Calculate how many percent of each stereoisomer will be present in the product from the following reaction. Cat. A EIO,C CI (20 mol%) EIO2 EIOAC 'CI CI Yield = 78% dr =11:1 ee = 99% Ph .N. Cat. A O=
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- 8) Identify enantiomers. C E A CI H ICL F CI H Cle H. CI H. CI H CI CI H. F H. 'F 'F H. F H H. F H H H. A) B and D, A and C B) B and D C) A and B, A and D, B and C, C and D D) B and D, A and B, A and D, B and C, C and D E) A and CDraw the organic product of the following reaction. CH3 m-CICgH,CO;H • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If the reaction produces a racemic mixture, just draw one stereoisomer. • If more than one product is possible, only draw the major product. opy asteR'R?CHOH-CR°R* R'R?C=CR®R* What should orientation of each substituent in reactant to convert it into product alkene? What is importance of their specific orientation?
- 22 J Which one of the following alkenes is the most stable? H3C CH3 H3C CH3 H3C CH2-CH3 ÇH3 C=C H3C CH2 =CH2 H3C CH3 H3C H. IV I II II A O .B || .C O II DOPredict the product(s) for the following reaction. O ll + enantiomer I OI ||| OH O IV OH CN OH + enantiomer || 1. NaCN 2. H₂O CN "ОН + enantiomer ||| IV CN CNClassify each compound as identical to A or its enantiomer. CHO CHO H OH CHO a. CH,CH-C--OH CumCH,CH3 H OH b. d. HO C. ČH,CH3 н он CH;CH CHO CHO A
- 2. Draw the structure(s) of the most favorablo products, a) C-C *C-CE C- C-c b) C-C.C-CEC t 2 H Br o) C- c-c- - B. t e-CECi > 1.(sia), BH 2. H,%, NaoH (Excess' reagents) d) CEC- C-CE C4. A student was asked to prepare an alkene X in high yield using any alcohol as starting material CH3 CH,-C -CH=CH, CH3 X He chose 3, 3-dimethylbutan-2-ol (XI) and carried out a dehydration reaction. He was however horrified to note that the only alkene obtained was XII. CH3 OH CH3 CH;-C=C-CH3 conc. H,SO4 CH-CH3 heat CH3 CH3 XI XII i) Explain what went wrong here, and why X could not be formed from 3, 3-dimethylbutan-2-ol. Use structures to help support your answer. ii) Give an equation to show a much better method for preparing X in high yield. 5. Analyze the following structure and write one combination for Grignard reagent and a carbonyl that would give rise to it. CH,-CH,-OH4. What are the products obtained from the following elimination reaction? Indicate the major product. CH;CH2CCH3 H2O CI 5. a) Determine the major product that is formed when the alkyl halide reacts with a hydroxide ion in an elimination reaction. CH;CH,CH,CH,CCH3 Br b) For the major elimination product obtained in 5a), which stereoisomer (cis or trans) is obtained in greater yield? Draw the two isomers and provide the names of the compounds.
- H Cl prs OH Et3N H Draw the molecule on the canvas by choosing buttons from the Tools (for bonds and charges), Atoms appropriate stereochemistry by choosing the dashed or wedged buttons and then clicking a bond onsOH C H. CH3 H. O (R)-Enantiomer O (S)-Enantiomer Alkyl halide O Achiral compound6. The product(s) of the following reaction dd blow di CH2-CH2 excess HBr is/are: CH2 CH2 heat Od Al () (A od Ocf D (CHPPCOK (CHPCON G)D CH;CH2OCH,CH3 HO CH;CH,CH,CH,OH and CH;CH,CH2CH,Br II H t mol boumol toubong soinm od o CH2-CHBR HO CH2 CH2 BrCH-CH,CH-Cн,ОН and BrCH,CH,CH-CH,Br CityCHCH COM III IV A) I B) П O II D) IV E) None of these HO CH CH'OH