6. Determine whether each reaction occurs by an SN2, SNI, EI, and/or E2 reaction. Provide a detailed mechanism with curved arrows and the major product(s). NaSH DMF OMs NaOH H20, heat LDA Br DMF NaOH H2O, heat OH HBr OH H, H20 heat

6. Determine whether each reaction occurs by an SN2, SNI, EI, and/or E2 reaction. Provide a detailed mechanism with curved arrows and the major product(s). NaSH DMF OMs NaOH H20, heat LDA Br DMF NaOH H2O, heat OH HBr OH H, H20 heat

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter24: Carboxylic Acids & Derivatives

Section: Chapter Questions

Problem 17CTQ

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Question

6. Determine whether each reaction occurs by an SN2, SN1, EI, and/or E2 reaction. Provide
a detailed mechanism with curved arrows and the major product(s).
NASH
DMF
OMS
NaOH
H20, heat
LDA
Br
DMF
NAOH
H20, heat
OH
HBr
OH
H*, H20
heat

Expert Solution

Step 1

The higher the temperature, the more likely elimination occurs. The lower the temperature, the more likely substitution occurs

Step 2

Here, SH is a nucleophile and this is a substitution reaction.

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