Alkylation

Question 1

purpose

Answer 1

reaction of acetylide anion to extend the carbon-carbon chain

Question 2

3 ways

Answer 2

react with 1º alkyl halide (if 2º/3º you get E2)

addition reaction with carbonyl

Sn2-like base-catalyzed epoxide ring opening

Question 3

solvent used?

Answer 3

liquid NH3

ether, THF

Question 4

steps?

Answer 4

1) form acetylide anion first (NaNH2, NH3 (l) )
2) react with what you want to add the alkyne to
3) may need aqueous acid workup step

Question 5

carbonyl addition rxn

Answer 5

if adding alkyne to an aldehyde you get a 2º alcohol

if adding alkyne to a ketone you get a 3º alcohol