625-44-5Relevant academic research and scientific papers
Selective Coupling of Methanol and 2-Methylpropan-1-ol to give 1-Methoxy-2-methylpropane (Methyl Isobutyl Ether)
Nunan, John,Klier, Kamil,Herman, Richard G.
, p. 676 - 678 (2007/10/02)
The superacid Nafion-H resin selectively catalyses the coupling of the two alcohols methanol and 2-methylpropan-1-ol to give methyl isobutyl ether.
Deamination Reactions, 41. Reactions of Aliphatic Diazonium Ions and Carbocations with Ethers
Kirmse, Wolfgang,Jansen, Ulrich
, p. 2607 - 2625 (2007/10/02)
Aliphatic diazonium ions and carbocations were generated by deacylation of appropriate nitrosoureas (1, 5, 9) in alcohol-ether mixtures or in 2-alkoxyethanols.Ethers were generally inferior to alcohols in capturing cationic intermediates.Formation of trialkyloxonium ions led to alkyl exchange or ring opening.The observed reactivity orders were n-butyl > isobutyl for the diazonium ions, allyl > sec-butyl > tert-butyl for the carbocations, methoxy > ethoxy and oxirane > oxetane > tetrahydrofuran for the ethers, indicating the predominance of steric effects.Neighboring group participation in 4-methoxy-1-butanediazonium ions (58) and 4,5-epoxy-1-pentanediazonium ions (74) was detectable but inefficient ( 20percent of cyclic oxonium ions).
Onium Ylide Chemistry. 3. Evidence for Competing Oxonium Ylide Formation with C-H Insertion in Meerwein's Reaction of Methylene and Methylene-d2 with Dialkyl Ethers
Olah, George A.,Doggweiler, Hans,Felberg, Jeff D.
, p. 2116 - 2120 (2007/10/02)
Meerwein's reaction of singlet methylene, produced by photolysis of diazomethane, with dialkyl ethers has been reinvestigated on the basis of reactions using CD2N2.In competition with methylene insertion into the various C-H bonds, about 10percent of methyl alkyl ether and small amounts of dimethyl ether formation are also observed.This indicates evidence for competing attack of methylene on oxygen leading to the corresponding intermediate methylenedialkyloxonium ylides which are immediately protonated by methyl alkohol (or water)impurity present in the reaction medium togive the corresponding methyldialkyloxonium ions.Dealkylative cleavage of the latter gives the observed methyl alkyl ethers.By the use of deuterium-labeled diazomethane CD2N2 it has been shown that ethylene and propylene formed under the reaction conditions are coming predominantly from diazomethane itself and not via intramolecular β-elimination of the oxonium ylides.
FREE-RADICAL LIQUID-PHASE FRAGMENTATION OF MIXED FORMALS
Kalashnikov, S. M.,Zlotskii, S. S.,Imashev, U. B.,Rakhmankulov, D. L.
, p. 1379 - 1382 (2007/10/02)
The homolytic liquid-phase reactions of methoxyalkoxymethanes, initiated by the decomposition of tert-butyl peroxide, in the range of 120-150 deg C were investigated.The fragmentation of the formals occurs as an unbranched chain process, and the main products are the corresponding alkyl and methyl formates.A scheme is proposed which describes the formation of all the observed products from fragmentation of mixed formals.A comparison was made of tha ease of β- elimination of various primary alkyl radicals during the fragmentation of the methoxyalkoxymethyl radicals which form.The physicochemical constants were determined, and the 1H and 13C NMR spectra of the mixed formals were recorded.
