18.31 Aldehydes that have no a hydrogen undergo an intermolecular oxidation-reduction called the Cannizzaro reaction when the are treated with concentrated base. An example is the following reaction of benzaldehyde: oboros H HỌ OH 2 H₂O + (a) When the reaction is carried out in D₂O, the benzyl alcohol that is isolated contains no deuterium bound to carbon. It is CH-CH₂OD. What does this suggest about the mechanism for the reaction? (b) When (CH₂)₂CHCHO and Ba(OH)₂/H₂O are heated in a sealed tube, the reaction produces only (CH₂)2CHCH₂OH and [(CH3)2CHCO₂]₂Ba. Provide an explanation for the formation of these products.

18.31 Aldehydes that have no a hydrogen undergo an intermolecular oxidation-reduction called the Cannizzaro reaction when the are treated with concentrated base. An example is the following reaction of benzaldehyde: oboros H HỌ OH 2 H₂O + (a) When the reaction is carried out in D₂O, the benzyl alcohol that is isolated contains no deuterium bound to carbon. It is CH-CH₂OD. What does this suggest about the mechanism for the reaction? (b) When (CH₂)₂CHCHO and Ba(OH)₂/H₂O are heated in a sealed tube, the reaction produces only (CH₂)2CHCH₂OH and [(CH3)2CHCO₂]₂Ba. Provide an explanation for the formation of these products.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

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Problem 78AP: Melamine, used as a fire retardant and a component of the writing surface of white boards, can be...

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Ethyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l). The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 8.50 gof butanoic acid and excess ethanol? Express your answer in grams to three significant figures.
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