When 1,4-dimethylcyclohepta-1,3-diene is treated with HBr at elevated temperature, the 1,2-adduct predominates, rather than 1,4-adduct. Explain this result. HBr 40°C Br
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- When Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% ofproduct A and 40% of product B. When the same reaction takes place at 60 °C, theproduct ratio is 10% A and 90% B.Show why A predominates at -15 °C and B predominates at 60 °C.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)Rank these three intermediates from most stable to least stable.When 2-2-dimethylbutane undergoes free radical chlorination, four monohalogenated products are formed. Calculate the expected % yield of (R)-3-chloro-2,2-dimethylbutane.
- 1-Chloro-1,2-diphenylethane can undergo E2 elimination to give either cis- or trans-1,2-diphenylethylene (stilbene). Draw Newman projections of the reactive conformations leading to both possible products, and suggest a reason why the trans alkene is the major product.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.Benzene is one of the compounds used as octane enhancers in unleaded gasoline. It is manufactured by thecatalytic conversion of acetylene to benzene: 3C2 H2(g) ⇌ C6 H6(g). Which value of Kc would make this reactionmost useful commercially? Kc ≈ 0.01, Kc ≈ 1, or Kc ≈ 10. Explain your answer
- Given that the change in free energy between axial and equatorial chlorine is 0.52 kcal.mol-1 , what is the difference in energy between the two chair conformations of 1,2,3,5-tetrachlorocyclohexane?What is the percent of the most stable chair conformation in solution at 298K?The following ultraviolet absorption maxima have been measured: 1,3-Butadiene 217 nm 2-Methyl-1,3-butadiene 220 nm 1,3-Pentadiene 223 nm 2,3-Dimethyl-1,3-butadiene 226 nm 2,4-Hexadiene 227 nm 2,4-Dimethyl-1,3-pentadiene 232 nm 2,5-Dimethyl-2,4-hexadiene 240 nm What conclusion can you draw about the effect of alkyl substitution on UV absorption maxima? Approximately what effect does each added alkyl group have?Diels–Alder reaction of a monosubstituted diene (such as CH2=CH–CH=CHOCH3) with a monosubstituted dienophile (such as CH2=CHCHO)gives a mixture of products, but the 1,2-disubstituted product oftenpredominates. Draw the resonance hybrid for each reactant, and use thecharge distribution of the hybrids to explain why the 1,2-disubstitutedproduct is the major product.
- Explain [3,3] Sigmatropic Rearrangements ?Arrange the following reactions in order of increasing ΔrxnS and briefly explain your reasoning.a) S(s) + O2(g) ⟶ SO2(g)b) H2(g) + O2(g) ⟶ H2O2(ℓ)c) CO(g) + 3 H2(g) ⟶ CH4(g) + H2O(ℓ)d) C(s) + H2O(g) ⟶ CO(g) + H2(g)Arrange the following reactions in order of increasing ΔrxnS and briefly explain your reasoning. a) S(s) + O2(g) ⟶ SO2(g)b) H2(g) + O2(g) ⟶ H2O2(ℓ)c) CO(g) + 3 H2(g) ⟶ CH4(g) + H2O(ℓ)d) C(s) + H2O(g) ⟶ CO(g) + H2(g)