Question 2 theoretical yield Draw the overall Crossed-Cannizzaro reaction equati

Question

Question 2 theoretical yield Draw the overall Crossed-Cannizzaro reaction equation (not the mechanism). Use the hydrate (1,1-diol) of formaldehyde, CH(OH)_2 as the active reagent. Draw the hydride transfer mechanistic step of the reaction process. In words: the dianion of Formalin breaks-H leaves as a hydride ion [H:-] that acts as a nucleophile to add (1,2-Ad_n) to the polar C = O group of p - chlorobenzaldehyde. This transfer forms a new C-H bond to give the conjugate base of p-chlorobenzyl alcohol. Your mechanism should have a total of three double-headed curved arrows to represent the flow of six electrons. Show the calculation of the theoretical yield. Provide which reagent or starting material is the limiting reagent.

Explanation / Answer

p-chlorobenzaldehyde + CH2(OH)2 ----> cannizzaro product

reaction is a 1 : 1 ratio between the reactants

140.567 g of p-Cl-benzaldehyde + 62.0678 g of CH2(OH)2 ---> 142.583 g of alcohol product

since mass of p-Cl-benzaldehyde is higher in reaction, this would be the limiting reagent [with equal amounts of starting materials].

Theoretical yield starting with 140.567g of starting material would be 142.583 g of product.

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