Alkene Properties Flashcards
structure & bonding
1 sigma bond
1 pi bond
double bond shorter and stronger than single bond
sp2 hybridized / planar bond angle
120º
info about pi bond
weaker than sigma
will do the chemistry by acting as Nu
restricts rotation
electronegativity
alkene more EN than an alkane b/c sp2 is e- withdrawing
slightly polar bonds
cis vs. trans polarity
cis is slightly polar
trans is non-polar b/c dipole cancels
HOMO / LUMO
HOMO donates e-
LUMO accepts e-
cis / trans geometric isomers
diastereomers of each other
stability order of alkenes
more substituted > trans > cis
bp/mp
BP: Cis > Trans b/c dipole
MP: Trans > Cis b/c trans stacks better (solid like)
pka
alkene ~ 44 (more acidic)
alkane ~ 50 (less acidic)
sp2 holds (-) closer to nucleus so can stabilize conj. base better