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- Nitromethane is reacted with ethyl prop-2-enoate with EtO-Na+, EtOH 3 equivalents to give the product X(C16). X then reacts with H2/Raney Ni to give the product Y(C14), which in turn reacts with Na to give Z (C12). Indicate which products X, Y and Z are.arrow_forwardWhen 2-chloropropane treated with NaOH and 1-chloropropane treated with NaOH separately produce two different functional groups. Provide both reactions and explain the two different functional groups produced.arrow_forwardExplain how the reaction of (CH3)2CHCH(Cl)CH3 with H2O yields two substitutionproducts, (CH3)2CHCH(OH)CH3 and (CH3)2C(OH)CH2CH3arrow_forward
- What is the major product formed when 3-methyl-1-butene is treated with Hg(C2H3O2)2 in a THF/ethanol mixture followed by NaBH4 in base?arrow_forwardWhich is the major isolated organic product of this reaction? A) + D) Pd(PPH3)4 NaCO3arrow_forwardOne compound that contributes to the “seashore smell” at beaches in Hawai‘i is dictyopterene D', a component of a brown edible seaweed called limu lipoa. Hydrogenation of dictyopterene D' with excess H2 in the presence of a Pd catalyst forms butylcycloheptane. Ozonolysis with O3 followed by (CH3)2S forms CH2(CHO)2, HCOCH2CH(CHO)2, and CH3CH2CHO. What are possible structures of dictyopterene D'?arrow_forward
- An unknown hydrocarbon A with the formula C6H10 reacts with 1 molar equivalent of H2 over a palladium catalyst to give B C6H12 (Rxn 1). Hydrocarbon A also reacts with OsO4 to give the glycol C (Rxn 2). A gives 5-oxohexanal on ozonolysis (Rxn 3). Draw the structures of A, B, and C. Give the reactions.arrow_forwardAcetals are formed from the reaction of two alcohols with a carbonyl under acidic conditions. Acetal formation is faster with 1,2-ethanediol than with two methanol molecules. Choose the factor that explains the difference in reaction rates. A) The reaction with 1,2-ethanediol has a lower AH (enthalpy) of reaction. B) The reaction with 1,2-ethanediol has a higher AH (enthalpy) of reaction. C) The reaction with 1,2-ethanediol has a more favorable entropy of reaction.arrow_forwardAccount for the fact that addition of HCl to 1-bromopropene gives exclusively 1-bromo-1-chloropropane. CH₂CH=CHBr + HCl CH₂CH₂CHBrCl 1-Bromo-1-chloropropane 1-Bromopropene Account for the fact that treating propenoic acid (acrylic acid) with HCl gives only 3-chloropropanoic acid. CH₂=CHCOH + HCl Propenoic acid (Acrylic acid) Br L OH CICH₂CH₂COH 3-Chloropropanoic acid (b) Draw a structural formula for the alkene with the molecular formula C-H₁0 that reacts with Br, and water to give each product. 10 OH Br (c) HO | || CH₂CHCOH Br 2-Chloropropanoic acid L(this product is not formed)_arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning