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- Predict the product and provide an arrow-pushing mechanism for the following reactionsPredict the product and provide an arrow pushing mechanism for the following reactions.Predict the major products of the following reactions.(a) toluene + excess Cl2 (heat, pressure)(b) benzamide (PhCONH2) + Na (liquid NH3, CH3CH2OH)(c) o@xylene + H2 (1000 psi, 100 °C, Rh catalyst)(d) p@xylene + Na (liquid NH3, CH3CH2OH)(e) O2,7-dimethoxynaphthaleneCH3 OCH3 excess LiNH3(l)/THF(CH3)3COH
- Predict the product of the following reaction and classify the reaction. Pb(NO3)2+FeSO4--->PbSO4+________When 5-bromo-1-pentanol is treated with sodium hydride in diethyl ether, the product is analyzed to be C5H10O. Propose a likely structure for this product, suggesting a reasonable mechanistic pathway for its formationWhat is the missing reagent needed to perform the following transformation (assume mildly acidic catalysis)? a) CH3OH b) CH3COOH c) H2O d) CH3OCH3
- When the compound shown below undergoes acid-catalyzed dehydration, a ring expansionoccurs to give the fused-ring product. What type of intermediate is formed in this reaction?Explain the ring expansion in terms of the reaction mechanismPredict the major product formed when 2-bromobutane is subjected to dehydrobromination using sodium ethoxide in ethanol at 55°CThe sex pheromone of the common house fly has the molecular formula C23H46. It can be synthesized in the lab using the following synthetic sequence. Give the structures of the pheromone and the intermediates A and B. n-C13H27C≡CH + n-butyl lithium → A (C15H27Li) A + n-C8H17Br → B (C23H44) B + H2 with Lindlar catalyst → the pheromone
- The following bicyclic ketone has two -carbons and three -hydrogens. When this molecule is treated with D2O in the presence of an acid catalyst, only two of the three -hydrogens exchange with deuterium. The -hydrogen at the bridgehead does not exchange. How do you account for the fact that two -hydrogens do exchange but the third does not? You will find it helpful to build models of the enols by which exchange of -hydrogens occurs.A certain hydrocarbon, C7H10, yields the two products shown below upon oxidative cleavage with KMnO4/H3O+ . Deduce the structure of the hydrocarbon.Benzene, C6H6 undergoes substitution reaction with concentrated nitricacid, HNO3 to produce compound L. The reaction of compound L withbromine, Br2 in the presence of iron tribromide, FeBr3 produced compoundM. Benzene also undergoes Fridel-crafts alkylation reaction withchloroethane, CH3CH2Cl using catalyst N to produce compound P (i) Draw the structural formula of L, M and P (ii) State catalyst N. (iii) Show the formation of electrophile that will be reacted with benzene for theformation of compound P.
