Answer the following about oxidizing propylene, for 10 points each.
[10m] [read slowly] Propylene undergoes hydroboration-oxidation by reacting with borane and then alkaline hydrogen peroxide. What organic compound is formed by the anti-Markovnikov addition? You have 10 seconds.
ANSWER: propanol [or 1-propanol or propan-1-ol; or n-propanol; or propyl alcohol; reject “isopropanol” or “2-propanol”]
[10e] Reacting propylene with benzene forms cumene, which oxidizes in air to form acetone and this compound, the hydroxyl derivative of benzene.
ANSWER: phenol [or carbolic acid; or phenolic acid; or benzenol]
[10h] Propylene can be directly oxidized to propylene oxide by titanium silicate through this mechanism. In this ubiquitous mechanism, a gas adsorbed to a transition metal oxide is attacked by a lattice oxygen, and then ambient oxygen adsorbs to regenerate the catalyst.
ANSWER: Mars-van Krevelen mechanism [or MvK mechanism; accept Mars-Maessen mechanism; prompt on Mars]
<S, Chemistry>