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- 2. Propose electron-pushing arrows for each step of the radical mechanism shown below. PhO,s.-so,Ph jor for > H [w-o [w-o Pho2s-sO,Ph HCompounds P and Q can undergo a Diels-Alder reaction to form two regioisomeric products R and S as shown in Figure 5. OMe O C8H12O2 R C8H12O2 S Figure 5 Draw the chemical structures of regioisomeric compounds R and S. Using possible resonance contributors of P and Q predict which of the two regioisomers will be favoured in the reaction. Using curly arrows, draw the mechanism for the reaction of P and Q to form the dominant regioisomer you have predicted in your answer to part (ii) above.A student adds NBS to a solution of 1-methylcyclohexene and irradiates the mixture with a sunlamp until all the NBS has reacted. After a careful distillation, the product mixture contains two major products of formula C7H11Br. (a) Draw the resonance forms of the three possible allylic free radical intermediates.
- Abstraction of which H will produce the most stable radical? (B) (A) OA B OC OD -HWhich of the following will undergo SN1 the fastest? O CI CI CI CICyclopentadiene is unusually acidic for a hydrocarbon. Which of the following explains why that is? The carbon atoms of cyclopentadiene are all sp hybridized. A В Cyclopentadiene is aromatic. Removal of a proton from cyclopentadiene yields an C aromatic anion. Removal of a hydrogen atom from cyclopentadiene yields a highly stable free radical. D Removal of a hydride ion from cyclopentadiene produces an E aromatic cation. H H. cyclopentadiene
- In cells, vitamin C exists largely as its conjugate base X. X is anantioxidant because radicals formed in oxidation processes abstract thelabeled H atom, forming a new radical that halts oxidation. Draw thestructure of the radical formed by H abstraction, and explain why this Hatom is most easily removed.Identify the major product of the reaction of an alkene shown below. ||| 1. Hg(OAc)2, H2O 2. NaBH4, NaOH ....... ОН || IV ОН о, ОНThe reaction shown proceeds via a single transition state with a trigonal bipyramidal geometry. C1 C2 Br: + H3C 0: Two curved arrows are required to indicate all of the bond-making and bond-breaking processes in this reaction. Where should one of the arrows be drawn, if CH3O is the nucleophile? from a Br LP to the O atom from C1 to the O atom from C2 to the O atom from the C-O bond to Br from an O LP to C1 from an O LP to C2