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(a)
Interpretation:
The Fischer projections for the given molecule are to be stated.
Concept introduction:
Fischer projections is a two dimensional representation of organic compounds. It was proposed to represent glucose molecules. The carbon chain is represented vertically; the hydoxy groups and hydrogen atoms are represented horizontally, according to their stereochemistry. The
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Answer to Problem 24.1P
The Fischer projections for the given molecule are shown below.
Explanation of Solution
The structure of the given molecule is shown below.
Figure 1
In the Fischer projection, the compound, (2R,3S,4S)-2, 3, 4, 5-tetrahydroxypentanoic acid is represented in two-dimension, the substituent on the carbon chain are placed in such a way that stereochemistry remains same. The groups are interchanged simultaneously such that the stereochemistry of carbon atoms in the second structure also remains same as shown below.
Figure 2
The Fischer projections of (2R,3S,4S)-2, 3, 4, 5-tetrahydroxypentanoic acid are shown in Figure 2.
(b)
Interpretation:
The Fischer projections for (S)-2-butanol are to be stated.
Concept introduction:
Fischer projections is a two dimensional representation of organic compounds. It was proposed to represent glucose molecules. The carbon chain is represented vertically; the hydoxy groups and hydrogen atoms are represented horizontally, according to their stereochemistry. The aldehyde group is paced at the top of the carbon chain and numbered 1 and the ketone group is usually placed at the carbon -2.
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Answer to Problem 24.1P
The Fischer projections for (S)-2-butanol are shown below.
Explanation of Solution
The structure of (S)-2-butanol is shown below.
Figure 3
In the Fischer projection, the compound, (S)-2-butanol is represented in two-dimension, the substituent on the carbon chain are placed in such a way that stereochemistry remains same. The groups are interchanged simultaneously in a clockwise direction such that the stereochemistry of carbon atoms in the second structure also remains same as shown below.
Figure 4
The Fischer projections of (S)-2-butanol are shown in Figure 4.
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Chapter 24 Solutions
Organic Chemistry
- Use the References to access important values if needed for this question. What is the IUPAC name of each of the the following? 0 CH3CHCNH₂ CH3 CH3CHCNHCH2CH3 CH3arrow_forwardYou have now performed a liquid-liquid extraction protocol in Experiment 4. In doing so, you manipulated and exploited the acid-base chemistry of one or more of the compounds in your mixture to facilitate their separation into different phases. The key to understanding how liquid- liquid extractions work is by knowing which layer a compound is in, and in what protonation state. The following liquid-liquid extraction is different from the one you performed in Experiment 4, but it uses the same type of logic. Your task is to show how to separate apart Compound A and Compound B. . Complete the following flowchart of a liquid-liquid extraction. Handwritten work is encouraged. • Draw by hand (neatly) only the appropriate organic compound(s) in the boxes. . Specify the reagent(s)/chemicals (name is fine) and concentration as required in Boxes 4 and 5. • Box 7a requires the solvent (name is fine). • Box 7b requires one inorganic compound. • You can neatly complete this assignment by hand and…arrow_forwardb) Elucidate compound D w) mt at 170 nd shows c-1 stretch at 550cm;' The compound has the ff electronic transitions: 0%o* and no a* 1H NMR Spectrum (CDCl3, 400 MHz) 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm 13C{H} NMR Spectrum (CDCl3, 100 MHz) Solvent 80 70 60 50 40 30 20 10 0 ppm ppm ¹H-13C me-HSQC Spectrum ppm (CDCl3, 400 MHz) 5 ¹H-¹H COSY Spectrum (CDCl3, 400 MHz) 0.5 10 3.5 3.0 2.5 2.0 1.5 1.0 10 15 20 20 25 30 30 -35 -1.0 1.5 -2.0 -2.5 3.0 -3.5 0.5 ppm 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppmarrow_forward
- Part I. a) Elucidate the structure of compound A using the following information. • mass spectrum: m+ = 102, m/2=57 312=29 • IR spectrum: 1002.5 % TRANSMITTANCE Ngg 50 40 30 20 90 80 70 60 MICRONS 5 8 9 10 12 13 14 15 16 19 1740 cm M 10 0 4000 3600 3200 2800 2400 2000 1800 1600 13 • CNMR 'H -NMR Peak 8 ppm (H) Integration multiplicity a 1.5 (3H) triplet b 1.3 1.5 (3H) triplet C 2.3 1 (2H) quartet d 4.1 1 (2H) quartet & ppm (c) 10 15 28 60 177 (C=0) b) Elucidate the structure of compound B using the following information 13C/DEPT NMR 150.9 MHz IIL 1400 WAVENUMBERS (CM-1) DEPT-90 DEPT-135 85 80 75 70 65 60 55 50 45 40 35 30 25 20 ppm 1200 1000 800 600 400arrow_forward• Part II. a) Elucidate The structure of compound c w/ molecular formula C10 11202 and the following data below: • IR spectra % TRANSMITTANCE 1002.5 90 80 70 60 50 40 30 20 10 0 4000 3600 3200 2800 2400 2000 1800 1600 • Information from 'HAMR MICRONS 8 9 10 11 14 15 16 19 25 1400 WAVENUMBERS (CM-1) 1200 1000 800 600 400 peak 8 ppm Integration multiplicity a 2.1 1.5 (3H) Singlet b 3.6 1 (2H) singlet с 3.8 1.5 (3H) Singlet d 6.8 1(2H) doublet 7.1 1(2H) doublet Information from 13C-nmR Normal carbon 29ppm Dept 135 Dept -90 + NO peak NO peak 50 ppm 55 ppm + NO peak 114 ppm t 126 ppm No peak NO peak 130 ppm t + 159 ppm No peak NO peak 207 ppm по реак NO peakarrow_forwardCould you redraw these and also explain how to solve them for me pleasarrow_forward
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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