Diisopropyl ether, oxidation

A second dangerous property of ethers is the ease with which they undergo oxi dation in air to form explosive peroxides Air oxidation of diisopropyl ether proceeds according to the equation... 

Although the selectivity of isopropyl alcohol to acetone via vapor-phase dehydrogenation is high, there are a number of by-products that must be removed from the acetone. The hot reactor effluent contains acetone, unconverted isopropyl alcohol, and hydrogen, and may also contain propylene, polypropylene, mesityl oxide, diisopropyl ether, acetaldehyde, propionaldehyde, and many other hydrocarbons and carbon oxides (25,28). 

Although the selectivity is high, minor amounts of by-products can form by dehydration, condensation, and oxidation, eg, propylene [115-07-17, diisopropyl ether, mesityl oxide [141-79-7] acetaldehyde [75-07-0], and propionaldehyde [123-38-6]. Hydrotalcites having different Al/(A1 + Mg) ratios have been used to describe a complete reaction network for dehydrogenation (17). This reaction can also be carried out in the Hquid phase. 

Chemical. The use of isopropyl alcohol as a feedstock for the production of acetone is expected to remain stable, as the dominant process for acetone is cumene oxidation. Isopropyl alcohol is also consumed in the production of other chemicals such as methyl isobutyl ketone, methyl isobutyl carbinol [108-11-2] isopropjlamine, and isopropyl acetate. The use of diisopropyl ether as a fuel ether may become a significant oudet for isopropyl alcohol. 

Chemical Designations - Synonyms Diisopropyl ether Diisopropyl oxide 2-Isopropoxypropane Chemical Formula (CH3)2CHOCH(CHj)2. 

Protecting diisopropyl ether against oxidation requires 16 ppm of N-benzyl-4-aminophenol or 50 ppm of diethylenetriamine. 

Oxygen (Gas), Carbon disulfide, Mercury, Anthracene, 4831 Oxygen (Liquid), Carbon, Iron(II) oxide, 4832 Oxygen difluoride, Hexafluoropropene, Oxygen, 4317 Potassium chlorate, Manganese dioxide, 4017 f Propionyl chloride, Diisopropyl ether, 1163 f Propylene oxide, Sodium hydroxide, 1225 Silver azide, 0023 Silver nitride, 0038 Sodium carbonate, 0552 Sodium peroxoborate, 0155 Tetrafluoroammonium tetrafluoroborate, 0133 Triallyl phosphate, 3184... 

Synonyms AI3-24270 Bis (isopropyl) ether BRN 1731256 Diisopropyl ether Diisopropyl oxide DIPE EINECS 203-560-6 IPE 2-Isopropoxypropane 2,2 -Oxybis(propane) UN 1159. 

Apart from the conversion of peroxides to useful products, it is sometimes necessary to reduce peroxides, and especially hydroperoxides formed by auto-oxidation. Such compounds are formed especially in hydrocarbons containing branched chains, double bonds or aromatic rings, and in ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, etc. Since most peroxidic compounds decompose violently at higher temperatures and could cause explosion and fire it is necessary to remove them from liquids they contaminate. Water-immiscible liquids can be stripped of peroxides by shaking with an aqueous solution of sodium sulfite or ferrous sulfate. A simple and efficient way of removing peroxides is treatment of the contaminated compounds with 0.4 nm molecular sieves [669]. 

I. J-Diisocyanatotoluene Diisodecyl Phtbalate Diisopropanolamine Diisopropyl Ether Diisopropyl Oxide Diisopropyl Percarbonate Diisopropyl Peroxydicarbonate Sym-Diisopropylacetone Diisopropylamine... 

ISOPROPYL ETHER Diisopropyl ether, Diisopropyl Oxide, 2-Isoproxypropane Flammable Liquid, II 2 3 1... 

In this method, the bromide ion is converted to 2-bromoethanol by reaction with ethylene oxide in acetonitrile diisopropyl ether under acidic conditions. The 2-bromoethanol thus produced is determined by gas chromatography using an electron capture detector. 

SAFETY PROFILE A corrosive irritant to skin, eyes, and mucous membranes. Dangerous fire hazard when exposed to heat or flame can react vigorously with oxidizing materials. Reacts with water or steam to produce toxic and corrosive fumes. Exothermic reaction with diisopropyl ether produces much gas. The reaction may be dangerous if confined. To fight fire, use CO2, dry chemical do not use water. When heated to decomposition it emits highly toxic fumes of CL. See also HYDROCHLORIC ACID. 

This method is closely related to the nonhydrolytic sol-gel method. For example, titania is prepared by etherolysis/condensation of TiCl4 by diisopropyl ether (Equation 2.4) or by direct condensation between TiCl4 and Ti(0- Pr)4 (Equation 2.5). Detailed chemistry of the reaction was examined by means of nuclear magnetic resonance (NMR), and it has been reported that the tme precursors are titanium chloroisopropoxides in equilibrium through fast ligand exchange reactions. A variety of metal oxides, " nomnetal oxides," multicomponent oxides" " were studied, and the nonhydrolytic sol-gel method was surveyed by Vioux and Leclercq. ... 

Purification of MTBE (b.p. 55°C) for general solvent use is by distillation. Its use in general solvent applications is still small. However, since MTBE has no secondary or tertiary hydrogens it is very resistant to oxidation and peroxide formation. This makes it an attractive replacement for the more traditional diethyl, and diisopropyl ethers. 

DIISOPROPYL ETHER (108-20-3) Forms explosive mixture with air (flash point - 18°F/-28°C). Exceptionally vulnerable to the formation of unstable peroxides that precipitate as dry crystalline material and may detonate with heat, shock, sunlight, or friction. Violent reaction with strong oxidizers, propionyl chloride, strong acids, chlorosulfonic acid, nitric acid. Attacks some plastics, rubber, and coatings. Flow or agitation of substance may generate electrostatic charges due to low conductivity. 

Diisopropyl ether, which is occasionally used in the laboratory as a higherboiling ether, is especially liable to peroxide-formation.16 It is advisable to purify it by filtration through aluminum oxide, as for diethyl ether, and to store it over sodium wire or to stabilize it by addition of 0.001% of pyro-catechol, resorcinol, or hydroquinone.17... 

Dihydroperoxides are formed in the oxidation of diethyl and diisopropyl ethers, together with the hydroperoxides [203,283,285]. Their production can be explained by isomerization of peroxy radicals. 

SYNONYMS diisopropyl ether, diisopropyl oxide, 2-isopropoxypropane, 2,2 -oxybispropane. 

Synonyms/Trade Names Diisopropyl ether. Diisopropyl oxide, 2-lsopropoxy propane ... 

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