(a)
Interpretation: The arrows that illustrate the product formed when B reacts with styrene are to be drawn. The diene and dienophile components are to be labeled.
Concept introduction: Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the
Diene is a hydrocarbon that contains two
(b)
Interpretation: The arrows that illustrate the product formed when B reacts with
Concept introduction: Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the chemical reactions are shown by the curved arrows.
Diene is a hydrocarbon that contains two
(c)
Interpretation: The reaction that shows the two-step sequences are to be illustrated using curved arrows.
Concept introduction: In the sigmatropic rearrangement, the rearrangement of pi bond and the breaking of sigma bond take place. This results in the generation of new sigma bond in the product. In this type of rearrangement, the number of pi bonds remains constant in the reactant as well as in the product.
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Chapter 27 Solutions
ORGANIC CHEMISTRY
- 2. Consijder the reactiojn scheme below a. Draw the major product of this reaction. Show clearly (using wedge-and-dash lines) all stereoisomers formed under these reaction conditions. 1. BH3:THF 2. H2O2, NaOH b. What is the stereochemical relationship between the different stereoisomer products you drew in part 2a.?arrow_forwardFill in the product, starting material, or reagent for each reaction. "No reaction" is a possibility. Also, be sure to show stereochemistry and anyrearrangements if they occur. 3. =-CH3 CH3arrow_forwardConsider a reaction where cis-but-2-ene is treated with sO followed by NaHSO/H, O. Draw the structure of one product that is formed in the reaction, including correct stereochemistry.arrow_forward
- 3. Deduce the structures of A, B and C and reagent(s) D in reaction scheme shown below. What is the stereochemistry of compound B? 'BUOK H, Major Product A CH NASH B 'BUOH H,C Acetone Mg, Et,0 -OH D H,C CH3 Earrow_forwardProvide the structure of the product(s) with stereochemisty if appropriate. If multiple products indicate major product or if products are formed in equal amounts. If there is no reaction expected explain why. 1. PPH, 2. KOIBU Br 3. H2, Pd/C H3C H,C- 1.O3 2. Me,s 3. HNNH2, KOH, A H3C. „CH3 H* (H,0] Harrow_forwardDraw all possible stereoisomers of hepta-2,4-diene and label each double bond as E or Z.arrow_forward
- Predict the products of the following reaction sequences, be sure to indicate stereochemistry when needed. 1. Lindlar catalyst 2. NBS, A/hv CH, CH3 1. Na, NH, 2. tOOt, HCI A 3. Brz. A/hv CH3 1. Brz 2. NaOH (20 equivalents), A 3. HgSO,, H,SO,, H,O H,C CH2arrow_forwardWhat type of cycloaddition occurs in Reaction [1]? Draw the product of asimilar process in Reaction [2]. Would you predict that these reactionsoccur under thermal or photochemical conditions?arrow_forwardWhen buta-1,3-diene (CH2 = CH – CH = CH2) is treated with HBr, two constitutional isomers are formed, CH3CHBrCH = CH2 and BrCH2CH = CHCH3. Draw a stepwise mechanism that accounts for the formation of both products.arrow_forward
- 5. Which bromocyclohexane starting material would react faster - the cis or trans, and explain why? Draw both chair forms of the starting material to prove your point. Br K* OC(CH) K* OC(CH); Br cis transarrow_forward6. Provide the line structure of product F in the following reaction. Include stereochemistry for product F as indicated. No mechanism is required. Br2, H20 CH2CI2 Draw any enantiomer (Include stereochemistry)arrow_forwardDraw product C given the following reagents/conditions. Show stereochemistry when necessary. C 1. B = Br2, CH2CI2 2. B = KMNO4, H3O* 3. B = (1) 03 (2) Zn / H3O* 4. B = H2, Pd/Carrow_forward
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning