Question

Please help! For the reaction in step 2, how do i find the theoretical yield of the product for this reaction? 0.07 moles of the reactant (ethyl acetoacetate ethylene ketal) was used. What is that keto alcohol product (circled) called? what is the molar mass of that circled product?? thank you!!

(TsOH) as catalyst. . Check your organic textbook for the mechanism- acid-catalvzed addition of alcohol to aldehydes or ketones to form acetals or ketals. The ketone carbonyl, significantly more reactive than the ester carbonyl, will react more rapid the ethylene glycol. Formation of the ketal involves an equilibrium in which water is one of the products. The equilibrium can be shifted to favor the product by removing the water as it is formed (Le Chatelier's principle). A Dean-Stark apparatus is used to accomplish this. See glassware appendix for an illustration of this apparatus. онон + H2O OCH2CH3 TsOH, toluene, A OCH2CH3 Step2 - Grignard addition to the ester. Once the reactive ketone moiety has been protected, the less reactive ester group can be modified. The ester is reduced by a Grignard reaction using p to produce the corresponding tertiary alcohol (2). gnesium bromide 1. ether oCH2CH3 2. NH4CI(ad) 2 Step3 - Deprotection of ketone. Removal of the ketal protecting group by hydrolysis with acid pro he ketone functionality is restored to the molecule now because the ketone will not rea during the last step of the sequence (step 4 below). The mechanism for deprotection essentially the reverse of that for step 1. Now we can use TLC with UV detection to analyze our reaction because we have aromatic rings in our product. alcohol (3).

Answer 1

MW = 174.20 weight/Molecular weight = 0.07 MW = 284.36 n, w = 0.07 times 174.2 = 12.194 gm Theoretically product will form 100% So, weight of the product = 284.36/174.2 times 12.194 = 19.9 gm Name 2 - (2 - methyl - 1, 3 - dioxolan - 2 - yl) - 1, 1 - diphenyl ethane - 1 - 01 Molar mass = 284.36