The following compound belongs to a class of compounds,

Chapter 1, Problem 1.75

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The following compound belongs to a class of compounds, called estradiol derivatives, which show promise in the treatment of breast cancer (Tetrahedron Lett. 2001, 42, 85798582): C C C C C C C C C C C C C C C C C HO C O C C C C Cc Cb H Ca H H H H H H H H H H H H H H H H H H H H H H H H H H (a) Determine the hybridization state of Ca, Cb, and Cc. (b) Determine the H!Ca!Cb bond angle. (c) Determine the Ca!Cb!Cc bond angle. (d) Cb exhibits two p bonds: one to Ca, and the other to Cc. Draw a picture of Ca, Cb and Cc that shows the relative orientation of the two different p orbitals that Cb is utilizing to form its two p bonds. Also show the p orbitals on Ca and Cc that are being used by each of those atoms. Describe the relative orientation of the p orbitals on Ca and Cc.

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