Dichloro ethyl ether

In CondChemDict (Ref 14) are listed two methods of prepn a) Treating ethyleneglycol with acids and b) Treating 3,y9 -dichloro-ethyl ether (CIH2C-CH3C1) 20 with alkali (See also Refs 5 7)... 

Benzylindazole and l-benzyl-4-bromo-3,5-dimethylpyrazole were efficiently debenzylated with potassium tert-butoxide in DMSO and oxygen at room temperature <2002TL399>. Alkylation of pyrazoles 443 with 2,2-dichloro-ethyl ether under conditions of phase-transfer catalysis gave A -[2-(2-chloroethoxy)ethyl]pyrazoles 444, which underwent dehydrochlorination with potassium hydroxide in DMSO giving A -(2-vinyloxyethyl)pyrazoles 445 (Scheme 51) <2004RJC1264>. 

V sol in eth, methanol and nitrobenz si sol in benz V si sol in ethanol insol in petr eth. Prepn is by nitration with a mixt of nitric and sulfuric acids at 0° in the presence of a mixt of other compds consisting mainly of an alkyl ester of a hydroxy aliphatic carboxylic acid, the alkyl group of which contains not more than five C atoms (such as nitrated ethyl or butyl lactate) together with amyl nitrate and dichloro-ethyl ether. The octanitrate is crystd at about 80°. Recrystn is from methanol (Refs 2 thru 7) Sucrose Octanitrate is extremely sensitive to heat and friction (Ref 9). It has an expln temp of (puffs off at) 167—70° a Rf 1289.3kcal/mole ... 

Synonyms Bis(P-chloroethyl)ether Chlorex l-Chloro-2-(P-chloroethoxy)ethane Chlo-roethyl ether 2-Chloroethyl ether (P-Chloroethyl)ether DCEE Dichlorodi-ethyl ether 2,2 -Dichlorodiethyl ether P,P -Dichlorodiethyl ether Dichloroether Dichloroethyl ether a,a -Dichloroethyl ether Di(P-chloroethyl)ether Di(2-chloro-ethyl)ether sym-Dichloro-ethyl ether 2,2 -Dichloroethyl ether Dichloroethyl oxide ENT 4504 l,l -Oxybis(2-chloroethane) RCRA waste number U025 UN 1916. 

N-2,6-Dichloro-m-tolylanthranilic acid Chloromethyl ethyl ether... 

To a stirred solution of 0.02 mole of an orange-red solution of potassium diphenylmethide in 150 ml of liquid ammonia and 50 ml of dry ethyl ether, prepared from 0.02 mole of KNH2 and 3.36 gm (0.02 mole) of diphenyl-methane, is added 2.5 gm (0.01 mole) of l,l-dichloro-2,2-diphenylethene. The reaction mixture darkens and then a precipitate forms. The reaction mixture is stirred until all the ammonia evaporates to leave a solid. The solid is recrystallized from chloroform-methanol to afford 3.1 gm (90%) of tetraphenylallene, m.p. 164°C. 

Devine et al. [188] adjust the water sample (1L) to pH2 with hydrochloric acid and extract it with benzene (100, 50 and 50mL). The extract is dried over sodium sulphate, concentrated to 0.1 mL and methylated by the addition of diazomethane in ethyl ether (lmL). After lOmin, the volume is reduced to about O.lmL, acetone is added and an aliquot is analysed by gas chromatography on one of three columns (1) 5% SE-30 on 60-80 mesh Chromosorb W at 175°C, (2) 2% QF-1 on 90-100 mesh Anakron ABS at 175°C or (3) 20% Carbowax 20m on 60-80 mesh Chromosorb W at 220°C In each instance nitrogen is the carrier gas and detection is by electron capture. The minimum detectable amount of pesticide in water was 2 parts per 109 for MCPA (4-chloro-2-methyl-phenoxyacetic acid) and 0.01-0.05 parts per 109 for 2,4-D (2,4-dichloro-... 

Thiazole itself can be obtained by condensing chloroacetaldehyde and thioformamide (Scheme 159). The reaction is explosive and proceeds in low yield because of the instability of the thioformamide under acid conditions. Higher thioamides are more stable and react under milder conditions with chloroacetaldehyde, affording 2-substituted thiazoles in moderate yields. It is possible, and often preferable, to prepare the thioamide in situ in dioxane solution by the action of phosphorus pentasulfide on the corresponding amide and in the presence of solid MgC03 (Scheme 160). With arylthioamides, except for some nitrothiobenzamides, yields are usually higher and the cyclization is carried out over several hours in boiling absolute alcohol. Chloroacetaldehyde can be replaced in these reaction by derivatives such as 1,2-dichloro- or dibromo-ethyl methyl or ethyl ether, 1,2-dichloro- or dibromo-ethyl acetate, 2-chloro- or dibromo-ethyl acetate, and 2-chloro or bromo-diethyl-acetal. 

Chloro methyl diphenyl ether halfenprox Chloro methyl (dichloro) methyl silane flusilazole Chloro methyl ethyl ether acetochlor... 

The addition of 1 equiv of the dilithio salt of rac-, -bi-2-naphthol to an equivalent amount of 1,1-dichloro-l-silacyclobutane in ethyl ether at —78 °C led to the formation oi l, 1 - rac-, 1 -bi-2-naphthoxy)-l -silacyclobutanc 220 as a white solid in 71% yield (Figure 7). The structure of 220 was confirmed by 111, 13C, and 29Si NMR spectroscopy and X-ray crystallographic studies <2005JOM2272>. 

C4H5F50 perfluoroethyl ethyl ether 22052-81-9 301.26 25.172 1,2 2819 C4H6CI2 3,3-dichloro-2-methyl-1 -propene 22227-75-4 381.15 28.539 1,2... 

Ethoxyacetic acid was first prepared by Heintz by the reaction of chloroacetic acid with sodium ethylate. The procedme described above is essentially that of Sommelet. Ethoxyacetic acid has also been prepared by hydrolysis of ethoxyacetonitrile with concentrated hydrochloric acid and by the action of excess sodium ethylate on 1,1,1,2-tetrachlorethane and on a,/3-dichloro-vinyl ethyl ether. A recent patent reports a synthesis from diethyl ether and carbon dioxide at high pressure. 

If less chlorine is used, this method gives 1-chloroethyl ethyl ether as main product, which is more easily separated from by-products by distillation than in the case of Henry synthesis (see page 232). Similarly chlorination of tetra-hydrofuran under UV-irradiation at —30° to —40° gives 2-chloro- and 2,5-dichloro-tetrahydrofuran,513 and that of dioxan in CC14 at —5° to —10° gives 2,5-dichlorodioxan.514 However, no definite product was isolated on low-temperature chlorination of diisopropyl ether.515... 

Under certain conditions tt,/ -dichloro ethers (cf. page 170) react as a mixture of chloroacetaldehyde, alcohol, and HC1, e.g., in the synthesis of 2-amino-thiazole from 1,2-dichloroethyl ethyl ether and thiourea in water. 

Dichloro(ethyl)arsine 485 Diethylmercury (150 g) is dropped into ice-cooled arsenic trichloride (150 g) a strongly exothermic reaction occurs and crystals separate. The mixture is finally heated for 0.5 h on a water-bath, then treated with anhydrous ether, filtered from the precipitated ethylmercuric chloride, and freed from ether. By repeated fractional distillation the dichloro(ethyl)arsine is separated from the excess of arsenic trichloride the yield of the former, b.p. 145-150°/760 mm, is 90 g. 

Lithium 4,4 -di-t-butylbiphenylide (LDTBB). 13, 162-163 16, 195-196 17, 164 Lithium-halogen exchange. The reagent has been proven particularly effective for chloro compounds, as shown in the Barbier-type reactions involving chloromethyl ethyl ether, l,4-dichloro-2-butyne and -2-butenes. Vinylic chlorides also readily undergo exchange, and actually 2,3-dichloropropene is converted to the dilithio reagent. ... 

The reaction may also be conducted in dry ethyl ether or dichloro-methane. 

Crude chloral is separated by fractionation from volatile byproducts such as ethyl chloride, ethyl ether, ethylene dichloride, and alcohol, and the chloral "cut" is taken between 93 and 98°C. This materialise contains 2 to b% water-insoluble material containing ethyl dichloro-acetate, ethyl trichloroacetate, and triehloro-acetal- The technical chloral separated from the oil contains acetic acid (0.2 to 0.8%), di-chloroacetaldehyde (2 to 5/2 )s ethyl dichloro-acetate (about 0.3%), ethyl trichloroacetate (about 0.6%), and traces of chloral alcoholateiSO,... 

A 20-mL scintillation vial equipped with a magnetic stir bar was charged with 1.33 g 4-bromo-3,6-dichloro-2-nitrophenol (4.64 mmol), 10 mL propionic acid, and 0.022 g sodium nitrite (0.32 mmol) and capped. The hazy red-orange solution was stirred at room temperature for 2 h and then poured into 10 mL brine. The mixture was extracted with ethyl ether (2 x 10 mL), and the combined ether layers were dried over anhydrous Na2S04. Upon evaporation of solvent, 1.27 g of an orange solid was obtained, which was recrystallized three times from cyclohexane to afford 0.86 g 2-bromo-3,6-dichloro-4-nitrophenol, in a yield of 65%, m.p., 129-130°C (dec.). 

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