You modified a workup from a multi-step synthesis, making the compound below. The crude compound is then dissolved in CH₂Cl₂. After that you extract with H₂O x 2, NaOCI x 2, water and then brine, then the organic layer was dried by Na₂SO4. OH Upon evaporation of your dichloromethane solution, you find your yield of alcohol Is close to 0%. Assume that you had performed the reaction and extractions well (i.e. you didn't spill anything or pick up the wrong layer). Why was your yield of product so low?

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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You modified a workup from a multi-step synthesis, making the compound
below. The crude compound is then dissolved in CH₂Cl₂. After that you
extract with H₂O x 2, NaOCI x 2, water and then brine, then the organic layer was
dried by Na₂SO4.
OH
Upon evaporation of your dichloromethane solution, you find your yield of alcohol
Is close to 0%. Assume that you had performed the reaction and extractions well
(i.e. you didn't spill anything or pick up the wrong layer).
Why was your yield of product so low?
Transcribed Image Text:You modified a workup from a multi-step synthesis, making the compound below. The crude compound is then dissolved in CH₂Cl₂. After that you extract with H₂O x 2, NaOCI x 2, water and then brine, then the organic layer was dried by Na₂SO4. OH Upon evaporation of your dichloromethane solution, you find your yield of alcohol Is close to 0%. Assume that you had performed the reaction and extractions well (i.e. you didn't spill anything or pick up the wrong layer). Why was your yield of product so low?
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