5-Chloro-1,3-cyclopentadiene (below) undergoes SN1 solvolysis in the presence of silver ion ex chlorine is doubly allylic and allylic halides normally ionize readily (Section 15.15). -CI
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- Compound 2 is an effective scavenger of the reactive oxygen species superoxide, O2^-. Figure 1 shows three steps of the reaction of compound 2 with superoxide. i. Hand-draw a single-headed (fish-hook) curly arrow mechanism for steps 1 to 3. ii. Explain why the free radical formed in step 1 is relatively stable.Kepone, aldrin, and chlordane are synthesized from hexachlorocyclopentadiene and other five-membered-ring compounds. Show how these three pesticides are composed of two five-membered rings.1)Chemistry students are taking an experimental course in organic chemistry at a public university. During an experiment involving conjugated dienes, some doubts arose when discussing the results obtained so far: (a) A student obtained two products from the reaction of 1,3-cyclohexadiene with Br2. His lab partner was surprised to get only one product from the reaction of 1,3 - cyclohexadiene with HBr. Explain these distinct results. (b) One student, seeing the discussion of colleagues, commented that she obtained two distinct products when reacting 1,3,5-hexatriene with HBr, with different yields just by changing the reaction temperature. Explain the results she obtained using reaction mechanism and based on kinetic and thermodynamic control involving conjugated dienes.
- We'll see in the next chapter that the stability of carbocations depends on the number of alkyl substituents attached to the positively charged carbon - the more alkyl substituents there are, the more stable the cation. Which of the two carbocations in each pair is more stable? If they are of equal stablility, specify this.This is a Diels-Alder reaction between ethylene and cis-1,3-butadiene. For each cycloaddition product, draw in all hydrogen atoms, and write the molecular formula below.The central carbon atom of an allene is a member of two double bonds, and ithas an interesting orbital arrangement that holds the two ends of the molecule at rightangles to each other.(a) Draw an orbital diagram of allene, showing why the two ends are perpendicular.(b) Draw the two enantiomers of penta-2,3-diene. A model may be helpful
- reaction of either 3-bromo-1-butene or (Z) -1-bromo-2-butene with water under SN1 condition yields the same product explain why1. Consider the SN2 reaction between the two molecules shown: ( in picture) a) Find nucleophile in reaction.b) find leaving group in the reaction.c) Draw the curved arrows indicating the bonds broken and formed in the reaction to correctly show how this mechanism proceeds. d) Draw only the structures of the product(s), including all non-zero formal charges and relevantlone pairs.A2 What is the inverse electron demand Diels–Alder reaction? Please pick a pair of a diene and a dienophile from the following dienes and dienophile that will undergo this type of reaction. Please show how this reaction works using Frontier Molecular Orbitals. What is the reaction product?
- 1,3-pentadiene reacts with HBr. When the double bond at the 3-position reacts, the hydrogen attaches to the 4-carbon, thus forming an allylic carbocation with delocalized electrons. This carbocation has another resonance structure. Because there are equal amounts of diene and hydrogen bromide, in which molecule only one of the double bonds reacts. Which of the following correctly describes this new resonance structure? a) It has a double bond between carbons 3 and 4 b) It has a positive charge on carbon 2 c) It has a positive charge on carbon 4 d) It has a double bond between carbons 2 and 3The Wolff–Kishner reaction uses hydrazine (H2NNH2) and hydroxide (–OH) to reduce a carbonyl to the alkane. The first steps of the mechanism convert a carbonyl to a hydrazone in a manner similar to imine formation. Draw the mechanism arrows for the reaction from the hydrazone to the alkane. Be sure to add lone pairs of electrons and nonzero formal charges to all species.Show that the [4 + 4] cycloaddition of two butadiene molecules to give cycloocta1,5-diene is thermally forbidden but photochemically allowed