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25 Cards in this Set

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Alkoxymercuration
Addition of mercury and an alkoky group to a double bond, usually by a solution of mercuric acetate in an alcohol, usually followed by sodium borohydride reduction to give an ether.

ALKENE--Hg(OAc)2/alcohol--NaBH4--ETHER
Alpha cleavage
the breaking of a bond between the first and second carbon atoms adjacent to the ether oxygen atom (or other functional group)

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Autooxidation
any oxidation that proceeds spontaneously using the oxygen in the air. Autooxiation of ethers gives hydroperoxides and dialkyl peroxides.
Concerted Reaction
A reaction that takes place in one step, with simultaneous bond breaking and bond forming.
Crown Ether
a large cyclic polyether used to complex and solvate cations in nonpolar solvents.
Dioxane
a heterocyclic ether with 2 oxygen atoms in a six-membered ring.
Epoxidation
Oxidation of an alkene to an epoxide. Usually accomplished by treating the aleken with a peroxyacid.
Epoxide (oxirane)
a compound containing a 3-membered heterocyclic ether.
Ether
R--O--R'
symmetrical ether
an ether with 2 identical alkyl groups
Furan
the 5-membered heterocyclic ether with 2 carbon-carbon double bonds.
Halohydrin
a compound containing a halogen atom and a hydroxyl group on adjacent carbon atoms.
Heterocyclic compound
a compound containing a ring in which one or more of the ring atoms are elements other than carbon.
MCPBA
meta-chloroperoxybenzoic acid, and epoxidizing agent.
oxane
systematic name for a 6-membered cyclic ether (a tetrohydropyran).
Oxetane
4-membered heterocyclic ether
Oxirane
an epoxide or for ethylene oxide specifically. 3-membered ether
Oxolane
5-membered cyclic ether (a tetrahydrofuran).
Peroxide
any compound containing the
--O--O-- linkage. The oxygen-oxygen bond is easily cleaved, and organic peroxides are prone to explosions.
hydrogen peroxide
H--O--O--H
alkyl hydroperoxide
R--O--O--H
dialkyl peroxide
R--O--O--R'
Peroxyacid
a carboxylic acid with an extra oxygen in the hydroxyl group.

R--C(=0)--O--O--H
Pyran
6-membered heterocyclic ether with 2 carbon-carbon double bonds
Williamson Ether Synthesis
alcohol---alkokide ion with an alkyl halide or tosylate --- SN2---ether