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- Rank the following dienes in order of increasing reactivity in a Diels-Alder reaction.(a) A compound known to be a substituted cyclohexanone derivative has lamda max of 235 nm. Could this compound be a conjugated dienone? explain (b) (i)For this compound, how many nm must be accounted for by substituents? (ii) What are the substituents and the points of substitution that may occur having accounted for the 20nm?One step in the synthesis of dodecahedrane (Section 4.11) involves reaction of the tetraene C with dimethylacetylene dicarboxylate (D) to afford two compounds having molecular formula C16H16O4. This reaction has been called a domino Diels–Alder reaction. Identify the two products formed.
- Rank the following dienes from most reactive to least reactive in a Diels–Alder reaction:Chemistry Give the products of the reaction of 1 mole of 2-methy1-1,3-pentadiene with 1 mole of HBr. Whichproduct(s) will predominate if the reaction is under kinetic control? Which products) will predominateif the reaction is under thermodynamic control?Rank the following dienes in order of their reactivity in standard Diels-Alder reactions (1= most reactive, 4= least reactive). Be sure to briefly explain your choices.
- Organotin compounds play a significant role in diverse industrial applications. They have been used as plastic stabilizers and as pesticides or fungicides. One method used to prepare simple tetraalkylstannanes is the controlled direct reaction of liquid tin(IV) chloride with highly reactive trialkylaluminum compounds, such as liquid triethylaluminum (Al(CzHs)3). 3SnCl4 + 4Al(C2H5)3 → 3Sn(C2H5)4 + 4AlCl3 In one experiment, 0.160 L of SnCl4 (d= 2.226 g/mL) was treated with 0.346 L of triethylaluminum (Al(C2H5)3); d = 0.835 g/mL). What is the theoretical yield in this experiment (mass of tetraethylstannane, Sn(C2H5)4)? If 0.257L of tetraethylstannane (d= 1.187 g/mL) were actually isolated in this experiment, what was the percent yield?Give major products for 1,2-/1,4-additions (A) Diels-Alder (B-D) cycloadditions [2+2] cycloadditions , and Retro-Diels-Alder (E) cycloaddition. Illustrate the regiochemistry and stereochemistry (me so, enatiomer., exo or Endo) for cycloadditions B-D?Draw and discuss the mechanism (with arrows to show electron movements) of the Diels-Alder reaction between anthracene and maleic anhydride. Draw the orientation and phases of the reacting p-orbitals showing how they overlap in a “suprafacial” geometry to form product