Compounds X and Y are both C,H15CI products formed in the radical chlorination of 2,4-dimethylpentane. Base-promoted E2 elimination of X and Y gives, in each case, a single C,H14 alkene. Both X and Y undergo an SN2 reaction with sodium iodide in acetone solution to give C7H151 products; in this reaction Y reacts faster than X. What is the structure of X?
Compounds X and Y are both C,H15CI products formed in the radical chlorination of 2,4-dimethylpentane. Base-promoted E2 elimination of X and Y gives, in each case, a single C,H14 alkene. Both X and Y undergo an SN2 reaction with sodium iodide in acetone solution to give C7H151 products; in this reaction Y reacts faster than X. What is the structure of X?
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section9.7: Experimental Evidence For E1 And E2 Mechanisms
Problem 9.7P
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