3. It has been shown that there is an important stereoelectronic requirement for an anti-periplanar relationship between the leaving group and the B-hydrogen during an E2 elimination. Predict the structure of the main product of the dehydrobromination of trans-2-bromomethylcyclohexane using alcoholic potassium hydroxide. For full credit, show the starting material and the structure of the main product.
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- Electrophilic nitration of benzoic acid gives almost exclusively 3-nitrobenzoic acid. By drawing the appropriate resonance forms of the intermediate cations resulting from attack of [NO2]+, explain this result.Draw the structure of the desired dibromide product H. ) Propose a reasonable arrow-pushing mechanism for formation of the byproduct I.Use your mechanism to justify the stereochemistry in molecule Imost of the additions of bromine to double bonds gave entirely antistereochemistry. Explain why the addition to phenanthrene gives a mixture of synand anti stereochemistry. When the product from (c) is heated, HBr is evolved and 9-bromophenanthrene results.Propose a mechanism for this dehydrohalogenation.
- Hydrocarbon 10 and ester 12 react upon heating to give a cycloaddition product D. (i) Suggest a structure for product D and provide a curved arrow mechanism that accounts for its formation. (ii) Draw the molecular orbitals corresponding to the HOMO of 10 and the LUMO of 12 and show that these are of suitable symmetry for a concerted cycloaddition to take place. (iii) Use frontier molecular orbital theory to account for the observation that the formation of D is faster in the presence of AlCl3. please answer all thank youExplain the features of E1 reactions are worthy of note ?odine monochloride, ICI, is a reagent whose reactivity mirrors that of other dihalogens (X₂) with nucleophilic πt bonds. Using curved arrows to show the flow of electrons, draw a plausible mechanism for the following transformation. Make sure that your mechanism accounts for the correct stereoselectivity.
- ) Show that the [6 + 2] cyclization of hexa-1,3,5-triene with maleic anhydride is thermally forbidden but photochemicallyallowedThe reaction of one equivalent of hydrogen bromide with 1,3-butadiene gives product D and G via pathway 1 and 2 respectively. What is thermodynamic product?reaction of either 3-bromo-1-butene or (Z) -1-bromo-2-butene with water under SN1 condition yields the same product explain why
- a) Give the appropriate base for the above reaction and draw the resonance structures of the enolate ions derived from compound A. Then write the mechanism for the formation of the Dieckmann cyclized product B. b) If compound B above is reacted with NaBH 4 , draw the structure of the reduced product. Give a reason for your choice of product. c) Being a β-ketoester, B could undergo a 3-step synthesis involving alkylation, hydrolysis and decarboxylation reactions to yield the cyclopentanone, C. Write the outline synthesis for each step which include the appropriate regents and correct intermediate.1. Compound A, C9H12, absorbs 3 equivalents of H2 on catalytic hydrogenation over palladium catalyst to give B, C9H18. On the treatment with acidic KMnO4, compound A gives among other things, a ketone that was identified as cyclohexanone. On reaction with NaNH2 in NH3, followed by addition of iodomethane, compound A gives a new hydrocarbon C, C10H14. What are the structures of A , B and C?1.Describe the ozonolysis of alkenes 2.one mole of a hydrocarbon(A) reacts with one mole of beomine giving a dibromo compound C5H10Br2.Substance A on treatment with cold dilute kMnO4 solution forms a compound C5C12O2(C5H12O2) on ozonolysis A,gives equimolar quantities of propanone and ethanol.Deduce the structure of substance A.