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Treatment of ( R )-2-fluorobutane ( 1 ) under typical radical chlorination condi

ID: 891838 • Letter: T

Question

Treatment of (R)-2-fluorobutane (1) under typical radical chlorination conditions gives several monochlorinated products, including 4 and 5. Which reaction coordinate diagram best matches the energy profile of the 3 + 2 –> 4 + 5 + 6transformation? [Note that the black, solid reaction coordinate corresponds to the formation of products 4/6, whereas the grayed, dotted reaction coordinate corresponds to the formation of products 5/6.]

2 Cl2-HCI 2 Cl2 + Cl. hv CI 3 5 2, 3 2, 3 4, 6 4, 5, 6 reaction coordinate reaction coordinate 2, 3 2,3 4, 6 4, 5, 6

Explanation / Answer

Option b) is correct because (5) is more stable than (4) as it is having trans form of two substituent groups.

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