Diethyl ether incompatibilities with

Hydrochloride, CuH CINOj. Small needles from abs ethanol, mp 232° (dec), [ajjf +10°. Unstable in air and light. Bitter taste. Sol in water, benzene, chloroform, methanol. ethannl moderately sol in diethyl ether. Incompat. with oxidizing agents, alkaline solns, and akaloidal reagents. 

The removal of triglycerides from the food sample by saponification provides the opportunity to utilize reversed-phase chromatography. The unsaponifiable matter is conventionally extracted into a solvent [e.g., diethyl ether/petroleum ether (50 50) or hexane] that is incompatible with a semiaqueous mobile phase. It then becomes necessary to evaporate the unsaponifiable extract to dryness and to dissolve the residue in a small volume of methanol (if methanol is the organic component of the mobile phase). For the analysis of breakfast cereals, margarine, and butter, Egberg et al. (153) avoided the time-consuming extraction of the unsaponifiable matter and the evaporation step by acidifying the unsaponifiable matter with acetic acid in acetonitrile to precipitate the soaps. An aliquot of the filtered extract could then be injected, after dilution with water, onto an ODS column eluted with a compatible mobile phase (65% acetonitrile in water). 

Discussion Catalyst 52 is prepared from Boc-(L)-ter -leucine in five steps, with a 75% overall yield [41]. Details of imine and phosphite preparation are also provided by Jacobsen and co-workers [81]. The hydrophosphonylation reactions as reported by Jacobsen can be carried out without any special precautions, in unpurified commercial diethyl ether (Et20) and under an ambient atmosphere. A reduction in temperature was shown to have a beneficial effect on product enantiopurities, but with a decrease in reaction rates. Unbranched aliphatic aldehydes were incompatible with the reaction conditions as reported, due to their rapid decomposition prior to phosphonylation. Although phosphite ester groups that are more electron-withdrawing than o-nitrobenzyl significantly increase the overall reaction rates, products are obtained with diminished optical purities, possibly due to a retro-addition pathway. 

A powerful oxidizer. Explosive reaction with acetaldehyde, acetic acid + heat, acetic anhydride + heat, benzaldehyde, benzene, benzylthylaniUne, butyraldehyde, 1,3-dimethylhexahydropyrimidone, diethyl ether, ethylacetate, isopropylacetate, methyl dioxane, pelargonic acid, pentyl acetate, phosphoms + heat, propionaldehyde, and other organic materials or solvents. Forms a friction- and heat-sensitive explosive mixture with potassium hexacyanoferrate. Ignites on contact with alcohols, acetic anhydride + tetrahydronaphthalene, acetone, butanol, chromium(II) sulfide, cyclohexanol, dimethyl formamide, ethanol, ethylene glycol, methanol, 2-propanol, pyridine. Violent reaction with acetic anhydride + 3-methylphenol (above 75°C), acetylene, bromine pentafluoride, glycerol, hexamethylphosphoramide, peroxyformic acid, selenium, sodium amide. Incandescent reaction with alkali metals (e.g., sodium, potassium), ammonia, arsenic, butyric acid (above 100°C), chlorine trifluoride, hydrogen sulfide + heat, sodium + heat, and sulfur. Incompatible with N,N-dimethylformamide. 

SAFETY PROFILE A corrosive irritant to skin, eyes, and mucous membranes. Questionable carcinogen with experimental tumorigenic data. Can explode with Pb02. Will react with water or steam to produce heat and toxic and corrosive fumes. Incompatible with alkalies, diethyl ether, dimethyl sulfoxide, dinitrogen pentaoxide, lead dioxide, phosphorus. When heated to decomposition it emits highly toxic fumes of Cr and SOx. See also SULFURIC ACID and HYDROCHLORIC ACID, which are formed upon hydrolysis. 

METHYLENE BROMIDE (74-95-3) CHiBr2 Noncombustible liquid. Incompatible with some alkali metals amines, azo/diazo compounds dialkylzincs, dimethyl sulfoxide, dimethyl formamide, epoxides such as glycidol, ethylene glycol diethyl ether, ethers, nitrides. Mixture with potassium produces a sensitive impact-sensitive explosive material and may react with other metals, forming dangerous materials. 

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