The valuable polymer polyurethane is made by a

Chapter , Problem 18.94

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The valuable polymer polyurethane is made by a condensation reaction of alcohols (ROH) with compounds that contain an isocyanate group (RNCO). Two reactions that can generate a urethane monomer are shown here: RNH2 CO2 Cl Cl C O + R N C O R N C O R N H C O ROH OR + 2 H2O + RNH2 (i) (ii) + R N C O R N C O R N H C O ROH OR + 2 HCl + (a) Which process, i or ii, is greener? Explain. (b) What are the hybridization and geometry of the carbon atoms in each C-containing compound in each reaction? (c) If you wanted to promote the formation of the isocyanate intermediate in each reaction, what could you do, using Le Chteliers principle?

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