Ethyl trichloroacetate, with

Ethyl trichloroacetate, with norbornene to give exo-3,4-dichiorobicyclo[3.2.1]oct-... 

Ethyl trichloroacetate, with norbomene to give exo-3,4-dichlorobicyclo-[3.2.1] oct-2-ene, 51, 60... 

The reaction of ethyl trichloroacetate with sodium methoxide in the presence of an alkene (Houben-Weyl, Vol. 4/3, pp 162-164 and Vol. El9b, p 1537). 

Ethyl trichloroacetate [515-84-4] M 191.4, b 100-100.5 /30mm, d 1.383. Shaken with saturated aqueous Na2C03 (three times), aqueous 50% CaCl2 (three times), saturated aqueous NaCl (twice), then distd with CaCl2 and distd under reduced pressure. 

Trichloroacetanilide has been prepared from hexachloroacetone and aniline, from trichloroacetyl chloride and aniline, by the action of aniline magnesium iodide on ethyl trichloroacetate, by heating N-phenyltrichloroacetimidyl chloride with dilute methanol, and from trichloroacetic acid and aniline in the presence of phosphorus oxychloride. ... 

In aprotic solvents, the carbanions, generated by reduction of carbon tetrachloride or ethyl trichloroacetate at mercury, can be trapped by reaction with an added carbonyl compound [74], This reaction has been developed as a useful step in synthesis. Cathodic reduction of a system containing a catalytic amount of carbon tetrachloride, excess chloroform and an aldehyde leads to an effective ionic chain reaction sustained by trichlormethyl carbanions as indicated in Scheme 4.4. A carbon-felt cathode is used with diraethylformamide as solvent [75]. Aldehydes react with cuiTent efficiency of 700 %, which indicates a short chain reaction. Ketones... 

A. exo-3,4 -Dichlorobicyclo[3.2.l]oct-2-ene. A 1-1. four-necked round bottomed flask is fitted with an efficient stirrer, a thermometer, a reflux condenser protected by a calcium chloride tube, and a 500-ml. stoppered addition funnel equipped with a pressure-equalizing side tube. After the addition of a solution of 52.5 g. (0.56 mole) of norbornene (Note 1) in 400 ml. of petroleum ether (Note 2, b.p. 45-60°) to the flask, 112 g. (2.06 moles) of sodium methoxide (Note 3) is added, and stirring is begun. The flask is immersed in an ice-salt mixture (Note 4). Three hundred forty-nine grams (1.8 moles) of ethyl trichloroacetate (Note 5) is placed in the addition funnel and allowed to drip slowly into the stirred mixture at a rate such that the temperature does not rise above 0° (Note 6). The addition requires about 4 hours, and the originally white reaction mixture becomes increasingly yellow in color. The mixture is stirred at a temperature below... 

No other groups of compound have clearly defined chain transfer activity. Ethyl trichloroacetate reduces the molecular weight of ethylene/propene copolymers using VOCl3/Al2Et3Cl3 [108] but as the rate of polymerization is also increased the effect may be caused by an increase in the number of active centres. a-Olefins and allenes reduce the molecular weights of cis polybutadiene obtained with soluble cobalt catalysts [139], but in this case it is not clear whether transfer or termination processes are involved. 

Reformatsky reagent Ethyl trichloroacetate reacts with zinc in THF at —15° to form a stable chlorozinc enolate (1). This reagent can be condensed with a number of... 

The high yield of hexachlorocyclopropane is noteworthy for with dichlorocarbene generated from either ethyl trichloroacetate or chloroform the yield is only 0.2-1 %. 

Schweizer and O Neill, unsuccessful in an attempt to follow the Reutov-Eovtsova procedure using commercial potassium l-butoxide, developed a convenient synthesis of phenyl(trichloromethyl)mercury in which phenylmercuric bromide is treated with trichloroacetate anion generated in large excess from ethyl trichloro-acetate and commercial sodium methoxide. A mixture of 200 ml. of benzene, 0.18 mole of ethyl trichloroacetate, and 0.37 mole of pulverized phenylmercuric bromide is stirred for 1.5 mln< In an ice hath and 0.154 mole of sodium methoxide is added all... 

A mixture of the monoadducts 14 and 15, one of which rearranged, was formed from 1-phenyl-buta-1,2-diene and dichlorocarbene generated from ethyl trichloroacetate/sodium methoxide. Under the conditions of the chloroform/base/phase-transfer catalyst or thermolysis of sodium trichloroacetate methods, dichlorocarbene reacts further with the rearranged product to give 16. ... 

Derivatization is also useful to detect volatile metabolites. Liu et al. [282] described a specific, rapid, and sensitive in situ derivatization solid-phase microextraction (SPME) method for determination of volatile trichloroethylene (TCE) metabolites, trichloroacetic acid (TCA), dichloroacetic acid (DCA), and trichloroethanol (TCOH), in rat blood. The metabolites were derivatized to their ethyl esters with acidic ethanol, extracted by SPME and then analyzed by gas chromatography/negative chemical ionization mass spectrometry (GC-NCI-MS). After validation, the method was successfully applied to investigate the toxicokinetic behavior of TCE metabolites following an oral dose of TCE. Some of the common derivatization reagents include acetyl chloride and TV-methyl-iV- ft-b u (y Idi methyl si I y I) tro (1 uoroacctam i nc (MTBSTFA) for phenols and aliphatic alcohols and amines, dansyl chloride and diazomethane for phenols, dansyl chloride for amines, acidic ethanol and diazomethane for carboxylic acids, and hydrazine for aldehydes. 

Phenyltrichloromethylmercury has also been prepared by the reaction of phenylmercuric bromide with sodium methoxide and ethyl trichloroacetate (62-71% yield) of phenylmercuric chloride with potassium <-butoxide and chloroform (52% yield) of phenylmagnesium bromide with trichloromethylmercuric bromide (24% yield) of trichloromethylmercuric bromide with diphenyldichlorotin (49%) and of trichloromethylmercuric bromide with phenylmagnesium bromide (no yield given). 

Ethyl ester, C4H5C1,0, ethyl trichloroacetate. Clear liq odor resembling menthol, df 1.383. bp 168°. rsjf 1.4507, Insol in water misc with alcohol, ether. 

The 1-allylcycloalkanols (66 n = 0, 1, or 2 R = H) are cyclopropanated to (67 R = H) by dichlorocarbene. Yields are higher using ethyl trichloroacetate and sodium methoxide in hexane than with chloroform-potassium t-butoxide as the carbene source, but the former method gave slightly lower yields on reaction with the trimethyl-silyl derivatives of the alcohols (66 R = SiMe,). This was suggested to beastericeffect and such effects are also seen in the addition of dichlorocarbene to allenes and butatrienes. ... 

The enantioselective addition of dichlorocarbene to unsymmetrical olefins in the presence of a chiral phase-transfer catalyst has been further examined and it has been found that the optical rotation of the product is strongly dependent on the structure of the catalyst employed. The first products of di-iodocarbene (generated from iodoform with t-butoxide) addition have been characterized and di-iodonorcarane is stable for long periods at 0 °C, contrary to earlier reports. The base-catalysed decomposition of ethyl trichloroacetate in methanol results in dimethoxycarbene formation and. 

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