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- (A) moose the correct product. 1. NaGE, Ero 2. H₂0, A 食。 CO₂ Et -CO₂E7 (B) Coret 31. Choose the best reagents. & 4 (A) 1. LAH; H₂0 2. CHz | 3. H₂0/H+ (B) 1. NaOH, -78% 2. CH31 3. H₂0/H (C) 1. LDA, -78%℃ 2. CH31 3. H₂₂0/H+ 1. Nah, 0°C 2. CH31 3. H₂2₂0/H+* (<) Colt (D)Draw the product of the reaction shown below at physiological pH (pH = 7.4). Ignore inorganic byproducts. I Toin N N H CF3CO2H Drawing QAs far back as the 16th century, South American Incas chewed the leaves of the coca bush, Erythroxylon coca, to combat fatigue. Chemical studies of Erythroxylon coca by Friedrich Wöhler in 1862 resulted in the discovery of cocaine, C17H21NO4, as the active component. Basic hydrolysis of cocaine leads to methanol, benzoic acid, and another compound called ecgonine, C9H15NO3. Oxidation of ecgonine with CrO3 yields a keto acid that readily loses CO2 on heating, giving tropinone. (a) What is a likely structure for the keto acid? (b) What is a likely structure for ecgonine, neglecting stereochemistry? (c) What is a likely structure for cocaine, neglecting stereochemistry?
- 3. O₂N - Give the products of the following reactions. Br Pd(PPh3)4 NaOEt TMSO Me₂CuLi Et2O, 0 °C NO2 Br Bu3Sn Ph Ph Pd(PPh3)4 LICI, DMF 50 °C, 24hr Br Pd(acac)2, Cul DMSO 125 °C, 24 hr Pd(OAc)2, K2CO3 DMF 135 °C, 5 hr6. Complete reaction scheme below indicating reagents, catalysts and conditions, and side product trigil bezinslog si6101fon 290b 1l (b Senines levirba 6 gaubong nasamots gniwollot ads to doinW 01 sniowl (6 CH3 40 CH3 Scansgowi (d Ege nodie) ( nsgyxo (b NO₂ 19m02 2i gniwollet sits to mainW II HOThe following reaction should under go a(n) H₂C SN1 Br NaSPh DMF A/ reaction.
- 25). What is the major product of the following reactions? NO₂ (A) 1. H₂C AICI, CI NH₂ (B) 2. HNO3 H₂SO4 3. SnCl, Then H,O+ OH (C) 4. NaNO₂ HC1, 0 °C (D) 5. H₂O+ Heat OH (E) ?Provide the products and detailed arrow pushing mechanisms for the following reactions: OSIME3 EtN CO.Me 1. base, dilute solution (10mM) 2. NaOH/MEOH-H,0 Acid, heat CO.Me3. Write the product (s) formed in the following reactions. OH conc. HCI 1) DMSO/ (COCI), 2 eq/-60 °C 2) Et,N (excess) НО PCC/CH,Cl, OH HO. 1) KMNO,/H,O/ NAOH/25 °C 2) H3O*
- Predict the products, if any, of the following reactions. 20-35 (a) ascorbic ac (1) LiAlH4 -COOH (2) H3O+ (b) (1) NaCN CH₂Br (2) H3O+, heat (c) (1) SOCl2 (d) KMnO4, H₂O oct-4-yne (warm, concd.) (2) AlCl3 COOH (e) CH₂OH Na2Cr2O7, H2SO4 (f) Ph (1) BH3.THF CH3CH2-CH-COOH (2) H₁₂O+2. Show structures for the products formed in the following reactions. Indicate the major products where applicable. Br + NH₂ H HO OH Li(tBuQ)3AIH3 MeOH 1. LiAlH4 2. H₂O* 1. LiAlH4 2. H₂O* KMnO4 NaOH, A EtOH, NaBH CN cat. HCI← Problem 18 of 24 Draw the product of the reaction shown below. Ignore inorganic byproducts. pTsCl N(CH2CH3)3 • OH Submit Q