Alkynes Flashcards
Oxymercuration forms
Ketones
Why are asymmetrical internal alkynes not useful for synthesis?
Form mixture with similar polarity and molecular weight so are hard to separate
pKa of terminal alkenes
25
How to form alkynyl anion
NaNH2, organolithium or Grignard
Alkyne with H2 Pd/C forms
Alkanes
Alkyne with H2 and lindlar catalyst forms
Cis alkenes
Alkyne with Na and liquid NH3 forms
Trans alkenes
Why is lindlar cis selective
2 H atoms bound to catalyst so delivered simultaneously to alkyne and poisoned so stops at alkene
Why is Na and liquid NH3 trans selective
Steric
Reduction of alkynes when there’s a hydroxyl or ether group
Use RedAl or LiAlH4
When does an alkyne become electrophilic
When there’s a C=O next to it