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Question 6 - 10 pts. Homework • Unanswered When (cis)-1-bromo-2-methylcyclohexane is treated with methanol and heat,...
8) When 1-bromo-2 methylcyclohexane is treated with methanol and heat, four different products are formed- two by substitution and two by elimination. Provide plausible mechanisms for each product (individually). (5 pts each) OCH3 CH3 CH2 CH3 CH3 OCH3
(a) When cis-1-bromo-2-methylcyclohexane undergoes an E2 reaction, two products (cycloalkenes) are formed. What are these two cycloalkenes, and which would you expect to be the major product? Write conformational structures showing how each is formed. (b) When trans-1-bromo-2-methylcyclohexane reacts in an E2 reaction, only one cyclo- alkene is formed. What is this product? Write conformational structures showing why it is the only product.
2. When (1R, 2R)-1-bromo-2-methylcyclohexane reacts with lithium methoxide in methanol, both substitution and elimination reactions occur to produce three unique products. What are the structures of the three products produced by this reaction? sepenbare CHOLE сно CH3 3. When (R)-3-mesyl-3-ethyloctane reacts with potassium hydroxide in aqueous THF elimination occurs to produce three unique alkene products. What are the structures of the three products produced by this reaction? MsOCH.CH HOK THF/H20 4. When (S)-2-fluoro-2-iodobutane reacts with hydroxide ion in aqueous THF,...