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Chapter 9: Q53P (page 437)

What products are formed from the following reactions?

Short Answer

Expert verified

The products are given below,

b)

Step by step solution

01

Estimation of product

a) In case of the 1st reaction, CH3O- is strong base, so it will undergo substitution through SN2 mechanism to produce inverted product and also undergoes elimination reaction through E2 mechanism.

b) In case of the 2nd reaction, and the base is weak, E1 among elimination and SN1 among substitution reaction occur. SN1 produces two racemic mixtures.

SN1 reaction

E1 reaction

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Most popular questions from this chapter

a. What is the major product obtained when each of the following compounds undergoes an E2 reaction with methoxide ion ? Show the configuration of the product.

b. Does the product obtained depend on whether you start with the R or S enantiomer of the reactant?

Explain why only a substitution product and no elimination product is obtained when the following Compound reacts with sodium methoxide:

Which compound is more reactive in an SN1 reaction? In each case, you can assume that both alkyl halides have the same stability.

Methoxychlor is an insecticide that was intended to take DDT鈥檚 place because it is not as soluble in fatty tissues and is more readily biodegradable. It, too, can accumulate in the environment, however, so its use was also banned鈥攊n 2002 in the European Union and in 2003 in the United States. Why is methoxychlor less soluble in fatty tissues than DDT?

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鈭�

c. 1-chloro-1-methylcyclohexane + CH3O-

d. 1-chloro-1-methylcyclohexane + CH3OH
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