an instructor will demonstrate how quickly turpentine (paint thinner, a ~2:1 mixture of alpha and beta pinene) reacts with iodine (12) to give a large exotherm. Draw a curvy arrow- pushing mechanism that shows the formation of one SN1 substitution product and one E1 elimination product. Keep in mind that the bottom side of the alkene, as drawn, is less hindered! y no solvent ? (mix of Unimolecular Substitution & Elimination products) fast, exothermic a-pinene II H3C. CH3 CH3

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter27: Biomolecules: Lipids
Section27.SE: Something Extra
Problem 47AP: Cembrene, C20H32, is a diterpenoid hydrocarbon isolated from pine resin. Cembrene has a UV...
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an instructor will demonstrate how quickly
turpentine (paint thinner, a ~2:1 mixture of
alpha and beta pinene) reacts with iodine (12)
to give a large exotherm. Draw a curvy arrow-
pushing mechanism that shows the formation
of one SN1 substitution product and one E1
elimination product. Keep in mind that the
bottom side of the alkene, as drawn, is less
hindered!
2 no solvent
? (mix of Unimolecular Substitution & Elimination products)
fast,
exothermic
a-pinene
II
H3C.
CH3
CH3
Transcribed Image Text:an instructor will demonstrate how quickly turpentine (paint thinner, a ~2:1 mixture of alpha and beta pinene) reacts with iodine (12) to give a large exotherm. Draw a curvy arrow- pushing mechanism that shows the formation of one SN1 substitution product and one E1 elimination product. Keep in mind that the bottom side of the alkene, as drawn, is less hindered! 2 no solvent ? (mix of Unimolecular Substitution & Elimination products) fast, exothermic a-pinene II H3C. CH3 CH3
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