L- ethyl ethers

Model pesticides and river water (<10 L and >10 L) — ethyl ether or 10 acetone/90 ethyl ether 15... 

Boiod irifluoridc cthcratc, 43 ChkHutneiliy l ethyl ether, 75 UUiium 4 4 di Pbuiylbd ]ibdc 162... 

Difluoroethanol is prepared by the mercuric oxide cataly2ed hydrolysis of 2-bromo-l,l-difluoroethane with carboxyHc acid esters and alkaH metal hydroxides ia water (27). Its chemical reactions are similar to those of most alcohols. It can be oxidi2ed to difluoroacetic acid [381-73-7] (28) it forms alkoxides with alkaH and alkaline-earth metals (29) with alkoxides of other alcohols it forms mixed ethers such as 2,2-difluoroethyl methyl ether [461-57-4], bp 47°C, or 2,2-difluoroethyl ethyl ether [82907-09-3], bp 66°C (29). 2,2-Difluoroethyl difluoromethyl ether [32778-16-8], made from the alcohol and chlorodifluoromethane ia aqueous base, has been iavestigated as an inhalation anesthetic (30,31) as have several ethers made by addition of the alcohol to various fluoroalkenes (32,33). Methacrylate esters of the alcohol are useful as a sheathing material for polymers ia optical appHcations (34). The alcohol has also been reported to be useful as a working fluid ia heat pumps (35). The alcohol is available ia research quantities for ca 6/g (1992). 

Table 2 gives physical property data for propylene chlorohydrins. 2-Chloro-l-propanol [78-89-7] HOCH2CHCICH2, is also named 2-propylene chlorohydrin, 2-chloropropyl alcohol, or 2-chloro-l-hydroxypropane. l-Chloro-2-propanol [127-00-4] CICH2CHOHCH2, also known as j -propjlene chlorohydrin, 1-chloroisopropyl alcohol, and l-chloro-2-hydroxypropane, is a colorless Hquid, miscible in water, ethanol, and ethyl ether. 

Chloro-l,2-propanediol [96-24-2] HOCH2CHOHCH2CI, a liquid with = 1.4831 (6), boils at 213°C and 101.3 kPa (1 atm) with decomposition. It can be distilled at 114—120°C at 1.87 kPa (14 mm Hg). Synonyms for this compound include 3-chloro-l,2-dihydroxypropane, glycerol monochlorohydrin, a-chlorohydrin, and 3-chloropropylene glycol. It is miscible in water, ethanol, ethyl ether, and acetone [67-64-1] (8) and is soluble in hot... 

The solution in the left flask is stirred for 30 minutes after all the potassium amide has been added. The nitrogen inlet is briefly removed and 120 g. (1.5 moles) of ammonium nitrate is added this discharges the ehartreuse color. (Caution Vigorous foaming occurs.) Ethyl ether (500 ml.) is added and the dry iee condenser is replaced by a standard water-cooled condenser. I he ammonia is evaporated by allowing the stirred reaction mixture to warm to room temperature this takes several hours iti(l it is convenient to have it occur overnight. 

In a similar attempt, Decker and Eichler reduced A -methylnor-papaverinium phenolbetaine (VIII) with tin and hydrochloric acid and obtained i/i-laudanine, m.p. 112°, pierate, m.p. 162-3°, which was subsequently investigated by Spath and Epstein, who showed that on methylation it furnished dMaudanosine and that the ethyl ether on energetic oxidation yielded veratric acid (3 4-dimethoxybenzoic acid) and the methyl ethyl ether of nor-m-hemipinic acid. This clearly indicated that the free hydroxyl group was in the woquinoline nucleus, and its position was determined by the fact that on mild oxidation 7-methoxy-6-ethoxy-l-keto-2-methyl-l 2 3 4-tetrahydrowoquinoline, m.p. 95-6°, was produced, and on this basis these authors assigned formula (IX R = H R = CH3) to -laudanine. 

A mixture of 50 grams of a-dl-1,2-diphenyl-2-hydroxy-3-methyl-4-dimethylaminobutane hydrochloride, 50 grams of propionic anhydride and 50 cc of pyridine was refluxed for about 5 hours. The reaction mixture was cooled to 50°C and ethyl ether was added to the point of incipient precipitation. The hydrochloride salt of 0 -dl-l,2-diphenyl-2-propion-oxy-3-methyl-4-dimethylamlnobutane formed in the reaction precipitated upon cooling and was removed by filtration and washed with anhydrous ether. On recrystallization from a mixture of methanol and ethyl acetate, a-dl-l, 2-diphenyl-2-propionoxy-3-methyl-4-dimethyl amlnobutane hydrochloride melted at 170°-171°C. 

HO H / ch3ich2)s ch3 (S)-2- Brom o o ctane Ethyl (fl)-l-methylheptyl ether... 

The (Z)-configuration of the enol ether however is a prerequisite for both high. yyn-selecting and high optical purity of the products23. When, on the other hand, (Z)-2-benzyloxy-l-ethyl-thio-l-trimethylsilyloxy-l-propene is allowed to react with 2-propional in the presence of the diamine 2, the anti-aldol product is obtained in 92% ee42. 

Lipases from C. antarctica and P. cepacia showed higher enantioselectivity in the two ionic liquids l-ethyl-3-methylimidazolium tetrafluoroborate and l-butyl-3-methylimidazolium hexafluoroborate than in THE and toluene, in the kinetic resolution of several secondary alcohols [49]. Similarly, with lipases from Pseudomonas species and Alcaligenes species, increased enantioselectivity was observed in the resolution of 1 -phenylethanol in several ionic liquids as compared to methyl tert-butyl ether [50]. Another study has demonstrated that lipase from Candida rugosa is at least 100% more selective in l-butyl-3-methylimidazolium hexafluoroborate and l-octyl-3-nonylimidazolium hexafluorophosphate than in n-hexane, in the resolution of racemic 2-chloro-propanoic acid [51]. 

In this cycle, (+)-l-phenyl-2-propanol is converted to its ethyl ether by two routes, path ab giving the (—) ether, and path cd giving the (+) ether. Therefore, at least one of the four steps must be an inversion. It is extremely unlikely that there is inversion in step a, c, or d, since in all these steps the C—O bond is unbroken, and in none of them could the oxygen of the bond have come from the reagent. There is therefore a high probability that a, c, and d proceeded with retention, leaving b as the inversion. A number of other such cycles were carried out, always with nonconflicting results. ... 

Urine Acidify and heat to hydrolyze add NaOH extract with anhydrous ethyl ether derivatize with diazoethane concentrate add hexane concentrate and cleanup on silica gel elute with benzene-hexane (PNP) GC/ECD 20 pg/L (20 ppb) 85-98 Shafiketal. 1973b... 

The cyclopropanation of 1-trimethylsilyloxycyclohexene in the present procedure is accomplished by reaction with diiodomethane and diethylzinc in ethyl ether." This modification of the usual Simmons-Smith reaction in which diiodomethane and activated zinc are used has the advantage of being homogeneous and is often more effective for the cyclopropanation of olefins such as enol ethers which polymerize readily. However, in the case of trimethylsilyl enol ethers, the heterogeneous procedures with either zinc-copper couple or zinc-silver couple are also successful. Attempts by the checkers to carry out Part B in benzene or toluene at reflux instead of ethyl ether afforded the trimethylsilyl ether of 2-methylenecyclohexanol, evidently owing to zinc iodide-catalyzed isomerization of the initially formed cyclopropyl ether. The preparation of l-trimethylsilyloxybicyclo[4.1.0]heptane by cyclopropanation with diethylzinc and chloroiodomethane in the presence of oxygen has been reported. "... 

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