Carbon-Chlorine Compounds

Almenningen, B. Andersen, and M. Traetteberg, Acta Chem. Scand., 1964, 18, 603. 

C—C=C1. Invoking steric eflFects is quite unconvincing. In t-butyl- 

The C-Cl bonds in 1,4-dichloronorbornane (78) measure 1.773 0.003 A, unexpectedly appearing to be unaffected by steric effects. The ring dimensions are comparable to those of the parent. In 4-chIoro-nortricyclene (79) also, the C-Q length, 1.762 0.002 A, appears to be 

Before a clearer understanding of the influence of chlorine on molecular structure can be acquired, experimental work must provide results for a more comprehensive range of molecules than that available here. 

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Carbon-chlorinated compounds are hydrolytically easier to cleave than their corresponding CHj-containing analogues, as is shown in this example ... 

Most of the chlorine produced is used in the manufacture of chlorinated compounds for sanitation, pulp bleaching, disinfectants, and textile processing. Further use is in the manufacture of chlorates, chloroform, carbon tetrachloride, and in the extraction of bromine. 

Carbon-Hydrogen and Carbon-Chlorine Bond Dissociation Energies of Selected Compounds... 

The carbon-bromine bond is longer than the carbon-chlorine bond therefore although the charge e in the dipole moment expression p, = e d k smaller for the bromine than for the chlo nne compound the distance d is greater... 

Organic fluorine compounds were first prepared in the latter part of the nineteenth century. Pioneer work by the Belgian chemist, F. Swarts, led to observations that antimony(Ill) fluoride reacts with organic compounds having activated carbon—chlorine bonds to form the corresponding carbon—fluorine bonds. Preparation of fluorinated compounds was faciUtated by fluorinations with antimony(Ill) fluoride containing antimony(V) haUdes as a reaction catalyst. 

Many chlorine compounds, including methyl chlorosilanes, such as ClSi(CH2)3, Cl2Si(CH3)2, Cl3Si(CH3) tetrachlorosilane [10026-04-7] SiCl chlorine, CI2 and carbon tetrachloride, CCl, can completely react with molecular surface hydroxyl groups to form hydrochloric acid (40), which then desorbs from the gel body in a temperature range of 400—800°C, where the pores are still interconnected. Carbon tetrachloride can yield complete dehydration of ultrapure gel—siUca optical components (3,23). 

In addition to being the most widely used disinfectant for water treatment, chlorine is extensively used in a variety of products, including paper products, dyestuffs, textiles, petroleum products, pharmaceuticals, antiseptics, insecticides, foodstuffs, solvents, paints, and other consumer products. Most chlorine produced is used in the manufacture of chlorinated compounds for sanitation, pulp bleaching, disinfectants, and textile processing. It is also used in the manufacture of chlorates, chloroform, and carbon tetrachloride and in the extraction of bromine. Among other past uses, chlorine served as a war gas during World War I. 

C05-0071. Freons (CFCs) are compounds that contain carbon, chlorine, and fluorine in various proportions. They are used as foaming agents, propellants, and refrigeration fluids. Freons are controversial because of the damage they do to the ozone layer in the stratosphere. A 2.55-g sample of a particular Freon in a 1.50-L bulb at 25.0 °C has a pressure of 262 torr. What is the molar mass and formula of the compound ... 

The chloride anion is a major species in the oceans and plays an essential role in biochemistry. Compounds containing carbon-chlorine bonds occur much less frequently in nature. Volcanos emit some halocarbons, and marine algae generate chloromethane. Other marine species produce toxic organohalogen molecules that protect them from predators. Nevertheless, organic chlorine compounds are uncommon, and consequently there are few mechanisms that degrade them. 

Although these issues have already been briefly noted, they deserve a few additional comments. For freely water-soluble substrates that have low volatility, there are few difficulties in carrying out the appropriate experiments described above. There is, however, increasing interest in xenobiotics such as polycyclic aromatic hydrocarbons (PAHs) and highly chlorinated compounds including, for example, PCBs, which have only low water solubility. In addition, attention has been focused on volatile chlorinated aliphatic compounds such as the chloroethenes, dichloromethane, and carbon tetrachloride. All of these substrates present experimental difficulties of greater or lesser severity. 

Triphenylphosphine dichloride exhibits similar reactivity and can be used to prepare chlorides.18 The most convenient methods for converting alcohols to chlorides are based on in situ generation of chlorophosphonium ions19 by reaction of triphenylphosphine with various chlorine compounds such as carbon tetrachloride20 or hexachloroacetone.21 These reactions involve formation of chlorophosphonium ions. 

Extracts of these fat samples were treated with sodium sulfate-concentrated sulfuric acid mixture and fuming acid by the method described by Schechter et al. 5) in order to separate the organic-chlorine compound from the fatty materials. An infrared spectrum from 7 to 15 microns on carbon disulfide solutions of the residues from the fat qualitatively identified the organic-chlorine compound as toxaphene. All the bands of toxaphene in this spectral region were plainly seen in the treated steer extract, whereas none of the absorption bands were visible in the untreated steer extract. 

Chlorination of most alkanes whose molecules contain more than two carbon atoms gives a mixture of isomeric monochloro products (as well as more highly chlorinated compounds). 

Photolytic. Titanium dioxide suspended in an aqueous solution and irradiated with UV light (X = 365 nm) converted benzoic acid to carbon dioxide at a significant rate (Matthews, 1986). An aqueous solution containing chlorine and irradiated with UV light (X = 350 nm) converted benzoic acid to salicylaldehyde and unidentified chlorinated compounds (Oliver and Carey, 1977). A carbon dioxide yield of 10.2% was achieved when benzoic acid adsorbed on silica gel was irradiated with light (X >290 nm) for 17 h (Freitag et al., 1985). 

Miscible with alcohol, ether, benzene (Windholz et ah, 1983), and many other organic solvents, particularly chlorinated compounds (e.g., carbon tetrachloride, methylene chloride, chloroform,... 

Source Hexachlorobenzene may enter the environment from incomplete combustion of chlorinated compounds including mirex, kepone, chlorobenzenes, pentachlorophenol, PVC, polychlorinated biphenyls, and chlorinated solvents (Ahling et al., 1978 Dellinger et al., 1991). In addition, hexachlorobenzene may enter the environment as a reaction by-product in the production of carbon tetrachloride, dichloroethylene, hexachlorobutadiene, trichloroethylene, tetrachloro-ethylene, pentachloronitrobenzene, and vinyl chloride monomer (quoted, Verschueren, 1983). 

Such processes lead to the formation of adsorbable halogenated organic compounds (AOX) in high concentrations. Typical concentrations found in a continuous antifelt treatment are shown in Table 4. The high dissolved organic carbon (DOC) determined in the baths is one of the sources for the formation of high concentrations of chlorinated compounds. The formation of chlorinated products is the result of chemical reactions directly with the fiber, with organic compounds released from the fibers, and with added auxiliaries. 

Chlorofluorocarhons are chemical compounds that contain carbon, chlorine, and fluorine. The chemical structures, names, and... 

One of the most serious challenges to arise in the effort to stop ozone depletion has been the search for chemicals that can be used in place of CFCs in their many industrial applications. The most promising substitutes seem to be a class of compounds known as hydrochlo-rofluorocarbons (HCFCs). HCFCs are similar to CFCs in that they contain carbon, chlorine, and fluorine, but they also include hydrogen. 

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