Hydrocarbons, aromatic chloride

According to the vendor, this technology is capable of removing chlorinated hydrocarbons, aliphatic hydrocarbons, aromatics, benzene, toluene, xylene, carbon tetrachloride, vinyl chloride, dichloromethane, and trichloroethane. Polychlorinated biphenyls (PCBs), polyaromatic hydrocarbons (PAHs), and volatile inorganic solvents can also be removed. The technology is currently in use and is commercially available. 

Solvents Polish remover contains acetone paint remover, paint thinner, and correction fluids contain toluene (an aromatic hydrocarbon), methylene chloride, and methanol fuel gas contains butane lighter fluid contains butane and isopropane fire extinguishers contain bromochlorodifluo-romethane. 

Acid derivatives (esters, acid chlorides, anhydrides, nitriles, and amides) are soluble in common organic solvents such as alcohols, ethers, chlorinated alkanes, and aromatic hydrocarbons. Acid chlorides and anhydrides cannot be used in nucleophilic solvents such as water and alcohols, however, because they react with these solvents. Many of the smaller esters, amides, and nitriles are relatively soluble in water (Table 21-2) because of their high polarity and their ability to form hydrogen bonds with water. 

SAFETY PROFILE Moderately toxic by unspecified routes. Flammable when exposed to heat or flame. When heated to decomposition it emits toxic fumes of CL. See also TOLYL CHLORIDE and CHLORINATED HYDROCARBONS, AROMATIC. 

The sulfonio derivatives of aromatic hydrocarbons, their chlorid -amids, and esters, as well as the acetylated and methylated amid derivatives, give no aldehydes under the same conditions. 

Properties Amber liquid. D 0.986 (20C), bp 175C (3.8 mm Hg). Insoluble in water soluble in petroleum hydrocarbons, aromatic petroleum derivatives, alcohols, and methylene chloride decomposed by strong alkali. 

Two further methods of preparing organoboron compounds have been the subject of fairly recent detailed study, namely, reaction of boron halides with hydrocarbons and addition of boron hydrides to olefins. For instance, arylboron dihalides are formed when boron trihalides are heated with aromatic hydrocarbons, aluminum chloride, and aluminum powder,217 and phenyl-boron dibromide has been prepared analogously.218 Further, boron halides such as diboron tetrachloride and tetrafluoride add to olefins, yielding bis-(dichloroboryl) and bis(difluoroboryl) compounds 219... 

Preferred solvents include ketones, esters, and chlorinated hydrocarbons. Aromatic hydrocarbons have a swelling effect on most vinyl chloride copolymers, but are widely used as diluents. Normally alcohols and aliphatic hydrocarbons do not dissolve vinyl chloride copolymers. 

Compared to aliphatic hydrocarbons, aromatic hydrocarbons (DIN 51633) have a higher solvency for oils, castor oil, oil-modified alkyd resins, styrene-modfied oils and alkyd resins, saturated polyester resins, polystyrene, poly(vinyl ethers), polyacrylate and polymethacrylate esters. poly(vinyl acetate), vinyl chloride and vinyl acetate copolymers, and many low-polarity resins. 

An interesting confirmation of these ideas is provided by the rates of solvolysis of jS-arylethyl esters, ArCH2CH2X, with ArH being an alternant aromatic hydrocarbon. Primary chlorides normally react by the 5 2 mech-... 

Benzyl alcohol at 155.4°C Tetrahydrofuran, acetone-carbon disulfide mixtures, methyl ethyl ketone Toluene, xylene, methylene chloride, ethylene chloride, perchloroethylene-acetone mixtures, 1,2-dichlorobenzene, tetrahydrofurfuryl alcohol, dioxane, acetone-oarbon disulfide mixtures, cyclopentanone, diisopropyl ketone, mesityl oxide, isophorone, dimethyl-formamide, nitrobenzene, hexamethyl-phosphoramide, tricresyl phosphate Aliphatic and aromatic hydrocarbons, vinyl chloride monomer, alcohols, glycols, aniline, acetone, carboxylic acids, acetic anhydride, esters, nitroparaffins, carbon disulfide, nonoxidizing mineral acids, concentrated alkalies... 

Very highly crosslinked, substantially aromatic networks containing methylene bridges fall into several categories hydrocarbon networks, phenol-formaldehyde and similar networks, and furan-based networks. The hydrocarbon networks have not yet found broad industrial applications despite the fact that they have been known for over a century. Traditionally, hydrocarbon aromatic networks were prepared [437, 438] under Friedel-Crafts conditions using monomers such as benzyl chloride [439] ... 

Cometabolism observed at methanotrophs is a result of nonspecific methane monooxygenase activity towards organic compounds that do not serve as carbon or energy sources (Brigmon, 2001). A soluble form of monooxygenase (sMMO), which is present in the type II methanotrophs, has low substrate specificity. It is able to oxidize several alkanes and alkenes, cychc hydrocarbons, aromatics, and halogenic aromatics (Grosse et al. 1999) for instance, trans-dichloroethylene, vinyl chloride (Yoon Semrau, 2008), dichloromethane (DCM) (Chiemchaisri et al. 2001), and 1,1,1-trichloroethane (TCA) (Kjeldsen et al. 1997). 

Gattermann-Koch reaction Formylation of an aromatic hydrocarbon to yield the corresponding aldehyde by treatment with CO, HCl and AICI3 at atmospheric pressure CuCl is also required. The reaction resembles a Friedel-Crafts acylation since methanoyl chloride, HCOCl, is probably involved. 

It will also reduce acid chlorides, acid anhydrides and aldehydes to primary alcohols, ketones to secondary alcohols, and amides to the corresponding amines R-CONHi -> R CHiNH. Nitro-hydrocarbons if aromatic are... 

A further difference between aliphatic and aromatic hydrocarbons is that only the latter are capable of direct sulphonation. Thus benzene when heated with concentrated sulphuric acid gives benzenesulphonic acid, a reaction which proceeds more readily, however, if chlorosulphonic acid is used instead of sulphuric acid an excess of chlorosulphonic acid however may convert the sul phonic acid into the sulphonyl chloride (c/. p. 181). 

When an aqueous solution of a diazonium salt is added to an alkaline solution of a phenol, coupling occurs with formation of an azo-compound (p. 188). If ho vc cr the ntiueous solution of the diazonium salt, t. . ., />-bromohenzene diazonium chloride, is mixed with an excess of an aromatic hydrocarbon, and aqueous sodium hydroxide then added to the vigorously stirred mixture, the diazotate which is formed, e.g., BrC,H N OH, dissolves in the hydrocarbon and there undergoes decomposition with the formation of nitrogen and two free radicals. The aryl free radical then reacts with the hydrocarbon to give a... 

TTie true ketones, in which the >CO group is in the side chain, the most common examples being acetophenone or methyl phenyl ketone, C HjCOCH, and benzophenone or diphenyl ketone, C HjCOC(Hj. These ketones are usually prepared by a modification of the Friedel-Crafts reaction, an aromatic hydrocarbon being treated with an acyl chloride (either aliphatic or aromatic) in the presence of aluminium chloride. Thus benzene reacts with acetyl chloride... 

The Friedel-Crafts Reaction, in which an aromatic hydrocarbon reacts with an alkyl halide under the influence of aluminium chloride ... 

Almost insoluble in cold water. Higher alcohols (including benzyl alcohol), higher phenols (e.g., naphthols), metaformaldehyde, paraldehyde, aromatic aldehydes, higher ketones (including acetophenone), aromatic acids, most esters, ethers, oxamide and domatic amides, sulphonamides, aromatic imides, aromatic nitriles, aromatic acid anhydrides, aromatic acid chlorides, sulphonyl chlorides, starch, aromatic amines, anilides, tyrosine, cystine, nitrocompounds, uric acid, halogeno-hydrocarbons, hydrocarbons. 

Metallic sodium. This metal is employed for the drying of ethers and of saturated and aromatic hydrocarbons. The bulk of the water should first be removed from the liquid or solution by a preliminary drying with anhydrous calcium chloride or magnesium sulphate. Sodium is most effective in the form of fine wire, which is forced directly into the liquid by means of a sodium press (see under Ether, Section II,47,i) a large surface is thus presented to the liquid. It cannot be used for any compound with which it reacts or which is affected by alkalis or is easily subject to reduction (due to the hydrogen evolved during the dehydration), viz., alcohols, acids, esters, organic halides, ketones, aldehydes, and some amines. 

Saturated and aromatic hydrocarbons Ethers Anhydrous calcium chloride anhydrous calcium sulphate metallic sodium phosphorus pentoxide. 

Friedel and Crafts reaction. alkyl halide condenses with an aromatic hydrocarbon in the presence of anhydrous aluminium chloride to yield, in the first instance, a hydrocarbon in accordance with the following scheme —... 

Aroylbenzoic acids. Aromatic hydrocarbons condense with phthalic anhydride in the presence of anhydrous aluminium chloride producing aroylbenzoic acids in good yields ... 

By passing a mixture of carbon monoxide and hydrogen chloride into the aromatic hydrocarbon in the presence of a mixture of cuprous chloride and aluminium chloride which acts as a catalyst (Gattermann - Koch reaction). The mixture of gases probably reacts as the equivalent of the unisolated acid chloride of formic acid (formyl chloride) ... 

---