) The Horner Wadsworth Emmons Reaction is a modified Wittig reaction. An example of this reaction is shown below. Sodium hydride is used as the base. Draw a complete arrow pushing mechanism for this transformation. You will use a similar modified Wittig substrate in lab this semester. lear 1. NaH 2. تعليم Na+
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- f) Show the product formed at each of the three steps that connects starting material to the end target. Attack it from both ends. O 1. LiAlH4 2. H3O+ 1. PBr3 2. Mg H₂SO4 heat 1. Ko 2. H3O+ 42. Но ... H-O Draw the major product of this reaction. Explain your reasoning. Br₂, H₂O EtOH 1. Me₂ BuSi-CI, imidazole 2.9-BBN-H (like BH3) 3. H₂O₂, NaOH OTMS excess HBrSuggest reagents suitable for carrying out each step in the following synthetic sequence. Br. O÷X÷X →→ St Br 000000 D a. O₂, H₂O b. O₂, H₂O c. Br₂, H₂O d. H₂CCOOH e. NaOCH₂CH₂/EtOH Br. Br" f. HBr g. H₂SO4, H₂O h. H₂CCO H i. Br₂ j. HCI, H₂O [Choose ] [Choose ] [Choose ] [Choose ] K. 3 HO, OH ܘܟ ܘ > > > 4 m. n. °°°
- 2) Provide the major product one would get after the synthetic sequence illustrated below? OMe O 1. TFA, MeOH, CH₂Cl₂, MgSO4 2. DIBAL-H 3. Aqueous HCI1. The dramatic reaction below was reported in the Evans synthesis of colchicine in 1981. MeO. ÇO,Me -CO,Me MeO, OMe CF3CO2H MeO OMe Meo OMe OMe A. Label reactant carbon atoms 1-7 in the product and circle the single bond made in the product through an electrophilic aromatic substitution process. B. Add curved arrows and a reactive intermediate below to show how the starting materials of this reaction convert to intermediate A via 1. pt; 2. [AE + SN2]. CO, Me OH Мео. OMe pt MeO ÓMe F3CCO2-H [AE + SN2] Meo, -CO2ME MeO OH -02CCF3 ÓMe OMe A. OHConstruct a multistep synthetic route for the synthesis of acetylene from ethane by identifying the reagents and products of each step. Note that each bin will hold only one item, and not every given reagent or structure will be used. (Stoichiometry is omitted.) H3C-CH3 (ethane) Reagent 1 Br₂ hv HBr ROOR 1. reagent 1 2. reagent 2 3. reagent 3 4. reagent 4 Step 1 product BrCH₂CH₂ BrCH=CH₂ H-C=C-H (acetylene) Reagent 2 (CH3)3 CO K+ HBr CH₂Cl₂ Step 2 product CH₂=CH₂ Answer Bank BrCH₂ CH₂ Br Reagent 3 NBS, ROOR Br₂ Step 3 product BRCH=CHBr (Br)₂ CHCH3 Reagent 4 NaNH,
- 3) Consider the chemical transformation below. RCO3H a) Predict the major product of the reaction by drawing it in the space above. b) Provide an explanation for how mass spectroscopy could be used to confirm that the substrate was successfully transformed into the product. c) Provide at least one piece of 1H NMR evidence and one piece of 13C NMR evidence that you could use to confirm the substrate was successfully transformed into the product.You react an unknown aldehyde (substitutent group marked with an "x") with a ketone and get the product on the right (substitutent group still unknown). HNMR data for the product is shown below. Which of these 3 aldehydes is the reactant that was used? sorry the HNMR looks rough, this was the last question on my final and I am still kinda reeling from it.This question has multiple parts. Work all the parts to get the most points. a The following compound was synthesized from the reaction of an acetylide ion with a carbonyl compound (i.e. an aldehyde or a ketone), followed by a reduction. OH CH3CH2CH2CCH=CH2 ČH»CH2CH3 Draw the structure of both the aldehyde/ketone and the acetylide ion that were used. • You do not have to consider stereochemistry. • Do not include cationic counter-ions, e.g., Na", in your answer. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu. Previous
- Draw the product(s) of the reaction below. CEN: Add/R.Several reagents and several organic structures are shown below. Construct a multistep synthetic route from the reactant 2-methyl-1-butene to the product 3-bromo-2-methyl-2-butanol by dragging the appropriate pieces into the bins. Note that each bin will hold only one item, and not every given reagent or structure will be used.4. Provide a clear arrow-pushing mechanism for the following reaction. Do not skip proton transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted without ambiguity. Use your mechanism to explain the selectivity in the following reaction. NHBoc OBn H3C но. so to CO₂CH3 H3C. CI N H3C H3C. OBn NHBoc CO₂CH3