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I need help with this question ASAP. Thanks CHALLENGE PROBLEMS 1.70 Epichlorohyd

ID: 1022546 • Letter: I

Question

I need help with this question ASAP. Thanks CHALLENGE PROBLEMS 1.70 Epichlorohydrin (1) is an epoxide used in the production of plas- tic, epoxy glues, and resins (reactions of epoxides will be discussed in Chapter 14). When epichlorohydrin is treated with phenol (2), two prod- ucts are formed and 40. At room temperature, these liquid products are difficult to separate from each other, but upon heating, these com- pounds are easily separated from one another Explain these observa tions (Totrahedron 2006, 62, 10968-10979). HO H

Explanation / Answer

The compound 4 which has an epoxide unit within it and the compound 3 whoch has an alcohol and a C-Cl bond in it have very different intermolecular interactions due to the presence of the alcohol and the chlorine the compound 3 can make hydrogen bond within itself so the boiling point of these two compounds 3 and 4 will be. So the approximate boiling point for 3 will be around 300 oC and for 4 it is around 245 oC due to these interaction which makes them separable by boiling.