Ethyl ether hydroperoxide

Isopropyl Ether. Isopropyl ether is manufactured by the dehydration of isopropyl alcohol with sulfuric acid. It is obtained in large quantities as a by-product in the manufacture of isopropyl alcohol from propylene by the sulfuric acid process, very similar to the production of ethyl ether from ethylene. Isopropyl ether is of moderate importance as an industrial solvent, since its boiling point Hes between that of ethyl ether and acetone. Isopropyl ether very readily forms hazardous peroxides and hydroperoxides, much more so than other ethers. However, this tendency can be controlled with commercial antioxidant additives. Therefore, it is also being promoted as another possible ether to be used in gasoline (33). 

When primary alkyl phenyl tellurium or secondary alkyl phenyl tellurium compounds in methanol were treated with an excess of 3-chloroperoxybenzoic acid at 20, the phenyltelluro group was eliminated and replaced by a methoxy group. This reaction, which converts alkyl halides used in the synthesis of alkyl phenyl telluriums to alkyl methyl ethers, produced the ethers in yields as high as 90%3-4 Olefins are by-products in these reactions4 With ethanol as the solvent, ethyl ethers were formed. Other oxidizing agents (hydrogen peroxide, ozone, (ert.-butyl hydroperoxide, sodium periodate) did not produce alkyl methyl ethers. 

VINYL ETHYL ETHER (109-92-2) C4HJO Highly flammable, polymerizable liquid. Forms explosive mixture with air [explosion limits in air (vol %) 1.7 to 28 flash point <-50°F/<-46°C autoignition temp 395°F/202°C Fire Rating 4]. Forms unstable peroxides on contact with air. Reacts violently with oxidizers, ammonium persulfate, bromine dioxide, methane sulfonic acid (may cause polymerization), nitric acid, perchlorates, permanganates, peroxides and hydroperoxides, sulfuric acid. Incompatible with acids, ammonia, aliphatic amines, alkanolamines. On small fires, use dry chemical powder (such as Purple-K-... 

MisceUaneous.—The carbanions (94), formed from the reaction of the corresponding phosphonium salt with sodium ethoxide and the sodium salt of t-butyl hydroperoxide, decompose in a number of ways. Migration of a phenyl group to oxygen yields the phosphine oxide (95) and formation of the alkyl ethyl ethers may be due to the intermediacy of a carbene, which is trapped by solvent. ... 

AUylaniline, 22 Allyl aryl ethers, 2 AUylbromide, 111 AUyl ethyl ethers, 112 AUylic acetates, 120-121 Allylic alcohols, 116 AUylic amination, 316-317 Allylic chlorides, 225 Allylic hydroperoxidation, 26 3 AUyUc oxidation, 37-38... 

From the hydroperoxide, peroxides, acids, aldehydes, and numerous adducts may form. Alcohols, such as ethanol in the case of ethyl ether, are also present as a result... 

Vinyl ethyl ether — Cyclohexane 75%Cumenc hydroperoxide ... 

Tertiary butanol, the by-product of the tertiary butyl hydroperoxide-based process, is used in the manufacture of methyl r-butyl ether (MET). This is shown by the second step of reaction 8.5.2.1. In the 2-ethyl phenyl hydroperoxide-based process, as shown by the last step of reaction 8.5.2.2, the by-product 2-phenyl ethanol is dehydrated to give styrene. 

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... 

The first variant works with isobutane as the hydroperoxide precursor, which is oxidized to TBHP by molecular oxygen. During the epoxidation of propene, TBHP is transformed to ferf-butanol, which is converted to methyl ferf-butyl ether. The second procedure employs ethylbenzene, which is oxidized by molecular oxygen to phenyl ethyl hydroperoxide, which transfers an oxygen to propene and so is reduced to phenylethanol. This by-product of the process is converted to styrene, a versatile bulk chemical. 

W-Ethyl-A -(3-sulfopropyl)-m-anisidine, triglyceride determination, 736, 634 Ethynyl hydroperoxide, C-O distance, 102-3 ETR see Electron transfer reactions Exchange reactions, alcohol/ether, 157-8 Exciplex intermediate, ene reaction, 832-3, 835... 

Procedures. Chromatographic Purification of Ozonization Products. Ozonization products from ethyl 10-undecenoate and 1-octene were chromatographed on silica gel columns (Baker) and eluted with 15 or 25% ether in petroleum ether (b.p., 30°-60°). Fractions were examined by thin-layer chromatography (TLC) on silica gel G Chroma-gram sheet eluted with 40% ether in petroleum ether. For development of ozonide and peroxide spots, 3% KI in 1% aqueous acetic acid spray was better than iodine. The spots (of iodine) faded, but a permanent record was made by Xerox copying. Color of die spots varied from light brown (ozonide) to purple-brown (hydroperoxide), and the rate of development of this color was related to structure (diperoxide > hydroperoxide > ozonide). 2,4-Dinitrophenylhydrazine spray revealed aldehyde spots and also reacted with ozonides and hydroperoxides. Fractions were evaporated at room temperature or below in a rotary evaporator. 

Boron trifluoride diethyl etherate Sodium bicarbonate Palladium on charcoal Sodium periodate Hydroperoxide, 1,1-dimethylethyl Titanium tetraisopropoxide Ethyl diisopropylamine Triethylamine Ammonium sulfate Trimethylsilyl triflate d-3-oxo-a-D-gluco-pyranoside -oxo-a-D-erythro-hexopyranoside... 

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