with t-butyl methylether. Identify the product and write down the mechanism of the reaction. Autooxidation of ethers: When ethers are stored in the presence of atmospheric oxygen, they slowly oxidise to form hydroperoxides and dialkylperoxides. These are explosive in nature.
Such a spontaneous oxidation by atmospheric oxygen is called autooxidation. O O -ethoxyethyl hydro ethoxyethane peroxide diethylperoxide excessO slow CH -CH -O-CH -CH CH -CH -O-CH-CH +CH -CH -O-O-CH -CH Some of the reaction of diethyl ether. CCl CCl O CCl CCl Cl light CH O CH CH dil H SO H O 2CH CH OH PCl 2CH CH Cl anhydrous ZnCl Cl CH COOCH CH CH COCl - POCl Aromatic electrophilic substitution reactions: The alkoxy group ( -OR ) is an ortho, para directing group as well as activating group.It activates the aromatic ring towards electrophilic substitution. XII U11-Hydroxy XII U11-Hydroxy - - - - i) Halogenation: Anisole undergoes bromination with bromine in acetic acid even in the absence of a catalyst, para isomer is obtained as the major product.
ii) Nitration: Anisole reacts with a mixture of conc. H SO /Conc.HNO to yield a mixture of ortho nitro anisole and para nitro anisole. iii) Friedel Craft’s reaction: Anisole undergoes Fridel Craft’s reaction in presence of anhydrous AlCl as a catalyst. -methoxy acetophenone (minor) -methoxy Acetophenone (major) Anhyd.
AlCl Anhyd. AlCl -methoxy toluene(minor) -methoxy toluene (major) + CH Cl CS +CH COCl OCH OCH OCH OCH OCH COCH COCH OCH Uses of ethers Uses of Diethyl ether . Diethyl ether is used as a surgical anaesthetic agent in surgery. .
It is a good solvent for organic reactions and extraction. OCH Br in Ethanoic acid Br Anisole p-bromoanisole (major) o-bromoanisole (minor) OCH OCH Br OCH NO o-nitroanisole (minor) NO p-nitroanisole (major) H SO HNO