This activity is an assignment. For the following two reactions, draw the possible products and if applicable identify the enantiomers and diastereomers. Do your work in a paper, scan it to a pdf and upload it to Blackboard, within the assessment titled "Stereoisomers". This assignment should be completed by the date set in the course calendar. H3C H₂SO4 + H₂O CH2-CH3 H H + HCI
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- Nonconjugated B,y-unsaturated ketones are in base-catalyzed equilibrium with their conjugated a,ß-unsaturated isomers. The mechanism of interconversion involves the formation of a resonance-stabilized intermediate with three resonance contributors. Draw the structures of these three resonance contributors. OH • You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate resonance structures using the symbol from the drop-down menu. + *** Sn [FAcyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. CI + H₂N • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. OH • Do not include counter-ions, e.g., Na+, I¯, in your answer. • In cases where there is more than one answer, just draw one.Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. CI H₂N OH • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na+, I, in your answer. • In cases where there is more than one answer, just draw one. Sn [F
- Show the stereochemistry of the organic product(s) you would expect when trans-5,6-epoxydecane undergoes acid-catalyzed hydrolysis. O • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Show stereochemistry in a meso compound. If the reaction produces a racemic mixture, draw both stereoisomers. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. . ? ChemDoodleⓇ ▼ Jn [FAcyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. 0 OH CI + H₂N • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na+, I, in your answer. In cases where there is more than one answer, just draw one. A ChemDoodle Activate WindowsAcyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. H3C HCI / H2O `NH2 reflux • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na", I, in your answer. • In cases where there is more than one answer, just draw one. opy aste Previous Next
- Draw the major organic product(s) of the following reaction. . CH₂ H₂C-C-CI CH3 You do not have to consider stereochemistry. If no reaction occurs, draw the organic starting material. • When SN1 & E1 pathways compete, show both the substitution and the elimination products. Separate multiple products using the + sign from the drop-down menu. Do not include counter-ions, e.g., Na*, I', in your answer. ● + NaOH Sn [FNaN3 НО. NH compound c compound d CI H₂, Pt -85 [References] compound a SOCI₂ SOCI₂ compound d compound e Moclobemide compound b CI The above reaction scheme presents one possible synthesis of the compound. Work out the synthesis on a separate sheet of paper, and then draw the structure of compound e. Consider E/Z stereochemistry of alkenes. • Do not show stereochemistry in other cases. {n [F ? ChemDoodleⓇМЕСНANISMS 1,2-epoxy-1-methylcyclopentane undergoes both acid-catalyzed and base-catalyzed opening of the epoxide ring to form two different products. > Using ethanol as the solvent and an appropriate acid, show the steps in the acid catalyzed mechanism, writing structures for all products of the steps. Circle the major product(s). > Using ethanol as the solvent and an appropriate base, show the steps in the base- catalyzed mechanism, writing structures for all products of the steps. Circle the major product(s). 1,2-epoxy-1-methylcyclopentane CH3
- Draw the structural formula of the product of the reaction shown below. H3C. CH3CH₂ + CH3CH₂OH **VIL • You do not have to consider stereochemistry. Na OCH₂CH3 [ ] در ? O ChemDoodle ReferCurved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the intermediate and product in this reaction or mechanistic step(s). Include all lone pairs and charges as appropriate. Ignore stereochemistry. Ignore inorganic byproducts. 1:0 יוון Na O Drawing 0:0-1Draw the structure of the major organic product of the reaction below. CH(CH3)2 CHCI3 CH2CH3 • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Show stereochemistry in a meso compound. • If the reaction produces a racemic mixture, just draw one stereoisomer. C P ChemDoodle Cengage Learning | Cengage Technical Support