Bicyclo-2,5-heptadiene can be prepared in two steps from cyclopentadiene and vinyl chloride. Provide a mechanism for each step. heat C,H,ONa + CH,=CHCI C,H,OH CI Bicyclo-2,5-heptadiene
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- C=CH H20, H2SO4 H9SO4 CH3 Alkynes do not react directly with aqueous acid as do alkenes, but will do so in the presence of mercury(II) sulfate as a Lewis acid catalyst. The reaction occurs with Markovnikov regiochemistry, so the OH group adds to the more highly substituted carbon and the H adds to the less highly substituted carbon. The initial product of the reaction is a vinyl alcohol, also called an enol. The enol immediately rearranges to a more stable ketone via tautomerization. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H-OH HO: Hjö: C=CH c=CH Hö Hg HgWhat is the predicted product of the alkylation of benzene with CH3-Cl (catalyst FeC13)?chlorobenzenemethyl benzene (toluene)1,2,3-trichlorobenzene( cyclohexene(1-chloro-1ethvlbenzeneWhen an unsymmetrical alkene such as propene is treated with N-bromosuccinimide in aqueous dimethyl sulfoxide, the major product has the bromine atom bonded to the less highly substituted carbon atom. Is this Markovnikov or non-Markovnikov orientation? Show its reaction mechanism. OH Brz, H,O CH;CH=CH, CH;CHCH,Br What products would you expect from oxymercuration-demercuration of 1-hexene? Show the reaction mechanism. 1.Hg(AOc), H,0 CH;CH,CH,CH,CH=CH; 2. NaBH, hex-1-ene
- Consider the following mechanism of reaction: CH3 CH, CH3 CH;C CH, + H-CI CH;CCH, + C: → CH;CCH, tert-butyl cation CI tert-butyl chloride In this reaction: The alkene and the carbocation intermediate are both nucleophilic HCl and CI" are both nucleophilic The alkene and HCI are both electrophilic The carbocation and CI" are both electrophilic The alkene and CI" are both nucleophilic AMeving to another question will save this responseWhat reagents are needed to convert 1-ethylcyclohexene into (a) 1-bromo-2ethylcyclohexane; (b) 1-bromo-1-ethylcyclohexane; (c) 1,2-dibromo-1-ethylcyclohexane?Questão 10A certain hydrocarbon had the molecular formula C16H26 and contained two triple bonds. Ozonolysis resulted in CH3(CH2)4CO2H and HO2CCH2CH2CO2H as the only products. What is the reasonable structure for this hydrocarbon? Hexadec-6,10-dino undec-1,5-dino Hept-1,5-dino hex-1,5-dino nah
- What are the starting reactants for the following reaction? 4 X = cyclohexa-1,3-diene; Y = ethyl acrylate X = cyclopenta-1,3-diene; Y = acrylaldehyde X = cyclohexa-1,3-ene; Y = ethyl acrylate X = hexa-1,3-diene; Y = ethyl propiolate CO₂C₂H5The most stable carbocation among the following is CH,O · CH, CH, - CH, NO, CH, CH,When the alkene A was treated first with Hg(OAc)2 in MeOH and second with NaBH4 the product was the ether B. Using curved arrows please give the mechanism for the first step of (Hg(OAc)2 in MeOH) this reaction, including any regioselectivity or stereoselectivity. H3C 1. Hg(OAc)2, MeOH H3C O-CH3 =CH2 ✓ -CH3 H3C 2. NaBH H3C A B
- An alkene having the molecular formula C5H10 is treated sequentially with ozone (O3) and zinc/acetic acid to give the product/s shown. H3C O CH3CHCH + H. Draw a structural formula for the alkene. You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. In cases where there is more than one answer, just draw one. P opy aste [* Previous NextDraw an approximate reaction-energy diagram showing the curves for the two possible pathways for ionic addition of HBr to 1-methylcyclohexene. (a) Formation of the major product, 1-bromo-1-methylcyclohexane, and (b) formation of the minor product, 1-bromo-2-methylcyclohexane. Point out how these curves show that 1-bromo-1-methylcyclohexane should be formed fasterChlordane, like DDT, is an alkyl halide that was used as an insecticide for crops such as corn and citrus and for lawns. In 1983, it was banned for all uses except against termites, and in 1988, it was banned for use against termites as well. Chlordane can be synthesized from two reactants in one step. One of the reactants is hexachlorocyclopentadiene. What is the other reactant?
