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The reaction of HCN and a, B-unsaturated carbonyl compounds can proceed by direct addition to the carbonyl group or by conjugate addition to the olefin.
The reaction of HCN and a, B-unsaturated carbonyl compounds can proceed by direct addition to the carbonyl group or by conjugate addition to the olefin. The reaction mechanisms of the two pathways are as follows. CN (E) H HO CN (CH) (RO) CN NC NC (En) (Ket) When the reaction is run with excess HCN at 40C for an extended period, the concentrations of starting material (E), cyanohydrin (CH), and ketone (Ket) evolve in a batch system as shown. 0.9 (E) 0.8 0.7 HO CN (CH) 0.6 NC Concentration (mdel) 0.5 (Ket) 0.4 0.3 0.2 0.1 0 0 10 40 50 20 30 Time (min) Use the steady-state hypothesis to develop an expression for the rate of CH production/ consumption as a function of measurable process variables. (Clearly define rate coefficients for the forward and reverse steps of each reaction as part of your solution.) You may assume that the concentrations of H* and CN are known quantities. State all assumptions, and simplify your expression to demonstrate thermodynamic consistency with the overall reaction: E + CN- + H+ CH
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