7. Draw the major product expected for each of the following reactions. Show stereochemistry where relevant. OH a.) b.) c.) conc. H₂SO4 180°C -H₂O H₂. Pt HBr NaCN too DMSO
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- Which compound is the major product of the reaction below? QH (1) LIAIH,/ether N. N. N. (2) H* (dil.)/H,O (A) (B) HO, (C) (D) O Compound B O Compound A Compound C Compound D• Provide the final products P and identify the intermediates A and B. CH3I (C6H5)3P A CoHgLi ether || B C6H5CCH3 PWhich of the following molecules will NOT lead to a successful synthesis of a Grignard reagent upon reaction with magnesium? CI https://ibb.co/54Jw34p 2 Me. OMe https://ibb.co/6655LTH Br но https://ibb.co/2nfzPmX O Me `Br https://ibb.co/wo93ymS 2 Br MeO https://ibb.co/Hq2s6ck 2
- 2. Provide reagents/conditions to accomplish the following syntheses. More than one step is required in some cases. a. b. CN Br Br CH₂ Revised F FHW.pdf oads/CH8%20HW.pdf 2 / 4 90% 3. Provide reagents for each of the following transformations: ... OH +7. Propose a mechanism and predict the product, including stereochemistry. a) H3O* H20 b) OH 1. NaH 2. .CI c) HBr d) H+ NaOCH3 HOCH3 HOCH3
- Draw the final major product(s) for each reaction in the designated box. Indicate stereochemistry Page 7 WInen applicable. Br TMSCI 1. Mg, Et20 Bu4N F НО EtzN 2. THE 3. HСI (aq) РСС 1. MeMgBr Jones reagent ОН CH2CI2 2. HCI (aq) XS HBr МСРВА NaSH (aq) CH2CI2Bromo compound N can undergo substitution with nucleophiles X to give mixtures of products O and P as shown below. Explain how this is possible, and suggest an explanation for the observation that the proportion of product P increases with increasing solvent polarity. F N Br X- O X ...X F PWhich product(s) will form under the conditions below? Br. -8308 deuterium bromide O A only O B only O Conly O Donly O A and D only OB and C only OA and Conly OB and D only OA, B, C and D Br A D Br
- Y Part B Identify which reagent should be used to form the following product: View Available Hint(s) 1. mCPBA. 2. H₂O, H₂SO, O H₂O, H₂SO, 1. Os0₁. 2. NaHSO O1 Hg(OAca), H₂O. 2. NaBH. Submit Y ? WSynthesis - Drawing Saved Synthesize the following compound from cyclohexanol, ethanol, and any other needed reagents. он Part 1 out of 2 plnts Preparation of organometallic reagent: еВook Print References A B CH3CH2OH CH3 CH2MGB. draw structure ... Draw the intermediate product above and select the correct reagent for A. O Br, O NaBr O HBr O Select the correct reagent for B. O Mg O MgBr2 O MgI, O MgO Hin Soluti raw 11 e here to searchWhich alkene cannot be converted into an alkyl bromide with HBr, ROOR, hv, A? III IV A. B. C. D. E. All react Which synthetic route is best to give the major product shown below. ? x XA OH A. 1. BH3; 2. H₂O2, NaOH; 3. HBr; 4. CH3CO₂H B. 1. Br₂, 2. NaCCH; H₂, Lindlar's; 3. O3; 4. H₂O C. 1. NBS, hv, A; 2. H₂, Pd; 3. NaO₂CCH3 D. 1. NBS, hv, A; 2. NaCCH; 3. H₂2, Pd; 4. O3; 5. H₂O E. 1. NBS, hv, A; 2. H₂, Pd; 3. NaCCH; 4. 03; 5. H₂O Which synthetic route is best for the transformation shown below? OH ? OH A. 1. H₂SO4/heat; 2. HgOAC2, H₂O; 3. NaBH4 B. 1. HBr; 2. NaOH, DMSO C. 1. TsCl, pyr; 2. NaOH, DMSO D. 1. TsCl, pyr; 2. KOtBu; 3. BH3-THF; 4. H₂O2, NaOH E. 1. H₂SO4/heat; 2. BH3-THF; 3. H₂O2, NaOH =B