Organic Functional Groups Flashcards
Why are alkenes reactive
Reactive due to being electron rich, pi electrons above and below the plane of c=c bond ate more weakly held than sigma bond
Carbon stability (how is a carbocation stable)
The more C’s around cation the more stable it is.
The more H’s around cation the more reactive it is.
They are stabilised by electron density of neighbouring carbon atoms
Properties of alkenes
Poor water solubility
Reactive as they are prone to oxidation=shorter shelf life
Important for medicinal chem as they form E/Z isomers which exert different biological properties
Alkenes - alkanes
Hydrogen and palladium catalyst
Alkenes- Z-1,2-diols
Potassium permanganate and water
The permanganate adds across double bond to form unstable intermediate, which reacts with water to generate the diol
Alkene- E-1,2-diols
Peryoxyacids (RCO3H) oxidation
Peroxyacid converts alkene into an epoxide which reacts with water on the opposite side of the ring
Alkene- carbonyl compounds
Ozone
Breaks the double bond, into 2, forms ketones/aldehydes
Breaks the sigma and pi bond at the same time
Alkenes- haloalkanes
Halogens (cl2) or hydrohalides
Opposite sides of molecule
Alkene synthesis
Alcohol dehydration ( high tems, conc H2SO4)
Wittig reaction - PH3P-R