Concept explainers
Interpretation: The stereogenic centers in the given compound are to be located. Each stereogenic center is to be labeled as
Concept introduction: An atom bearing four different atoms or groups which produces stereoisomers on interchange of any two groups are stereogenic centers.
The stereogenic centers with
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Organic Chemistry
- 08.20b 1) ВН, THF 2) H,O2, NaOH Modify the given carbon skeleton to draw the major product(s) of the given reaction. If a racemic mixture of enantiomers is expected, draw both enantiomers. Note: you can select a structure and use Copy and Paste to save drawing time. CHarrow_forwardNemotin is a compound that was first isolated from the fungi Poria tenuis and Poria corticola in the 1940s and was shown to possess potent antibacterial activity. (Org. Biomol. Chem. 2010, 8, 811-821). However, its structure was not verified until it was made in the laboratory much more recently. :ö H H-C-C-H H C=c=C H Nemotin Determine the hybridization state of each carbon atom in nemotin. ミ-0三O-O三arrow_forwardWhat is the missing reactant R in this organic reaction? N N H3O+ +R • Draw the structure of R in the drawing area below. • Be sure to use wedge and dash bonds if it's necessary to draw one particular enantiomer. Click and drag to start drawing a structure. ☑ :arrow_forward
- CH3 H НС— С—С—С—ОН H NH, Valine is one of the 20 amino acids used to form proteins, it contains both a carboxylic acid group and an amino group. Draw the structure of valine as it would appear at pH 7. • You do not have to consider stereochemistry. P. opy astearrow_forwardCyclic forms of D-glucose: Furanose and Pyranose Recall that aldehyde and alcohol react to form hemiacetal. The O in OH acts as nucleophile, attacking the partially positive C of C=O. The H from the OH of alcohol is transferred to the O of C=O. он R R1 HO, On the other hand, ketone and alcohol also react to form hemiketal. OH R R2 R R1 HO, In glucose the OH in C-4 or C-5 can react with the C=O. If the C-4 OH reacts with the C=O the structure is a furanose (5-membered ring); if C-5 OH the product is a pyranose (6-membered ring). Furanose and pyranose are derived from cyclic ethers furan and pyran. Both furanose and pyranose have two isomers: the alpha and beta (also called anomers). Furan Pyran Furanose and pyranose form of D-glucose (note the numbering of carbon atoms) Furanose (5-membered ring) Alpha Pyranose (6-membered ring) Alpha Beta Beta 1 HO- Но H- Но H- _2 FH- H- OH FHO- H HO. но- H- но- H. Но Но H-4 H_5. FHO- FHO- H OH 6CH2OH H CH,OH CH,OH CH2OH C-1 OH is on the right Alpha-D-…arrow_forwardWhat is the product of this electrophilic addition reaction? a A b CH3 CH3 CH3 CI H3C CH3 owy with it wit H3C CI H3C H3C E D A с e B с d D Select an answer and submit. For keyboard navigation, use the up/down arrow keys to select an answer. CI E H3C B CH3 CH3 H-CI ?arrow_forward
- Consider the following reaction. O + 0 CHBr3 Draw the major organic product formed in this reaction. 81 + [**** (CH3)3CO¹K+ • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. • Show stereochemistry in a meso compound. If the reaction produces a racemic mixture, just draw one stereoisomer. - √n [F] ?arrow_forwardShown below is a carbocation intermediate in an electrophilic addition reaction of HCl with an alkene. For the conformation shown, select each hydrogen whose bond to carbon is aligned for effective hyperconjugation with the vacant p orbital on the positively charged carbon. Each adjacent carbon will have only one C-H bond so aligned. • Gray = C; white = H; red = 0; blue = N; dark green = Cl; brown =Br; light green =F; purple = I; yellow = S; orange = P. • Double click to select atoms. • You can zoom in and out using the mouse scroll wheel (or pinch to zoom on touch screens).arrow_forwardDraw all stereoisomers formed in the reaction shown. Use wedges and dashes for tetrahedral stereogenic centers, if applicable. NaCN HC1 Click and drag to start drawing a structure. A E *0arrow_forward
- Consider the reaction scheme below. N Br₂ FeBr3 NaOH warm AICI 3 X Y CI What are the structures of X, Y, and Z? Include all possible substitution products.arrow_forwardDraw a structural formula for the substitution product of the reaction shown below. H/ ● (CH3)3C |YY Br ΔΟ H Na • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If more than one stereoisomer of product is formed, draw both. Separate multiple products using the + sign from the drop-down menu. • Products that are initially formed as ions should be drawn in their neutral forms. SH acetone [Farrow_forwardChemistry F₁₁, CH3 Br FF CH3 Do I of CH₂CI CH3 H₂N H H3C CH3 OH Determine the absolute configuration (R/S) of the stereogenic carbon of the following compoundsarrow_forward
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