Isopropyl methyl ether

Isopropyl methyl ether [598-53-8] M 74.1, b 32.5°nnmm, d 0.724, n 1.3576. Purified drying with CaS04, passage through a column of alumina (to remove peroxides) and fractional distn. 

Isopropyl methyl ether Ethyl phenyl ether... 

For the comparison of hydroperoxides with methyl ethers (equation 2), we find there is enthalpy of formation data only for dimethyl ether, isopropyl methyl ether and t-butyl methyl ether (again ignoring the ethyl and propyl hydroperoxides). The enthalpies of formal reaction 2 for R = Me, i-Pr and f-Bu (two gas phase enthalpies of formation for f-BuOOH) are —53.1, —54.9 and —37.6 or —48.6 kJmoU, respectively, in the gas phase. In the liquid phase, the enthalpies of reaction are —7.4, —35 (from the estimated enthalpy of formation of isopropyl hydroperoxide) and —20.0 kJmoU, respectively. Because the enthalpy of formation deviations from linearity for dimethyl ether and methyl hydroperoxide might not be identical, the reaction enthalpy might not be consistent with those... 

Values obtained respectively for the reaction of isopropyl alcohol and isopropyl methyl ether. ... 

This 2 RBr undergoes both E2 and 8 2 reactions to form propylene and isopropyl methyl ether. 

In fact, the reaction of alkoxides with alkyl halides or alkyl sulfates is an important general method for the preparation of ethers, and is known as the Williamson synthesis. Complications can occur because the increase of nucleo-philicity associated with the conversion of an alcohol to an alkoxide ion always is accompanied by an even greater increase in eliminating power by the E2 mechanism. The reaction of an alkyl halide with alkoxide then may be one of elimination rather than substitution, depending on the temperature, the structure of the halide, and the alkoxide (Section 8-8). For example, if we wish to prepare isopropyl methyl ether, better yields would be obtained if we were to... 

Methyl propyl ether Isopropyl methyl ether Diethyl ether... 

Isopropyl methyl ether is best prepared by the reaction... 

Methyl bromide Sodium isopropoxide Isopropyl methyl ether... 

The carbonyl oxide, a valence-unsaturated species, is not the final product of an ozonolysis. Rather, it will react further in one of two ways. Carrying out the ozonol-ysis in methanol leads to the capture of the carbonyl oxide by methanol under formation of a hydroperoxide, which is structurally identical to the ether peroxide of isopropyl methyl ether. However, if the same carbonyl oxide is formed in the absence of methanol (e.g., if the ozonolysis is carried out in dichloromethane) the carbonyl oxide undergoes a cycloaddition. If the carbonyl oxide is formed along with a... 

For example, isopropyl methyl ether can be prepared from CH3O and 2-bromopropane (Path [a]), or from (CH3)2CHO and bromomethane (Path [b]). Because the mechanism is 8 2, the preferred path uses the less sterically hindered halide, CH3Br—Path [b]. 

More recently, detailed studies were presented by the reviewers group on diethyl ether (177), methyl n-propyl ether (88), t-butyl methyl ether (86), di-t-butyl ether (87), and 2-methoxyethanol (159), and more restricted studies (178) on ethyl n-propyl ether, ethyl isopropyl ether. Isopropyl methyl ether, and n-butyl methyl ether. 

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