Question

9. Identify each of the following molecules as aromatic, antiaromatic or nonaromatic. (For this problem, you may assume that each molecule can and will be planar, if that influences the analysis.) NUMBERS 10 and 11 are BIZZZZ-ONUSI (.e., bonus) 10. In learning about 1,2-vs. 1,4-addition to dienes, we discussed kinetic vs. thermodynamic control Apply what we learned in that discussion to the following reaction, with its reaction coordinate diagram shown to the bottom left. O K THF K B: + Where B is some anionic base HMPA Final products Correctly label the final products as A or B Correctly label A and Bas either the thermodynamic or kinetic product. If the rate-determining step is irreversible, which product will be the major product? Explain. Circle the anionic intermediate that forms fastest. Can you describe the type of base you might use to make that intermediate form faster than the other? Perhaps think about other reactions we've seen involving different base types.) 11. Here's a wild reaction that might actualy happen, but maybe not. (Raja came up with it.) There's a strange Propose a complete curved-arrow mechanism or the reaction shown List at least two factors in the mechanism (any part) that would disfavor formation of this product. Name one factor in the ring-contraction step of the mechanism that might explain why this would occur Ph

Answer 1

9) ation . cC b) C oahde Conjugat ** Planc) makcule Anti-Asom ec 4 (3) 12 No'r mus be lon) s hrucdure