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In the 2015 DAT DESTROYER Q. 27
This question requires you to determine the most stable Newman, and I get that the answer is E bc the Gauche interactions between Br-Br isn't as reactive as Br-CH3, but in the solution it says that between B and D (eclipsed models), B. is MOST UNSTABLE (Br-Br close proximity to each other). Considering the reasoning behind the gauche interactions of Ch3 and Br, why doesn't this apply for the eclipsed conformation of answer choice D (CH3 and Br close proximity). I would think D would be the most unstable since the 2 atoms are larger interactions. Can anyone clarify? Thank you!
This question requires you to determine the most stable Newman, and I get that the answer is E bc the Gauche interactions between Br-Br isn't as reactive as Br-CH3, but in the solution it says that between B and D (eclipsed models), B. is MOST UNSTABLE (Br-Br close proximity to each other). Considering the reasoning behind the gauche interactions of Ch3 and Br, why doesn't this apply for the eclipsed conformation of answer choice D (CH3 and Br close proximity). I would think D would be the most unstable since the 2 atoms are larger interactions. Can anyone clarify? Thank you!