Chem 322 - Ch 10

Front 1

The major factor that decreases the yields of SN2 reactions is _______________

Back 1

competing elimination reactions

Front 2

Elimination can often be decreased by _______________

Back 2

decreasing the basicity of the nucleophile

Front 3

If the leaving group is attached to a 2° carbon, yields are still acceptable for nucleophiles that are ______________

Back 3

weakly basic (conjugate acids are strong)

Front 4

Alcohols can be prepared from alkyl halides using _______________

Back 4

water or hydroxide ion (HO-) as the nucleophile

Front 5

A reaction in which the nucleophile is also the solvent is called _____________

Back 5

solvolysis

Front 6

True or False: The reaction of HO- with 2° alkyl halides gives poor yields of the substitution product.

Back 6

True

Front 7

True or False: The reaction of HO- with 2° alkyl halides gives satisfactory yields of the substitution product.

Back 7

False. The reaction of HO- with 2° alkyl halides gives poor yields of the substitution product because hydroxide ion, a strong base, causes too much elimination.

Front 8

Ethers can be prepared by using a(n) ______________

Back 8

alcohol or its conjugate base as the nucleophile.

Front 9

When an alkoxide is used to make an ether, it is called a(n) ________________

Back 9

Williamson ether synthesis

Front 10

alkoxide ions are not used with 2° or 3° substrates because ______________.

Back 10

too much elimination occurs