Ch. 12 – Oxidation and Reduction (Week 6, Quiz 5) Flashcards
What does the addition of 2 hydroxy groups to an alkene form?
1-2-diols or glycol
What reagents give trans-1,2-diols when reacted with alkene?
1) mCPBA
2) H2O and (H2SO4 or NaOH)
What two steps occur in the anti addition of 2 hydroxy groups to an alkene?
1) epoxidation with mCBA
2) (acid or base)-catalyzed epoxide opening
In the anti addition of 2 OH groups to an alkene, what carbon is attacked on the epoxide by acid or base respectively?
acid = more sub'd carbon base = less sub'd carbon
T/F: Anti addition of 2 OH groups to an alkene forms enantiomers so a racemic mixture?
True
What reagents give syn-1,2-diols when reacted with an alkene?
option 1: KMnO4 and H2O, NaOH
option 2: OsO4 and NaHSO3, H2O
What type of mechanism is the syn addition of 2 OH groups to an alkene?
concerted reaction that forms a cyclic intermediate that then breaks down by hydrolysis
If a cis alkene does an anti addition and an trans alkene does a syn addition, what product(s) will form?
the same product will form
What does adding ozone and aqueous zinc to an alkene give?
carbonyl compounds
What are the two unstable intermediates that form when adding ozone and zinc to an alkene?
molozonide and ozonide
If an entire double bonds breaks, what parts of that bond also break?
all sigma and pi bonds
What reactants are needed for oxidative cleavage of alkynes?
ozone and water
What does ozonolysis of a terminal and internal alkyne give?
internal = carboxylic acids terminal = carboxylic acid and water
What are alcohols oxidized to give?
carbonyl compounds
What are two chromium-based oxidants that we will use?
CrO3 and PCC
