what type of hydrohalogenation involves HBr
hydrobromination
what would happen if a different halogen was bonded to hydrogen/a different alkene was used
the mechanism steps would be excatly the same, only that a different product would be formed
draw the reaction mechanism for the hydrobromination of propene
1) what causes a permanent dipole in HBr
differences in electronegativity between atoms, Br is very electronegative compared to hydrogen
2) what happens to electrons in the H-Br bond
Br attracts the shared electrons closer to itself, making H δ+(electron deficient) and Brδ- (electron rich)
3) what does Hδ+ do and what happens at the same time
it acts as an electrophile. The electron pair from the Pi bond attacks Hδ+ . At the same time, the electron pair in the H-Br bond moves entirely onto Brδ-, causing the bond to break heterolytically
4) what happens to the carbon atoms in the C=C bond
one carbon in the C=C bond forms a bond with hydrogen, the other one becomes a carbocation
5) what is now formed
an intermediate containing a carbocation is formed, a _______ ion
6) what happens to Brδ-
Brδ- becomes a bromide ion adn acts as a nucleophile, attacking the carbocation in the ______ ion
7) what product forms
1-bromopropane or 2-bromopropane
which one is the product
under standard conditions, 2-bromopropane (Markinkovs rule)
whats Markinkovs rule
when HX adds to an unsymetrical alkene, the hydrogen atom bonds to the carbon with more hydrogen atoms(under standard conditions)
what type of electrophilic addition is Markinkovs rule for
hydrohalogenation
hydrohalogenation turns alkenes into
Haloalkanes