Solution
The given Haworth projection formula is shown as,
The open-chain form of the given Haworth projection formula of an α−D−monosaccharide is shown as,
Thus, in this open-chain form of the given α−D−monosaccharide, CH2OH group is placed at the last carbon. The hydroxyl group that is placed below the cyclic ring is then drawn at the right-side position of the open-chain form of monosaccharide. The hydroxyl group that is placed above the cyclic ring is then drawn at the left-side position of the open-chain form of monosaccharide.
(d)
Interpretation: The open-chain form of the given α−D−monosaccharide has to be drawn.
Concept introduction: The Fischer projection formula can be drawn by using the following rules.
- Ø For α and β configurations, if in the cyclic form of Haworth projection, OH group is placed below the ring then the same hydroxyl group is drawn at the right position in Fischer projection formula.
- Ø If in the cyclic form of Haworth projection, OH group is placed above the ring then the same hydroxyl group is drawn at the left position in Fischer projection formula.
- Ø For β configuration, the position of OH group at the first carbon with respect to CH2OH group always remains in the same direction and in the Fischer projection formula it is placed at the left side.
(d)

Answer to Problem 7.84EP
The open-chain form of the given α−D−monosaccharide is,
Explanation of Solution
The given Haworth projection formula is shown as,
The open-chain form of the given Haworth projection formula of an α−D−monosaccharide is shown as,
Thus, in this open-chain form of the given α−D−monosaccharide, CH2OH group is placed at the last carbon. The hydroxyl group that is placed below the cyclic ring is then drawn at the right-side position of the open-chain form of monosaccharide. The hydroxyl group that is placed above the cyclic ring is then drawn at the left-side position of the open-chain form of monosaccharide.
Want to see more full solutions like this?
Chapter 7 Solutions
Organic And Biological Chemistry
- Show the mechanism steps to obtain the lowerenergy intermediate: *see imagearrow_forwardSoap is made by the previous reaction *see image. The main difference between one soap and another soap isthe length (number of carbons) of the carboxylic acid. However, if a soap irritates your skin, they mostlikely used too much lye.Detergents have the same chemical structure as soaps except for the functional group. Detergentshave sulfate (R-SO4H) and phosphate (R-PO4H2) functional groups. Draw the above carboxylic acidcarbon chain but as the two variants of detergents. *see imagearrow_forwardWhat are the reactions or reagents used? *see imagearrow_forward
- The two pKa values of oxalic acid are 1.25 and 3.81. Why are they not the same value? Show the protontransfer as part of your explanation. *see imagearrow_forwardасть Identify all the bonds that gauche interact with C-OMe in the most stable conformation of the above compound.arrow_forwardPredict the reactants used in the formation of the following compounds using Acid-Catalyzed dehydration reactionarrow_forward
- Can I please get help with this?arrow_forward.. Give the major organic product(s) for each of the following reactions or sequences of reactions. Show ll relevant stereochemistry [3 ONLY]. A H Br 1. NaCN 2 NaOH, H₂O, heat 3. H3O+ B. CH₂COOH 19000 1. LiAlH4 THF, heat 2 H₂O* C. CH Br 1. NaCN, acetone 2 H3O+, heat D. Br 1. Mg. ether 3. H₂O+ 2 CO₂ E. CN 1. (CH) CHMgBr, ether 2 H₂O+arrow_forwardAssign this COSY spectrumarrow_forward
- General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage LearningOrganic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningChemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage Learning





