4. Propose a synthesis for the transformations shown below (no mechanisms needed, just products/intermediates and reagents). You will get full credit if you figure out two out of three. Clearly indicate which two you want us to grade. Synthesis 1: ? Synthesis 2: Synthesis 3: ? Br Br ? O H
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- Draw a detailed, step-wise mechanism for the reaction shown below. SHOW ALL BOND-FORMING AND BOND-BREAKING STEPS. SHOW ALL INTERMEDIATES. 1) NaOH 2) H3O* H3C H3C HOConstruct a three-step synthesis of 3-bromocyclopentene from cyclopentane. Drag the appropriate items into the bins. Note that each bin should hold only one item, and not all reagents and structures will be used. Reagent 3 Reagent 2 Reagent 1 Final product Reactant Step 1 product Step 2 product (cyclopentane) (3-bromocyclopentene) NBS ROOR HBr HBr ROOR Br Br2 Br2 Hzо hv Br Br Br Br Br (CH3)3CO KPropose a synthesis for the transformations shown below (no mechanisms needed, just products/intermediates and reagents). You will get full credit if you figure out two out of three. Clearly indicate which two you want us to grade.
- 1. Show a detailed mechanism for the following reaction. 1. Cl2, NaOH HO. 2. H3O* 12. Show how to carry out the following transformation. OMe ? Br Show all required reagents and the product after each step. • You do not have to use curved arrows. • Automatic zero points if any of the following are not adhered to: o You must use the Williamson ether synthesis. o You are not allowed to use any reactions we haven't yet covered.5. The reaction below proceeds through a 4-step mechanism. Classify each step according to the pattem(s) of arrow-pushing (nucleophilic attack, loss of a leaving group, proton transfer, rearrangement). Please provide curved arrows for each step. Pinacol Reaction OH OH Mechanism: Step 1: Step 2: Step 3: Step 4:
- X Incorrect. Propose an efficient synthesis for the given transformation. 6-8 This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A NaH F 1) MeMgBr; 2) H3O+ K dilute H₂SO4 1) B H3O+ G Na, NH3 (1) L DMP or PCC C 1); 2) H3O+ H MCPBA (RCO3H) M SOCI2, pyridine D Mg 1) EtMgBr; 2) H3O+ N EtBr E H₂, Lindlar's cat. J HBr (xs), heat O 1) BH3-THF; 2) H₂O2, NaOHAs written, the following synthesis have flaws. Explain what makes the synthesis wrong and do the necessary corrections. 1. CH3COCI, AICI3 2. HNO3, H2SO4 3. H2/Pd NO2Instructions: a,ß-Unsaturated aldehydes and ketones can undergo reaction with nucleophiles at the B carbon, as shown below. Use this information to answer the following question(s). + Nu-H Nu H Refer to instructions. Draw a resonance form for the unsaturated carbonyl that accounts for this reactivity.
- 9. Complete Reactions. Provide only the major product for E2&SN2 reactions. E1/SN1 provide all possible products. NaOH Br provide mechanism CI Provide mechanism + CI NaOCH 3 KCNWhich of the following is an effective way to complete the synthesis below. NH₂ 1) NaOH 2) CH3NH2 1) LDA 2) NaNO3 1) NH3 2) H3O+ 1) HNO3/H₂SO4 2) H₂/Pt/Ethanol (can't reduce ring)Draw the product for the substitution reactions below. Then, draw the proper FULL electron-pushing mechanism for the reaction, including intermediates with lone pairs and formal charges, and all electron pushing arrows (SN1 vs SN2). Label the electrophile and nucleophile in each step.