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Concept explainers
Interpretation:
The Kiliani–Fischer reaction for the synthesis of epimeric aldoses is to be outlined and Fischer projection of
Concept introduction:
舧 A carbohydrate is a
舧
舧 Carbohydrates are oxidized by
舧 Aldaric acids are carbohydrates having two
舧 The molecules that are nonsuperimposable or not identical with their mirror images are known as chiral molecules.
舧 A pair of two mirror images that are nonidentical is known as enantiomers, which are optically active.
舧 The stereoisomers that are nonsuperimposable on each other and not mirror images of each other are known as diastereomers.
舧 The achiral compounds in which plane of symmetry is present internally and consists of chiral centres are known as meso compounds, but they are optically inactive.
舧 Compounds that have a plane of symmetry tend to exist in meso forms. A meso form arises when the two stereoisomers produce superimposable images, and hence, compounds having meso forms are optically inactive.
舧 The Kiliani-Fischer reaction is used for increasing the number of carbon atoms of the respective aldoses, thereby, lengthening the carbon chain of the compound. It is an effective and economic process for synthesizing monosaccharides through the hydrolysis of a cyanohydrin. Thus, it lengthens the carbon chain of the aldose by one carbon atom. It is used to produce epimers of higher aldoses from a lower aldose, that is, a single aldose produces a mixture of two diastereomeric sugars called epimers.
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Chapter 22 Solutions
Organic Chemistry
- What is the relationship between the limiting reactant and theoretical yield of CO2?arrow_forwardFrom your calculations, which reaction experiment had closest to stoichiometric quantities? How many moles of NaHCO3 and HC2H3O2 were present in this reaction?arrow_forward18. Arrange the following carbocations in order of decreasing stability. 1 2 A 3124 B 4213 C 2431 D 1234 E 2134 SPL 3 4arrow_forward
- Acetic acid is added to DI water at an initial concentration of 10 -6 M (Ka=1.8x10-5) A. Using the "ICE" Method, what would the pH be at equilibrium? State assumptions and show your work. B. Using the simultaneous equations method, what would the pH be at equilibrium? Show your workarrow_forward1. Show that the change in entropy for a fixed amount of ideal gas held at a constant temperature undergoing a volume change is given by the simple equation AS = NkB In Hint: Start with the equation M dS = du + (Œ) dv - Ž (#) an, dU du+av-dN; j=1 Why doesn't the equation for the entropy of an ideal gas depend on the strength of the intermolecular forces for the gas?arrow_forward2. Make an ice cube at 1 bar pressure by freezing an amount of liquid water that is 2 cm x 2 cm x 2 cm in volume. The density of liquid water at 0 °C is 1.000 g cm³ and the density of ice at 0 °C is 0.915 g cm³. Note that this difference in density is the reason your water pipes burst if they freeze and why you shouldn't forget to take your bottle of pop out of the freezer if you put it in there to try and cool it down faster. A. What is the work of expansion upon freezing? B. Is work done on the system or by the system?arrow_forward
- I have a excitation/emission spectra of a quinine standard solution here, and I'm having trouble interpreting it. the red line is emission the blue line is excitation. i'm having trouble interpreting properly. just want to know if there is any evidence of raman or rayleigh peaks in the spectra.arrow_forwardGive the major product of the following reaction. excess 1. OH, H₂O 1.OH H CH3CH2CH21 H 2. A.-H₂O Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Template toolbars. The single bond is active by default.arrow_forward2. Use Hess's law to calculate the AH (in kJ) for: rxn CIF(g) + F2(g) → CIF 3 (1) using the following information: 2CIF(g) + O2(g) → Cl₂O(g) + OF 2(g) AH = 167.5 kJ ΔΗ 2F2 (g) + O2(g) → 2 OF 2(g) 2C1F3 (1) + 202(g) → Cl₂O(g) + 3 OF 2(g) о = = -43.5 kJ AH = 394.1kJarrow_forward
- Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks ColeOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
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