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(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
- LIOT S How would you make 200. mL of a 0.5 M solution of CuSO4 5H2O from solid copper (II) sulfate? View Rubricarrow_forwardSteps and explantions pleasearrow_forwardMatch the denticity to the ligand. Water monodentate ✓ C₂O2 bidentate H₂NCH₂NHCH2NH2 bidentate x EDTA hexadentate Question 12 Partially correct Mark 2 out of 2 Flag question Provide the required information for the coordination compound shown below: Na NC-Ag-CN] Number of ligands: 20 Coordination number: 2✔ Geometry: linear Oxidation state of transition metal ion: +3 x in 12 correct out of 2 question Provide the required information for the coordination compound shown below. Na NC-Ag-CN] Number of ligands: 20 Coordination number: 2 Geometry: linear 0 Oxidation state of transition metal ion: +3Xarrow_forward
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- consider the rate of the reaction below to be r. Whats the rate after each reaction? Br + NaCN CN + NaBr a. Double the concentration of alkyl bromide b. Halve the concentration of the electrophile & triple concentration of cyanide c. Halve the concentration of alkyl chloridearrow_forwardPredict the organic reactant that is involved in the reaction below, and draw the skeletal ("line") structures of the missing organic reactant. Please include all steps & drawings & explanations.arrow_forwardWhat are the missing reagents for the spots labeled 1 and 3? Please give a detailed explanation and include the drawings and show how the synthesis proceeds with the reagents.arrow_forward
- What is the organic molecule X of the following acetal hydrolysis? Please draw a skeletal line structure and include a detailed explanation and drawing of how the mechanism proceeds. Please include any relevant information that is needed to understand the process of acetal hydrolysis.arrow_forwardWhat are is the organic molecule X and product Y of the following acetal hydrolysis? Please draw a skeletal line structure and include a detailed explanation and drawing of how the mechanism proceeds. Please include any relevant information that is needed to understand the process of acetal hydrolysis.arrow_forwardAt 300 K, in the decomposition reaction of a reactant R into products, several measurements of the concentration of R over time have been made (see table). Without using graphs, calculate the order of the reaction. t/s [R]/(mol L-1) 0 0,5 171 0,16 720 0,05 1400 0,027arrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning