Ethoxyethyl Chloride

The mixture is refluxed for 30 minutes, and the resulting dried ethanol is distilled. These operations are conducted in apparatus which allows exclusion of moisture of the air. 

2C2H5OH + 2Na -+ 2C2H5ONa + H2 C2H5ONa + BrCH(OC2H5)2 - C2H5OCH(OC2H5)2 + NaBr 

Sodium (40 g. or 1.74 gram atoms) is added in small portions to 500 ml. of absolute ethanol, and 120 ml. of ethanol is distilled from the mixture. The resulting solution is cooled. To this is added 300 g. (1.52 moles) of bromoacetal [Org. Syntheses, 23, 8 (1943)], and, after the initial reaction has subsided, the mixture is heated on a water bath under a reflux condenser for 24 horn s. The reaction mixture is added to excess water, and the resulting mixture is extracted with several portions of ether. The combined ethereal extracts are dried and distilled to give 170 g. (75%) oi ethoxyacetal boiling at 58-63°/10 mm. This material is boiled under a reflux condenser with some sodium for 2 hours, after which it is redistilled. Most of the product boils at 57-58 °/ll mm. 

A solution of 100 g. (61 ml.) of thionyl chloride in 80 ml. of chloroform is added slowly with stirring at 0° to a mixture of 75.5 g. (0.84 mole) of /3-ethoxyethanol and 66.4 g. (0.84 mole) of dry pyridine. (Hood.) The reaction mixture is heated slowly to 100° and held there for several hours. It is then washed with dilute acid, sodium carbonate solution, and water, and dried over anhydrous potassium 

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These THF solutions of Bu3Sn-Li are stable only at low temperatures so the aldehyde must be added immediately. The lithium alkoxide adduct can be neutralized and the alcohol isolated but it is also unstable and must be quenched immediately with an alkyl halide. The preferred one is ethoxyethyl chloride, which reacts with base catalysis. 

The method has been used for the preparation of dihalides, e.g., 1,9-dichlorononane (93%) unsaturated halides, e.g., 11-undecylenyl chloride (83%) halo ethers, e.g., /3-ethoxyethyl chloride (80%) halo ketones, e.g., desyl chloride (79%) halo esters, e.g, methyl a-chloropropionate (71%) halo cyanides, e.g., phenylchloroacetonitrile (80%) and aminoalkyl halides,An interesting isomerisation has been observed in liberating 2-diethylamino-l-chloropropane from its hydrochloride salt l-diethylamino-2-chloropropane is formed. ... 

Ethoxyethyl chloride (2-chloroethyl ethyl ether) 920 A mixture of a dry base (1 mole) and 2-ethoxyethanol (1 mole) is cooled to —20° and SOCl2 (1.1 mole) is added, with stirring, at such a rate that the temperature does not exceed 0°. The mixture is allowed to come to room temperature and then kept at 100° for 2 h. The product is cooled and treated with dilute HC1, and the ethoxyethyl chloride is taken up in ether, washed with dilute NaOH solution and with water, and dried over Na2S04. Yields are 61% (with dimethylaniline), 80% (with pyridine), and 84% (with quinoline). 

The mixture is then distilled, and the distillate boiling below 150° is collected in a 2-1. flask containing 11. of water. The lower layer of crude /3-ethoxyethyl bromide is separated and dried over 10 g. of calcium chloride. The liquid is decanted and distilled through a 25-cm. fractionating column, and the fraction boiling at 125-127°/760 mm. is collected (Note 4). The yield of pure product is 660-670 g. (65-66 per cent of the theoretical amount based on the phosphorus tribromide). 

Monomers like iron (III) methacrylate [CH2=C(CH3)-COO] 3Fe and tributyltin methacrylate have been synthesized [3]. They undergo free radical polymeriz-ation/copolymerization with other acrylates such as cyclohexyl, 2-ethoxyethyl, 2-hydroxyethyl and 2-hydroxypropyl. Synthesis of a metailo-macrocyclic acrylic monomer is illustrated by the reaction between a metallophthalocyanine tetracarbonyl chloride (1) and 2-hydroxyethyl methacrylate (2-HEMA) [4]... 

To a mixture of 20.5 mmol of 2-amino-4-(3-methyl-5-isoxazolyl)thiazole in 37.4 ml of pyridine maintained under stirring at 5°C were added dropwise 23.6 mmol of 2-ethoxyethyloxalyl chloride. The reaction mixture was maintained under stirring overnight, then poured into 100 g of crushed ice, made acid with concentrate hydrochloric acid and extracted with chloroform. The chloroform extracts were washed with water, dried and evaporated to dryness. The residual 2-ethoxyethyl-4-(3-methyl-5-isoxazolyl)thiazole-2-oxamate was re-crystallized from 65 ml of acetonitrile. Yield, 91% MP 155°-156°C. 

C 7ll BrN209 87877 27-8) sec Sorivudine 4-(2-bromocthoxy)benzoyl chloride (CjIljUrClC 51616-10 5) see Raloxifene hydrochloride (2-bromo-l-ethoxyethyl)bcnzenc... 

Acetates, such as ethyl acetate and 2-ethoxyethyl acetate, hydrocarbons, such toluene and heptane, chlorinated hydrocarbons, such as methylene chloride and 1,1,1-trichloroethane, and mixtures of them, such as the mixture of toluene and ethyl acetate have been screended as solvents for the Hycar 2100R-based PSA. Good PSA properties are obtained using any of these solvents. How-... 

RC = CCH,X — RCX = C==CH,. /S.y- and 7,S-Acetylenic alcohols can be transformed to the halides in better yields by an alternative procedure, which consists in their esterification with p-toluenesulfonyl chloride and subsequent cleavage of the ester by the action of sodium iodide, lithium chloride, or calcium bromide in an appropriate solvent (60-90%). Halo ethers are prepared by the action of phosphorus tribromide on hydroxy ethers, as in the preparation of /3-ethoxyethyl bromide (66%). In a similar manner, /3-halo esters have been prepared without appreciable dehydration of the /3-hydroxy ester (40-60%). The reaction of cyanohydrins leads to a-halo nitriles. Treatment of 2-nitro-l-propanol with phosphorus pentachloride gives l-chloro-2-nitropropane (47%). ... 

The CuCli-CuO promoted hydrolysis is not solely limited to thioacetals—a variety of acetals are also deprotected [21]. Treatment of 26 with the copper catalysts in acetone-water afforded the spiroacetals 27 and 28 via concomitant hydrolysis of the thioacetal and benzylidene dioxy and ethoxyethyl acetals (Sch. 7) [22], Copper(II) chloride dihydrate has also been shown to hydrolyze a variety of acetals [23] and trityl groups can also be removed in the presence of copper sulfate in benzene to afford deprotected alcohols [24]. 

Benzyldimethyl-[2-[2-(p-l,l,3,3-tetramethylbutylphenoxy) ethoxy]ethyl]ammonium chloride BZT diisobutylphenoxy-ethoxyethyl dimethyl benzyl ammonium chloride Hyamine 1622. 

The use of thiazolium salts enables the benzoin condensation to proceed at room temperature. It can also be performed in dipolar aptotic solvents or under phase transfer conditions. Thiazolium salts such as vitamin Bi, thiazolium salts attached to y-cyclodextrin, macrobicyclic thiazolium salts, thiazolium carboxylate, ° naphtho[2,l-d]thiazolium and benzothiazolium salts catalyze the benzoin condensation and quaternary salts of 1-methylbenzimidazole and 4-(4-chlorophenyl)-4//-1,2,4-triazole are reported to have similar catalytic activity. Alkylation of 2-hydroxyethyl-4-methyl-l,3-thiazole with benzyl chloride, methyl iodide, ethyl bromide and 2-ethoxyethyl bromide yields useful salts for catalyzing 1,4-addition of aldehydes to activated double bonds. Insoluble polymer-supported thiazolium salts are catalysts for the benzoin condensation and for Michael addition of aldehydes. Electron rich al-kenes such as bis(l,3-dialkylimidazolidin-2-ylidenes) bearing primary alkyl substituents at the nitrogen atoms or bis(thiazolin-2-ylidene) bearing benzyl groups at the nitrogen atoms are examples of a new class of catalyst for the conversion of ArCHO into ArCHOHCOAr. 

Fig. 2 Chromatogram of a standard mixture after complexa-tion with sodium diethyldithiocarbamate. Composition of the standard mercury dichloride, methylmercury chloride, ethyl-mercury chloride, methoxyethylmercury chloride, ethoxyethyl-mercury chloride, phenylmercury chloride, and tolymercury chloride. [Reprinted from A. Knochel and H. Potgeter, Interfacing supercritical fluid chromatography with atomic fluorescence spectrometry for the determination of organomercury compounds,/. Chromatogr. A 786 192 (1997). Copyright 1997, with permission from Elsevier Science.]...

Dibutyltin dilaurate (DBTDL) (M T Chem. Co.), 1,4-diaza [2,2,2.]. octane (Air Products), isocyanatoethyl methacrylate (IEM) and carbamoyl chloride of IEM (Dow Chem. Co.) and hexamethylene diisocyanate were used as supplied. Phenyl isocyanate, p-tolyl isocyanate, p-chlorophenyl Isocyanate (all Aldrich Chem. Co.), 2-ethoxyethyl acetate (Eastman Kodak Co.) and n-butanol (Mallinkrodt) were purified by distillation before use. 

Butyl Chloride 111-15-9 Ethoxyethyl Acetate (2-) 112-58-3 Hexyl Ether... 

Tris-(2-ethoxyethyl)amine 734 A solution of potassium hydroxide (6.24 g, 0.11 mole) in 95 % ethanol (25 ml) is heated with tris-(2-chloroethyl)ammonium chloride for 3 h under reflux. The precipitated sodum chloride is filtered off, the alcoholic solution is evaporated at 10 mm, and the residue is dissolved in water. The solution is extracted with ether, and the extract is dried over magnesium sulfate and distilled, giving tris-(2-ethoxyethyl)amine, (ROCH2CH2)3N (2.80 g, 66%), b.p. 134-137°/l2 mm (hydrochloride, m.p. 193-195°). 

Ethyl glycol acetate [111-15-9] (2-ethoxyethyl acetate) is a colorless, neutral liquid that is partially miscible with water and readily miscible with organic solvents. It has a slight odor. Ethyl glycol acetate dissolves many natural and synthetic resins. Cellulose acetate is swollen. Poly(vinyl chloride), rubber, and polyisobutene are insoluble. It is no longer used in paints due to its teratogenic properties. 

Ethyi Ether Anhydrous A.C.S. Ethyl Ether Refined, Ethyl Ether Unrefinecf, Ethyl Ether USP/ACS. See Ethyl ether N-Ethylether-bis-1,4-(N-isostearylamidopropyl-N,N-dimethyl ammonium chloride). See Bisisostearamidopropyl ethoxyethyl dimonium chloride... 

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