Chapter 11: 46bE (page 350)
Which reaction in each of the following pairs would you expect to be faster?
(b) Thedisplacement byon bromoethane or on bromocyclohexane
Short Answer
Bromoethanebromocyclohexane
Chapter 11: 46bE (page 350)
Which reaction in each of the following pairs would you expect to be faster?
(b) Thedisplacement byon bromoethane or on bromocyclohexane
Bromoethanebromocyclohexane
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(a)
(b)
Question: (R)-2-Bromooctane undergoes racemization to give ()-2-bromooctane when treated with NaBr in dimethyl sulfoxide. Explain.
Question: There are eight diastereomers of 1,2,3,4,5,6-hexachlorocyclohexane. Draw each in its more stable chair conformation. One isomer loses HCl in an E2 reaction nearly 1000 times more slowly than the others. Which isomer reacts so slowly, and why?
Question: The reactions shown below are unlikely to occur as written. Tell what is wrong with each, and predict the actual product.
c.
Question: Order each of the following sets of compounds with respect to reactivity:
c. CH3CH2 CH2OCH3 CH3CH2 CH2OTs CH3CH2 CH2Br
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