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Concept explainers
(a)
Interpretation:The stereocenter in thalidomide should be identified.
Concept introduction:Chiral carbon is any stereocenter attached to four different alkyl substituents. It is also known as stereocenter. If any two of the substituent happen to be similar the center is regarded as achiral. However, the most essential criteria that help to distinguish a chiral or non-chiral system ispresence of any symmetry element. If any plane center or axis of symmetry is identified it makes molecule achiral and optically inactive.
Thalidomide was originally taken as sedative against morning sickness; while one of its enantiomers was successful as sedative, other enantiomer caused certain birth defects.
(b)
Interpretation:Two enantiomers in thalidomide should be drawn and labeled.
Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of
The Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain lowest priority group at the bottom or lowest priority.
If the groups now are arranged are read from highest towards least in clockwise fashion the R is assigned to the stereocenter, if the rotation is anticlockwise the S is assigned at the configuration.
(c)
Interpretation: The relevant hydrogen that shows acidic properties should be identified in thalidomide.
Concept introduction:Thalidomide was originally taken as sedative against morning sickness; while one of its enantiomer was successful as sedative, other enantiomer caused certain birth defects. The two enantiomers of thalidomide are as follows:
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Chapter 5 Solutions
ORGANIC CHEMISTRY (LL)-PACKAGE
- Suppose 1.76 g of magnesium acetate (Mg (CH3CO2)2) are dissolved in 140. mL of water. Find the composition of the resulting electrolyte solution. In particular, list the chemical symbols (including any charge) of each dissolved ion in the table below. List only one ion per row. mEq Then, calculate the concentration of each ion in dwrite the concentration in the second column of each row. Be sure you round your answers to the L correct number of significant digits. ion Add Row mEq L x 5arrow_forwardA pdf file of your hand drawn, stepwise mechanisms for the reactions. For each reaction in the assignment, you must write each mechanism three times (there are 10 reactions, so 30 mechanisms). (A) do the work on a tablet and save as a pdf., it is expected to write each mechanism out and NOT copy and paste the mechanism after writing it just once. Everything should be drawn out stepwise and every bond that is formed and broken in the process of the reaction, and is expected to see all relevant lone pair electrons and curved arrows.arrow_forwardNonearrow_forward
- Nonearrow_forwardDraw the structure of the product of the reaction given the IR and MS data. Spectral analysis of the product reveals: MS: M 150, M-15, M-43 CH.COCI AICI, IR: 3150-3000 cm, 2950-2850 cm and 1700 cmarrow_forwardPart II. Identify whether the two protons in blue are homotopic, enantiopic, diasteriotopic, or heterotopic. a) HO b) Bri H HH c) d) H H H Br 0arrow_forward
- Nonearrow_forwardChoose the option that is decreasing from biggest to smallest. Group of answer choices: 100 m, 10000 mm, 100 cm, 100000 um, 10000000 nm 10000000 nm, 100000 um, 100 cm, 10000 mm, 100 m 10000000 nm, 100000 um, 10000 mm, 100 cm, 100 m 100 m, 100 cm, 10000 mm, 100000 um, 10000000 nmarrow_forwardQ1. (a) Draw equations for homolytic and heterolytic cleavages of the N-H bond in NH3. Use curved arrows to show the electron movement. (b) Draw equations for homolytic and heterolytic cleavages of the N-H bond in NH4*. Use curved arrows to show the electron movement.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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