Draw a proposed mechanism for the reaction of cyclohexanol with aqueous sulfuric acid to yield cyclohexene. Label each step as either: nucleophilic attack, loss of a leaving group, or proton transfer. What type of elimination reaction is this: E1 or E2? Explain. Explain how the leveling effect has occurred in this reaction? What is the likely base in the last step: water or HSO4-? Explain.
Draw a proposed mechanism for the reaction of cyclohexanol with aqueous sulfuric acid to yield cyclohexene....
1) Draw a complete scheme and mechanism for the dehydration of cyclohexanol to cyclohexene. Propose a scheme and conditions for the preparation of cyclohexanol from cyclohexene. How would you track the progress of your reactions and confirm product identification? 2) Create a chart comparing E1, E2, SN1 and SN2 reactions. Be detailed and cover: structure of RX, reactivity of nucleophile, concentration of nucleophile, solvent and stereochemistry. 3) Mixing cyclohexanol with phosphoric acid is an exothermic process, whereas the production of...
E1 eliminations of alkyl halides are rarely useful for synthetic purposes because they give mixtures of substitution and elimination products. Explain why the sulfuric acid-catalyzed dehydration of cyclohexanol gives a good yield of cyclohexene even though the reaction goes by an E1 mechanism. (Hint: What are the nucleophiles in the reaction mixture? What products are formed if these nucleophiles attack the carbocation? What further reactions can these substitution products undergo?)
a = proton transfer b = Lewis acid base c = Electrophilic addition d = E1 Elimination e = E2 Elimination f = S_N 1 Nucleophilic substitution g = S_N 2 Nucleophilic substitution The reaction above involve synthesis of reaction of alcohol and. Identify the mechanism by which they proceed from among the mechanism listed. Use the letters a-g for your answers. 1. 2.
Fill in the appropriate curved mechanism arrows, missing structures, and/or labels for the following reaction. Labels will either be proton transfer, nucleophilic attack, loss of leaving group, and carbonation rearrangement. .ni 1- nucleophilic attack + OH o OH
What is Zaitsev’s rule? Give the mechanism for the acid-catalyzed E1 reaction of 2-butanol. Give the mechanism for the base-catalyzed E2 reaction of 2-bromobutane. Draw all possible products. You expect three products from the elimination reaction 2-butanol. What are they? The E2 mechanism is a one-step mechanism. True or False? Explain. Which of these two alcohols would you expect to be more reactive under H3PO4/aqueous conditions? Why? Give the structure of the main product in both cases. 1-phenyl-1-propanol 1 -cyclohexyl-1-propanol...
H3PO4 1. НО. 165° OH 2. Aqueous acetone + H2O Br + ОН + HBr a = Proton transfer d = Electrophilic addition e=E1 Elimination f=E2 Elimination g=Snl Nucleophilic substitution h=Sn2 Nucleophilic substitution b = Lewis acid/base c= Radical chain substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2.g
Draw a simple reaction showing the following steps; Label each step and draw the curved arrows. A) Proton transfer B) Loss of leaving group C) Nucleophilic attack
A student attempted to carry out a substitution reaction using molecule as the substrate. The resulting product was molecule. Which nucleophilic substitution occurred --- S_N1 or S_N2 How can you tell The molecule here cannot be used as a substrate for an E2 reaction, but can be for an E1 reaction. Explain why. Be specific --- explain why an E2 reaction cannot occur and how an E1 reaction could occur. Where does the nucleophile attack in an S_N2 reaction Backside...
= CH3 OH Aqueous =O HO- O=O=O CH3 acetone +NH 2. b a + H2NNH2 s NH, C . a = Proton transfer b = Lewis acid/base c= Radical chain substitution d = Electrophilic addition e=E1 Elimination f=E2 Elimination g=Sn1 Nucleophilic substitution h=Sn2 Nucleophilic substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1.
Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. OSCH O=O=O cis and trans 0 H3 Hac Aqueous ethanol + HO + HBr н CH3 CH3 a = Proton transfer b = Lewis acid/base c= Radical chain substitution d = Electrophilic addition e=E1 Elimination f=E2 Elimination g=Syl Nucleophilic substitution h = Sy2 Nucleophilic substitution Identify the mechanism by which each of the reactions above...