Ketones and Aldehydes

Question 1

What reagents?

terminal alkyne –> ketone

Answer 1

HgSO4
———->
H2SO4
H+

*keto enol tautomerization

Question 2

What reagents?

terminal alkyne –> aldehyde

Answer 2

BH3*THF
————>
H2O2, NaOH

Question 3

Predict the products

molecule w/ 2 ethers at carbon + H+

Answer 3

• split ethers off
• make center carbon a ketone
• make O’s into OH’s

Question 4

draw wittig mechanism

Answer 4

pph3
buli
benaldehdye

*don’t forget! will favor trans because hinderance