acidic cleavage
breaking of a covalent bond using an acid
alcohol
organic molecule with a hydroxyl group attached to an sp3-hybridized carbon
alkanethiolate
thiol that has had the hydrogen of the thiol (SH) removed
alkoxymercuration-demercuration
use of mercury acetate to form ethers (alkoxy groups)
autoxidation
spontaneous oxidation at room temperature in the presence of oxygen
crown ether
cyclic compound consisting of repeating units
dehydration
removal of water from a compound
disulfide
organic molecule containing two sulfur atoms that are each bound to either a hydrogen, alkyl, or aryl group through bonds
enantioselective reaction
chemical reaction in which one enantiomer of a chiral product is preferentially formed
epoxidation
chemical reaction that creates an oxirane ring (three-membered ether)
epoxide
compound that contains a cyclic ether made of two carbons and an oxygen
ether
organic molecule containing an oxygen atom bound by two alkyl or aryl groups through bonds
halohydrin
organic molecule with a halogen and a hydroxyl group on adjacent carbons
nucleophile
molecule or ion rich in electrons that donates a pair of electrons to form a covalent bond
oxirane
cyclic three-membered ether ring, C2H4O
peroxy acid
acid that contains the COOOH, or CO3H, group
ring opening
reaction where a bond is broken in a carbon ring
Sharpless epoxidation
enantioselective method of epoxidation that can yield not only a syn product but only one of the two possible syn isomers using diethyl tartrate (DET)
substituent
atom or group of atoms (functional group) that replaces a bond in an organic compound
substitution
chemical reaction where one functional group replaces another functional group
sulfide
organic molecule containing a sulfur bonded to two alkyl or aryl groups through bonds
sulfone
organic molecule containing a sulfur double bonded twice to oxygen atoms and single bonded twice to alkyl or aryl groups through bonds
sulfoxide
organic molecule containing a sulfur double bonded to an oxygen atom and single bonded twice to alkyl or aryl groups through bonds
thiol
organic compound that is derived from hydrogen sulfide (H2S). It contains an alkyl or aryl group covalently linked to a sulfhydryl group, , through bonds, with stoichiometry.
Williamson synthesis
organic reaction used to convert an alcohol and an alkyl halide to an ether using a base, such as sodium hydroxide (NaOH)