[Roferencea) CH2=CHCH2SCH(CH3)2 can be synthesized by an SN2 reaction. Draw the structures of the alkyl chloride and nucleophile that will give this compound in highest yield. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include all valence lone pairs in your answer. • Separate multiple reactants using the + sign from the drop-down menu. • When a metal counterion is needed, use Na+, but draw it in its own sketcher. opy aste CH ChemDoodle

[Roferencea) CH2=CHCH2SCH(CH3)2 can be synthesized by an SN2 reaction. Draw the structures of the alkyl chloride and nucleophile that will give this compound in highest yield. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include all valence lone pairs in your answer. • Separate multiple reactants using the + sign from the drop-down menu. • When a metal counterion is needed, use Na+, but draw it in its own sketcher. opy aste CH ChemDoodle

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter58: The Synthesis Of An Alkyne From An Alkene By Bromination And Dehydrobromination: Stilbene And Diphenylacetylene

Section: Chapter Questions

Problem 1Q

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I don’t get how to do these. For the second one, would the reagent only be pcc in ch2cl2?
Discuss the stereochemistry of E2 reaction. include example of actual structures provide the name of your reactant,please show the arrow pushing.
A difficult problem in the synthesis of PGF2α is the introduction of the OH group at C15 in the desired configuration. a. Label this stereogenic center as R or S. b. A well-known synthesis of PGF2α involves reaction of A with Zn(BH4)2, a metal hydride reagent similar in reactivity to NaBH4, to form two isomeric products, B and C. Draw their structures and indicate their stereochemical relationship. d. Suggest a reagent to convert A to the single stereoisomer X.
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APPLY STEREOCHEMISTRY WHEN APPLICABLE: Does each reaction occur from SN1 or 2? What are the organic products?
A difficult problem in the synthesis of PGF2α is the introduction of the OH group at C15 in the desired conguration.a. Label this stereogenic center as R or S.b. A well known synthesis of PGF2α involves reaction of A with Zn(BH4)2, a metal hydride reagent similar in reactivity to NaBH4, to form two isomeric products, B and C. Draw their structures and indicate their stereochemical relationship.c. Suggest a reagent to convert A to the single stereoisomer X.
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q1. In the bromination of stilbene experiment, trans-stilbene (E-stilbene) is used. If cis-stilbene (Z-stilbene) was used, would the product be an enantiomer or diastereomer of the product obtained with trans-stilbene. Explain why. q2. If the literature melting point of the product in the bromination of stilbene (trans-stilbene + Br2 in cyclohexane) is 239-241oC, and a student obtained a melting point of 229-233oC for their product when carrying out the experiment, what conclusion can be drawn. q3. In the bromination of stilbene when adding the cyclohexane why does the product precipitate out of cyclohexane?
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