Chloride Acid phthalates

A hydrogen gas electrode in 0.05 molar potassium acid phthalate, when combined with a calomel electrode tontaining saturated potassium chloride, gave a cell with an b.m.p. of 0.4765 volt at 38°. Calculate the pH of the solution which gave an e.m.f. of 0.7243 volt in a similar cell. 

Formaldehyde-water solution. Mix 50 ml of 38% formaldehyde with 50 ml of distd w in a 400-ml beaker, add 4 drops of 1% phenolphthalein or thymolphthalein indicator (0.8g per 100ml ethanol) and neutralize with carbonate-free 0.5N NaOH soln dropwise to a pink color (pH 8.6) on glass-calomel electrode system Standard sodium hydroxide, 0.5N. Dissolve 20g of carbonate-free NaOH in 500ml CO2-free water, add enough Ba chloride to more than 2 liters distd w to precipitate carbonate present, let the Ba carbonate settle, and filter into a 1 liter volumetric flask. Standardize the NaOH soln by adding it. from a buret into a soln of 2 g of potassium acid phthalate (weighed accurat ely on an analytical balance), and four drops of phenolphthalein indicator in 75—100ml COa-free water contained in a 150-ml beaker until the first appearance of a pink end point... 

The initial drum inventory conducted in 1979 found 17 051 drums on the surface, including 11 628 empty ones. The EPA analyzed the property and creek and found 140 chemical substances. The chemicals found most often and in the highest concentrations were xylene, methyl ethyl ketone, methylene chloride, acetone, phthalates, anthracene, toluene, fluoranthene, alkyl benzene, vinyl chloride, dichloroethylene, and aliphatic acids. Polychlorobi-phenyls were detected in low concentrations and several metals including barium, zinc, copper, strontium, magnesium, and chromium were detected in concentrations exceeding background levels. 

Mol. wt. 360.48, in.p. 238°. Preparation by hypobromite oxidation of pregnenolone acetate (available from Syntex S. A.). The corresponding acid chloride has been used for the resolution of la-hydroxydicyclopentadiene, of cis,c(j-l-decalol, and of // flns-3-/-butylcyclohexanoP (in this case conventional resolution of acid phthalate salts with alkaloids failed). 

As substrate materials five different single crystals have been chosen potassium chloride (KC1), sodium chloride (NaCl), potassium acid phthalate (KAP) [27], muscovite mica [28], and phlogopite mica. All are cleaved in air and are transferred immediately into a high vacuum system (base pressure 2 x 10 8 mbar). Either right away or after annealing a clear low energy electron diffraction (MCP-LEED, Omicron) pattern is observed for each of them. Organic molecules are deposited from an effusion cell. The nominal deposited film thickness is estimated by a water-cooled quartz microbalance located next to the substrate. 

Uses. Phthabc anhydride is used mainly in plasticizers, unsaturated polyesters, and alkyd resins (qv). PhthaUc plasticizers consume 54% of the phthahc anhydride in the United States (33). The plasticizers (qv) are used mainly with poly(vinyl chloride) to produce flexible sheet such as wallpaper and upholstery fabric from normally rigid polymers. The plasticizers are of two types diesters of the same monohydric alcohol such as dibutyl phthalate, or mixed esters of two monohydric alcohols. The largest-volume plasticizer is di(2-ethylhexyl) phthalate [117-81-7] which is known commercially as dioctyl phthalate (DOP) and is the base to which other plasticizers are compared. The important phthahc acid esters and thek physical properties are Hsted in Table 12. The demand for phthahc acid in plasticizers is naturally tied to the growth of the flexible poly(vinyl chloride) market which is large and has been growing steadily. 

Ahyl alcohol undergoes reactions typical of saturated, aUphatic alcohols. Ahyl compounds derived from ahyl alcohol and used industriahy, are widely manufactured by these reactions. For example, reactions of ahyl alcohol with acid anhydrides, esters, and acid chlorides yield ahyl esters, such as diahyl phthalates and ahyl methacrylate reaction with chloroformate yields carbonates, such as diethylene glycol bis(ahyl carbonate) addition of ahyl alcohol to epoxy groups yields products used to produce ahyl glycidyl ether (33,34). 

Stannous Oxalate. Stannous oxalate, Sn(C20 (mol wt 206.71, dec 280°C, sp gr 3.56 at 18°C), is a white crystalline powder, is soluble in hot concentrated hydrochloric acid and mixtures of oxaHc acid and ammonium oxalate, and is insoluble in water, toluene, ethyl acetate, dioctyl phthalate, THF, isomeric heptanes, and acetone (171). It is prepared by precipitation from a solution of stannous chloride and oxaHc acid and is stable indefinitely. 

Benzyl Chloride. Benzyl chloride is manufactured by high temperature free-radical chlorination of toluene. The yield of benzyl chloride is maximized by use of excess toluene in the feed. More than half of the benzyl chloride produced is converted by butyl benzyl phthalate by reaction with monosodium butyl phthalate. The remainder is hydrolyzed to benzyl alcohol, which is converted to ahphatic esters for use in soaps, perfume, and davors. Benzyl salicylate is used as a sunscreen in lotions and creams. By-product benzal chloride can be converted to benzaldehyde, which is also produced directiy by oxidation of toluene and as a by-product during formation of benzoic acid. By-product ben zotrichl oride is not hydrolyzed to make benzoic acid but is allowed to react with benzoic acid to yield benzoyl chloride. 

Phthalic anhydride and diethyl phthalate are easily converted with hydrazine into 4-hydroxyphthalazin-l(2/f)-one. Its substituted derivatives have been prepared using substituted hydrazines, substituted phthalic anhydrides, or diesters or disodium salts of substituted phthalic acids (Scheme 81). However, condensation of phenylhydrazine with phthalic anhydride gives only a small amount of the corresponding phthalazine, the main product being 2-anilinophthalimide. This can be rearranged in the presence of base into the phthalazine derivative. For the preparation of 2,3-disubstituted derivatives, 1,2-disub-stituted hydrazines are reacted with the appropriate phthalic anhydrides or phthaloyl chlorides. Derivatives of 4-amino- or 4-hydrazino-phthalazin-l(2iT)-one have been prepared either from the corresponding monothiophthalimide and 3-aminoisoindolin-3-one (1S4) or from ethyl 2-cyanobenzoate (155) and hydrazine hydrate (Scheme 82). Similarly,... 

Schwartz et al. [2] investigated the biodegradation of phthalic acid esters adsorbed in river sediments by repeated analysis of the sediment over a two-week period. The di-2-ethylhexyl phthalate content turned out to remain essentially constant (s.d., 5% n=10), irrespective of the absence or presence of a microbial inhibitor (500ppm of sodium azide or mercuric chloride added immediately after sampling) i.e. no marked biodegradation occurred. 

Analytical Procedures. Mn was determined by atomic absorption spectrophotometry (AAS) or the formaldioxime method (27J. Ca, Mg and Fe were determined by AAS. Silicate, phosphate, sulphate and chloride were determined using techniques described in Standard Methods (28). The molybdosi1icate method was used for silicate. Phosphate was determined using the vanadomolybdophosphoric acid method. Sulphate was determined by BaSO gravimetry. Chloride was determined by the mercuric chloride method. Salicylate and phthalate were determined by UV spectrophotometry. 

Acetamido-4-amino-6-chloro-s-triazine, see Atrazine Acetanilide, see Aniline, Chlorobenzene, Vinclozolin Acetic acid, see Acenaphthene, Acetaldehyde, Acetic anhydride. Acetone, Acetonitrile, Acrolein, Acrylonitrile, Aldicarb. Amyl acetate, sec-Amyl acetate, Bis(2-ethylhexyl) phthalate. Butyl acetate, sec-Butyl acetate, ferf-Butyl acetate, 2-Chlorophenol, Diazinon. 2,4-Dimethylphenol, 2,4-Dinitrophenol, 2,4-Dinitrotoluene, 1,4-Dioxane, 1,2-Diphenylhydrazine, Esfenvalerate. Ethyl acetate, Flucvthrinate. Formic acid, sec-Hexyl acetate. Isopropyl acetate, Isoamyl acetate. Isobutyl acetate, Methanol. Methyl acetate. 2-Methvl-2-butene. Methyl ferf-butvl ether. Methyl cellosolve acetate. 2-Methvlphenol. Methomvl. 4-Nitrophenol, Pentachlorophenol, Phenol. Propyl acetate. 1,1,1-Trichloroethane, Vinyl acetate. Vinyl chloride Acetoacetic acid, see Mevinphos Acetone, see Acrolein. Acrylonitrile. Atrazine. Butane. 

Benzol hjthiophene, see Naphthalene 1,2,3-Benzotriazin-4 (3/J -one, see Azinnhos-methyl Benzotriazole, see Tetrachloroethylene Benzyl alcohol, see Benzo[a]anthracene, Benzyl butyl phthalate. Benzyl chloride, Permethrin. o-Xylene, m-Xylene, p-Xylene. Toluene 0-Benzyl alcohol, see o-Xylene m-Benzyl alcohol, see m-Xylene p-Benzyl alcohol, see p-Xylene 10-Benzyl-10-hydroanthracen-9-one, see Benzo [ a] anthracene Benzyl hydroperoxide, see Toluene Benzyl nitrate, see Toluene Benzylsuccinic acid, see Toluene... 

Methanetrisulfonic acid, see Chloropicrin Methanol, see Acetic acid. Acetone. Acrylonitrile. Alachlor. 1-Butene, Dimethyl phthalate. Dimethyl sulfate. Formaldehyde. Methyl bromide. Methylene chloride. Methyl formate. Methyl methacrylate. Methyl mercaptan, 2-Methylpropene, Mevinphos, Nitromethane... 

Chloroform, Chloropicrin, 1,1-Dichloroethylene, Endrin, Hexachlorocyclopentadiene, Methyl chloride. Methylene chloride, Tetrachloroethylene, 1,1,1 -Trichloroethane, Trichloroethylene Phosphine, see Pentachlorobenzene, Phorate Phosphoric acid, see Dichlorvos, Ethephon. Glvphosate. Malathion, Mevinphos, Parathion, Sulfotepp, Tributyl phosphate, Trichlorfon Phosphoric acid, dimethyl ester, see Mevinphos, Oxvdemeton-methvl Phosphorothioic acid, see Parathion Photoaldrin, see Aldrin Photoaldrin chlorohydrin, see Dieldrin Photodieldrin, see Aldrin, Dieldrin Photoheptachlor, see Heptachlor Photoketoaldrin, see Aldrin Phthalaldehyde, see Naphthalene Phthalaldehydes, see Tolnene Phthalic acid, see Anthracene, Benzo[a]anthracene, Benzyl bntyl phthalate, Dichlone. Diethyl phthalate, Dimethyl phthalate, Naphthalene, Naptalam. I ene... 

Acid chloride solution 7.7 g (0.04 mol) of terephthaloyl dichloride are finely powdered in a mortar and dissolved in 40 g of dibutyl phthalate by stirring at 70 °C, taking care to exclude moisture. Dissolution takes about 30 min any insoluble material is filtered off. 

Hamada et al. used a poly (vinyl chloride) matrix membrane ion-selective electrode for the analysis of procaine [76]. Procaine flavianate (10 mg, prepared by precipitation from an equimolar mixture of procaine hydrochloride and flavianic acid), was mixed with PVC powder (150 mg), dioctyl phthalate (370 mg), and tetrahydrofuran (4 mL). This mixture was used to produce membranes (3 cm diameter), from which discs were cut to prepare ion-selective electrodes. The electrodes were used in conjunction with a double-junction Ag-AgCl (KNO3) reference electrode for the potentiometric determination of procaine hydrochloride at 25°C. 

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