CHsН,сНо,досн,сн,н-сн,cоComplete the following reaction by filling in the necessary reagents. 62.1)2)Br3)When HOCH2CH2 CH2 CH2COCH2CH2CH2CH2OH is heated in the presence of an3.acid catalyst, a reaction occurs. This product has the formula C9H 1 602. Provide thestructure of this product. 5

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Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter10: Organohalides

Section10.SE: Something Extra

Problem 19MP: The formation of Br2 from NBS first involves the reaction of NBS with HBr to form an iminol...

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The formation of Br2 from NBS first involves the reaction of NBS with HBr to form an iminol intermediate and molecular bromine. The intermediate then undergoes acid-catalyzed tautomerism to form succinimide, the byproduct of the reaction. Propose a curved-arrow mechanism for the conversion of NBS into succinimide that also accounts for the formation of Br2.
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Identify compounds A, B, and C. a. Compound A has molecular formula C8H12 and reacts with two equivalents of H2. A gives HCOCH2CH2CHO as the only product of oxidative cleavage with O3 followed by CH3SCH3. b. Compound B has molecular formula C6H10 and gives (CH3)2CHCH2CH2CHCH3 when treated with excess H2 in the presence of Pd. B reacts with NaNH2 and CH3I to form compound C (molecular formula C7H12).
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