Predict the organic product for the reaction. OH K₂Cr₂O7 H₂SO4 :ÖH acetone Select Draw Templates More Add four curved arrows to complete the intermolecular mechanism that forms the oxidized product. Note that potassium dichromate in acid is in equilibrium with the chromic acid used. H₂CrO4 nam co Select Draw Templates More ICH 0 : OH : 0:

Predict the organic product for the reaction. OH K₂Cr₂O7 H₂SO4 :ÖH acetone Select Draw Templates More Add four curved arrows to complete the intermolecular mechanism that forms the oxidized product. Note that potassium dichromate in acid is in equilibrium with the chromic acid used. H₂CrO4 nam co Select Draw Templates More ICH 0 : OH : 0:

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter10: Oxidation And Reduction

Section: Chapter Questions

Problem 4CTQ

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Predict the organic product for the reaction. OH K2Cr,07 H2SO4 acetone Incorrect Add three curved arrows to complete the intermolecular mechanism that forms the oxidized product. Note that potassium dichromate in acid is in equilibrium with the chromic acid used. :o : H. H2CrO4 :0 :
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THE MECHANISM: Step 1: In aqueous acid, the first step is proton transfer to the carbon-carbon double bond. H BOH H Hydronium ion RCH₂ R' Conjugate acid of ketone 1-Hexyne draw structure... +RCH= SÖH Enol Step 2: The conjugate acid of the ketone transfers a proton from oxygen to a water molecule, yielding a ketone. ¹H- H + :0: R' H Water H :O: +RCH- H Water 1. R'₂BH 2. H₂O₂, NaOH RCH₂ Ketone R' R' H Conjugate acid of ketone +ÖH + Hexanal H H-O: H Hydronium ion H
The accepted mechanism for a rearrangement reaction is shown below. "Q Ph (1) (ii) Ph Ph HO™ fast Ph Ph HO O™ slow Ph aufae .Ar² LOH HO™ fast Draw a curly arrow mechanism for this transformation. Sketch an energy profile for this reaction, showing approximate relative energies for the reactants, intermediates, transition states, and products. HQ Ph (iii) When DO™ was used as the reagent, the rate of product formation was same as for HO™. Explain why this result shows that the third step is fast and cannot be rate-determining. Ph (iv) Write the predicted rate equation for this mechanism, and show how it was derived. (v) The starting diketone may have two different aryl groups, as shown below. Propose a ¹³℃ labelling experiment that would allow you to distinguish which of the two aryl groups had migrated in this situation. OH AR²0- Ar¹ C C
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> College Of Agr, Eng & Science > School Of Chemistry & Physics > Westville > 2021 yTests and Quizzes > Organic Summative Test 2 30 September 2021 For the reaction of ethylchloride with sodium hydroxide via the SN2 mechanism, we get inversion of configuration because NAOH CH;CH2CI: Select one: O a. the reaction occurs in two steps with the formation of a transition state complex. O b. the leaving group leaves which allows the nucleophile to attack the alkyl halide. Oc. the leaving group leaves to form a transition state complex which favours inversion of configuration. o d. the nucleophile attacks the alkyl halide from the opposite side of the leaving group whilst the leaving group is attached. Clear my choice Next page & 8 R