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- 'Br OH 'Br "Br Br HO.,4. 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,-OHGive IUPAC names for the following structures. When appropriate, abbreviate ortho (o), meta (m), and para (p), no italics, if you elect to use these terms. CH₂CH₂CHCHCHSCHCH₂ I T CH₁ CH₂ 1st structure: CH3 CH3 I 2nd structure: Submit Submit Answer Try Another Version OCH3 CH₂CCH₂ OCH3 10 item attempts remaining
- Draw the most stable resonance form for the intermediate in the following electrophilic substitution reaction. H3PO4 CH3O CH3O • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • In cases where there is more than one answer, just draw one. +opy aste C P - [F Fo OHDraw 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?
- Draw a structural formula for the substitution product of the reaction shown below. H3C H Br Na' acetone • 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. C P opy aste [F ChemDoodleDraw a structural formula for the substitution product of the reaction shown below. ● H3C HH Br + O • 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. ▼ In [F OCH 3 -85 ? Na CN CH3CH₂OH ChemDoodleⓇ >a Draw the structure of the intermediate (I) for the reaction below. Hg(O2CCH3)2 NaBH4 Product CH;OH H3C • Use the wedge/hash bond tools to indicate stereochemistry where it exists. If the reaction produces a racemic mixture, just drawv one stereoisomer.
- 2. What are the major products obtained from the following reactions? Indicate the geometry (cis/trans). a) HBr, CH,COOH H3CH2C-CEC-CH,CH3 ? b) H = -C4H9 ? CH,C,3. Indicate the stereochemistry of the product of S,2 reaction: NaOH Br "CH3 CH;OH Name the product:Predict 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 CN