Draw a reaction mechanism illustrating the transition state structure and stereochemistry of the resulting product (if any). a. (R)-2-bromobutane + -OCH3 → (SN2) b. (S)-3-bromo-3-methylhexane + methanol → (SN1) c. 2-Chloro-2-methylhekxane + -OH → (E1

Draw a reaction mechanism illustrating the transition state structure and stereochemistry of the resulting product (if any). a. (R)-2-bromobutane + -OCH3 → (SN2) b. (S)-3-bromo-3-methylhexane + methanol → (SN1) c. 2-Chloro-2-methylhekxane + -OH → (E1

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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Question

Draw a reaction mechanism illustrating the transition state structure and stereochemistry of the resulting product (if any).
a. (R)-2-bromobutane + ^-OCH₃ → (S_N2)
b. (S)-3-bromo-3-methylhexane + methanol → (S_N1)
c. 2-Chloro-2-methylhekxane + ^-OH → (E1)

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