Chapter 9: Q63P (page 444)
What products (including stereoisomers, if applicable) are formed from the reaction of 3-bromo-3- methyl pentane:
a. with HO-?
b. with H2O?
Short Answer

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Chapter 9: Q63P (page 444)
What products (including stereoisomers, if applicable) are formed from the reaction of 3-bromo-3- methyl pentane:
a. with HO-?
b. with H2O?

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Draw the substitution and elimination products for the following reactions, showing the configuration of each product:
a. trans-1-chloro-2-methylcyclohexane + CH3O-
b. cis-1-chloro-2-methylcyclohexane + CH3O−
c. 1-chloro-1-methylcyclohexane + CH3O-
d. 1-chloro-1-methylcyclohexane + CH3OH
Fill in the squares in the following chemical equations:

Rank the following species in each set from best nucleophile to poorest nucleophile.

Draw the major product obtained when an alkyl halide in Problem 83 undergoes an E1 reaction.

Which of following ethers cannot be made by a Williamson ether synthesis?

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