Lecture 9: Chemistry of Haloalkanes (Elimination Reactions)

Question 1

types of elimination reactions

Answer 1

E1 & E2

Question 2

what is reactant with haloalkane?

Answer 2

Base

Question 3

what is a base

Answer 3

base is negatively charged that accepts protons

Question 4

give general equation of haloalkane + base

Answer 4

haloalkane + base —-> alkene + HB(base) + X-

Question 5

E1 mechanism steps

Answer 5

1. CX bond to X
2. carbocation formed
3. base attacks hydrogen attached to carbon next to carbocation
4. C-H bond to C-C bond

Question 6

E2 mechanism steps

Answer 6

1. base attacks H attached to carbon next to HX
2. C-H bond to C-C bond
3. Cx bond to X

Question 7

when is e1 more favored

Answer 7

tertiary carbocation

Question 8

in e1, what is the major product?

Answer 8

most substituted one

Question 9

when is elimination favored more

Answer 9

1. tertiary haloalkane
2. strong bases/ bulky groups with (-) charge
3. higher temperatures

Question 10

when is substitution favored more

Answer 10

1. primary haloalkane
2. strong nucleophiles (CN-, RS-, NH2)