Carbon tetrachloride, action

According to recent papers, the action of liver poisons like carbon tetrachloride and white phosphorus in the induction of fatty livers is similar to that indicated for ethionine. Here too the fatty liver is associated with low plasma lipid levels. A short time after the injection of carbon tetrachloride into the animal, marked dilatations of the cystemae of the endoplasmic reticulum are discemable (Smuck-LER and Bend ITT 1963). This is the site of protein and lipoprotein synthesis and of the presumed triglyceride secretory mechanism (Byers and Friedman 1960). Reck-NAGEL and Lombardi (1961) have suggested that this structure is the key focus of carbon tetrachloride action and its destruction the cause of fat accumulation. 

C. Manufactured by the action of HF on CCI4 using SbClj as a catalyst. Known commercially as Freon-12 or Arcton-12. Widely used as a refrigerant and aerosol propellant. It is much less toxic than carbon tetrachloride. 

Dibromine monoxide, BtjO, is prepared, similar to the corresponding dichlorine compound, by the action of a solution of bromine in carbon tetrachloride on yellow mercury(II) oxide ... 

It follows that liquids of high boiling point should not be distilled from drying agent systems which have appreciable vapour pressures. An extreme case of this action is the dehydration of oxalic acid dihydrate by distillation over toluene or over carbon tetrachloride. 

Much of the chloroform of commerce is obtained by the action of moist iron upon carbon tetrachloride the following preparation is, however, instructive. 

Tungsten oxydichlofide [13520-76-8], WO2CI2, a pale-yeUow crystalline soHd having an mp of 266°C, is soluble in cold water and in alkaline solution, although partly decomposed by hot water. It is prepared by the action of carbon tetrachloride on tungsten dioxide at 250°C in a bomb (13). 

Many polymer films, eg, polyethylene and polyacrylonitrile, are permeable to carbon tetrachloride vapor (1). Carbon tetrachloride vapor affects the explosion limits of several gaseous mixtures, eg, air-hydrogen and air-methane. The extinctive effect that carbon tetrachloride has on a flame, mainly because of its cooling action, is derived from its high thermal capacity (2). 

Nitromesitylene has been prepared by the direct nitration of mesitylene with concentrated nitric acid/ and by the action of benzoyl nitrate on mesitylene in carbon tetrachloride at low temperature. ... 

These formulae explain the scission products of the two alkaloids and the conversion of evodiamine into rutaecarpine, and were accepted by Asahina. A partial synthesis of rutaecarpine was effected by Asahina, Irie and Ohta, who prepared the o-nitrobenzoyl derivative of 3-)3-amino-ethylindole-2-carboxylic acid, and reduced this to the corresponding amine (partial formula I), which on warming with phosphorus oxychloride in carbon tetrachloride solution furnished rutaecarpine. This synthesis was completed in 1928 by the same authors by the preparation of 3-)S-amino-ethylindole-2-carboxylic acid by the action of alcoholic potassium hydroxide on 2-keto-2 3 4 5-tetrahydro-3-carboline. An equally simple synthesis was effected almost simultaneously by Asahina, Manske and Robinson, who condensed methyl anthranilate with 2-keto-2 3 4 5-tetrahydro-3-carboline (for notation, see p. 492) by the use of phosphorus trichloride (see partial formulae II). Ohta has also synthesised rutaecarpine by heating a mixture of 2-keto-2 3 4 5-tetrahydrocarboline with isatoic anhydride at 195° for 20 minutes. 

The more reactive fluoroketones also react with reagents prepared by the action of carbon tetrachloride on a tnalkylphosphine to form a vinyl phosphine oxide [id] (equation 29)... 

Benzophenone has been prepared by the distillation of calcium benzoate,1 by the action of benzoyl chloride on benzene in the presence of aluminium chloride,2 by the action of phosgene on benzene in the presence of aluminium chloride,3 by the action of carbon tetrachloride on benzene in the presence of aluminium chloride followed by hydrolysis.4... 

Chloroform, CHCla, is an example of a polar molecule. It has the same bond angles as methane, CH4, and carbon tetrachloride, CCLi- Carbon, with sp3 bonding, forms four tetrahedrally oriented bonds (as in Figure 16-11). However, the cancellation of the electric dipoles of the four C—Cl bonds in CCL does not occur when one of the chlorine atoms is replaced by a hydrogen atom. There is, then, a molecular dipole remaining. The effects of such electric dipoles are important to chemists because they affect chemical properties. We shall examine one of these, solvent action. 

All Group 14/IV elements form liquid molecular tetrachlorides. The least stable is PbCl4, which decomposes to solid PbCl2 when it is warmed to about 50°C. Carbon tetrachloride, CC14 (tetrachloromethane), was widely used as an industrial solvent however, now that it is known to be carcinogenic, it is used primarily as the starting point for the manufacture of chlorofluorocarbons. Carbon tetrachloride is formed by the action of chlorine on methane ... 

One type of fatty liver that has been smdied extensively in rats is due to a deficiency of choline, which has therefore been called a lipotropic factor. The antibiotic puromycin, ethionine (a-amino-y-mercaptobu-tyric acid), carbon tetrachloride, chloroform, phosphorus, lead, and arsenic all cause fatty liver and a marked reduction in concentration of VLDL in rats. Choline will not protect the organism against these agents but appears to aid in recovery. The action of carbon tetrachloride probably involves formation of free radicals... 

Apart from chlorine (without or with carbon), carbon tetrachloride, phosgene, hydrogen chloride, and sulfur dioxide-chlorine mixtures, some of the metal chlorides can also function as chlorinating agents. The chlorinating action of metal chlorides is dramatically illustrated by the behavior of the silica lining in reactors used for the chlorination of titanium dioxide and beryllium dioxide. 

The product obtained from this type of decarboxylation is reported to contain only about 5% of /ra s-stilbene.5 A sample made according to the above directions can be treated with bromine in carbon tetrachloride at room temperature in the dark to give an 80-85% yield of the d/-dibromide which arises from trans addition to cw-stilbene. The meso-dibromide, which is very soluble and easily separated, is obtained only to the extent of 10% or less. Part of this latter product may arise from the action of bromine atoms on cw-stilbene rather than from trans addition to tfnms-stilbene. The cu-stilbene prepared by this method is readily and completely soluble in cold absolute ethanol. It freezes solid at about —5°. Its ultraviolet absorption coefficient (8) is 1.10 X 104 at 274 mil and 8.7 X 103 at 294 mp, quite different from h-aws-stilbene. 

The solid produced by action of bromine trifluoride on pyridine in carbon tetrachloride ignites when dry. 2-Fluoropyridine reacts similarly. 

More interesting is the use of nonpolar solvents (e. g. xylene, toluene, carbon tetrachloride, hydrocarbons), because these are transparent to MW and absorb them only weakly. They therefore enable specific absorption by the reactants. If these reactants are polar, energy transfer occurs from the reactants to the solvent and the results might be different under the action of MW and A. This effect seems to be clearly dependent on the reaction and is, therefore, the subject of controversy. In xylene under reflux, for example, no MW-specific effects were observed for the Diels-Alder reaction [5] whereas important specific effects were described for aryldiazepinone synthesis [33]. 

Triphenylchloromethane has been made by the action of phosphorus pentachloride,1 hydrogen chloride,2 or acetyl chloride3 upon triphenylcarbinol. It has also been made by the reaction between carbon tetrachloride and benzene in the presence of alumi-... 

Hexachloroethane is usually produced commercially by the chlorination of tetrachloroethylene in the presence of ferric chloride at 100-140 C. It may also be obtained as a co-product in the production of tetrachloroethylene by pyrolysis of carbon tetrachloride at 800-900 C or by passing a mixture of ethylene and chlorine over charcoal at 300-350 C. Small amounts of high purity hexachloroethane may be prepared by the action of chlorine on barium carbide (Dacre et al. 1979 Gordon et al. 1991 IARC 1979 Santodonato et al. 1985). 

Bartlet AL. 1976. Actions of carbon tetrachloride, hexachloroethane and the products of their metabolism in sheep on fasciola hepatica. Br J Pharmacol 58 395-400. 

Glende EA Jr, Lee PY. 1985. Isopropanol and chlordecone potentiation of carbon tetrachloride liver injury Retention of potentiating action in hepatocyte suspensions prepared from rats given isopropanol or chlordecone. Exp Mol Pathol 42(2) 167-174... 

Goswami and Sarkar3 claimed to have prepared methyl and ethyl fluoroformates by the action of thallium fluoride on the corresponding chloroformates. These fluoroformates were described as powerful lacrimators. We found that no appreciable reaction took place between potassium fluoride and ethyl chloroformate in boiling carbon tetrachloride or nitrobenzene. Ethyl fluoroformate could, however, be readily produced by the action of potassium fluoride on ethyl chloroformate by using the autoclave technique. It was found not to have the lacrimatory properties claimed for it, and was non-toxic in comparison with M.F.A. This non-toxicity was to be expected, as the fluoroformate contains the COF and not the CH2F- group. 

Indolylaminomethylenemalonates (681) were regioselectively cyclized on the action of acetic anhydride or trifluoroacetic anhydride in carbon tetrachloride at 10-20°C for 3 hr, to give 8-carbolines (682) in 22-75% yields (85ZOR432). 

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