common naming of ethers
alkyl alkyl ether
only works for unbranched alkyls
IUPAC ether naming
choose the longest C chain to be the alkane, then name the O–R as a alkoxy substituent
What are the methods to synthesize an ether
the williamson synthesis and dehydration of alcohols
describe the williamson synthesis
an alkoxide goes through SN2 as Nu with an alkyl halide
Dehydration of Alcohols involves
2 alcohols are reacted with cat. H2SO4, see mech. in notebook
what is the purpose of a protecting group
to protect an alcohol or other functioning groups from being removed in reaction inapporiol iately.
what is the best protecting group?
what do you deprotect with?
TMSCl (trimethyl silyl chloride) that is deprotected with TBAF
what is the new group after TMSCl?
-OTMS
the chloride is a spectator
what is an epoxide?
a cyclic ether, usually a 2 C 1 O ring.
which side of the epoxide will the Nu attack if in Acidic conditions?
the more hindered side, because the O protenates first (SN1 like)
what side of the epoxide will the Nu attack in nuetral/basic conditions?
the least hindered side
explain the name of a crown ether
A-crown-B
A is the total number of atoms
B is the number of Oxygens
what is a crown ether used for?
there are specific sizes of crowns that can solvate ionic compounds into non-polar organic solvents.
(18-crown-6 tightly binds K+)