Anhydrides physical properties

Tetrabromophthalic anhydride physical properties of, 4 357t Tetrabromophthalic anhydride/diol physical properties of, 4 357t Tetrabutylammonium bromide (TBAB), 2 550t, 76 557-558, 566 Tetrabutylphosphonium hydroxide, 22 573 Tetrabutyltin, toxicity of, 24 831 Tetrabutylurea, 2 550t Tetracalcium aluminate,... 

Physical properties. Acetic anhydride, (CH3C0).20, is a colourless liquid with a sharp pungent odour, decomposed slowly by water, in which it is only slightly soluble. 

The physical properties of a number of acid anhydrides (aliphatic) are given in Table 111,94. 

The physical properties of a few tjrpical acid chlorides of aromatic acids are collected in Table IV, 18 7). Some acid anhydrides are also included in this Table (compare Section 111,94). 

The production of both an alcohol and the sodium salt of an acid might easily be confused with the hydrolysis products of an ester (in the above instance benzyl benzoate). Such an error would soon be discovered (e.g., by reference to the b.p. and other physical properties), but it would lead to an unnecessary expenditure of time and energy. The above example, however, emphasises the importance of conducting the class reactions of neutral oxygen-containing compounds in the proper order, viz., (1) aldehydes and ketones, (2) esters and anhydrides, (3) alcohols, and (4) ethers. 

Butyrolactone. y-Butyrolactone [96-48-0] dihydro-2(3H)-furanone, was fkst synthesized in 1884 via internal esterification of 4-hydroxybutyric acid (146). In 1991 the principal commercial source of this material is dehydrogenation of butanediol. Manufacture by hydrogenation of maleic anhydride (147) was discontinued in the early 1980s and resumed in the late 1980s. Physical properties are Hsted in Table 4. 

Many of the physical properties are not affected by the optical composition, with the important exception of the melting poiat of the crystalline acid, which is estimated to be 52.7—52.8°C for either optically pure isomer, whereas the reported melting poiat of the racemic mixture ranges from 17 to 33°C (6). The boiling poiat of anhydrous lactic acid has been reported by several authors it was primarily obtained duriag fractionation of lactic acid from its self-esterification product, the dimer lactoyUactic acid [26811-96-1]. The difference between the boiling poiats of racemic and optically active isomers of lactic acid is probably very small (6). The uv spectra of lactic acid and dilactide [95-96-5] which is the cycHc anhydride from two lactic acid molecules, as expected show no chromophores at wavelengths above 250 nm, and lactic acid and dilactide have extinction coefficients of 28 and 111 at 215 nm and 225 nm, respectively (9,10). The iafrared spectra of lactic acid and its derivatives have been extensively studied and a summary is available (6). 

Physical Properties. Mahc acid crystallines from aqueous solutions as white, translucent, anhydrous crystal. The S(—) isomer melts at 100-103°C (1) and the R(+) isomer at 98-99°C (2). On heating, D,L-mahc acid decomposes at ca 180°C by forming fumaric acid and maleic anhydride. Under normal conditions, malic acid is stable under conditions of high humidity, it is hygroscopic. 

Table 1. Physical Properties of Maleic Anhydride, Maleic Acid, and Fumaric Acid...

The physical properties of the acids, the most important anhydrides, and the full methyl esters are summarized ia Tables 2, 3, and4. Detailed Hsts of physical properties for phthaUc acid and its anhydride, terephthaUc acid and dimethyl terephthalate, isophthaUc acid, trimeUitic acid and its anhydride, and pyromeUitic acid and its dianhydride/ are provided under the sections describiag these compounds. 

Table 3. Physical Properties of Anhydrides of the Benzenepolycarboxylic Acids...

Table 6. Physical Properties of Liquid Phthalic Anhydride...

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. 

Physical and Chemical Properties. Trimellitic acid and trimellitic anhydride are odorless white crystalline soHds in their pure form. The acid is reasonably stable up to the melting point, where dehydration to the anhydride occurs. The anhydride reacts with atmopsheric moisture, even at room temperature, to revert to the acid. Physical properties of the acid and its anhydride are Hsted in Tables 29—31. 

Derivatives. The dual functionaUty of trimellitic anhydride makes it possible to react either the anhydride group, the acid group, or both. Derivatives of trimellitic anhydride include ester, acid esters, acid chloride, amides, and amide—imides (136). Trimellitate esters are the most important derivatives, and physical properties of more significant esters are Hsted in Table 34. 

Physical properties of the acid and its anhydride are summarized in Table 1. Other references for more data on specific physical properties of succinic acid are as follows solubiUty in water at 278.15—338.15 K (12) water-enhanced solubiUty in organic solvents (13) dissociation constants in water—acetone (10 vol %) at 30—60°C (14), water—methanol mixtures (10—50 vol %) at 25°C (15,16), water—dioxane mixtures (10—50 vol %) at 25°C (15), and water—dioxane—methanol mixtures at 25°C (17) nucleation and crystal growth (18—20) calculation of the enthalpy of formation using semiempitical methods (21) enthalpy of solution (22,23) and enthalpy of dilution (23). For succinic anhydride, the enthalpies of combustion and sublimation have been reported (24). 

Production of cellulose esters from aromatic acids has not been commercialized because of unfavorable economics. These esters are usually prepared from highly reactive regenerated cellulose, and their physical properties do not differ markedly from cellulose esters prepared from the more readily available aHphatic acids. Benzoate esters have been prepared from regenerated cellulose with benzoyl chloride in pyridine—nitrobenzene (27) or benzene (28). These benzoate esters are soluble in common organic solvents such as acetone or chloroform. Benzoate esters, as well as the nitrochloro-, and methoxy-substituted benzoates, have been prepared from cellulose with the appropriate aromatic acid and chloroacetic anhydride as the impelling agent and magnesium perchlorate as the catalyst (29). 

In order to improve the physical properties of HDPE and LDPE, copolymers of ethylene and small amounts of other monomers such as higher olefins, ethyl acrylate, maleic anhydride, vinyl acetate, or acryUc acid are added to the polyethylene. Eor example, linear low density polyethylene (LLDPE), although linear, has a significant number of branches introduced by using comonomers such as 1-butene or 1-octene. The linearity provides strength, whereas branching provides toughness. 

Buckles et al. suggested tentative structural assignments for 53a and 53b and their respective benzamido acids on the basis of ultraviolet spectral data and by comparison of physical properties with those of model compounds. They pointed out that it is not possible to establish structural relationships from configurations of the diastereomeric 2-benzamido-3-methoxy-3-phenylpropionic acids (54), each of which, on treatment with acetic anhydride, give mixtures of the azlactones. Similar observations have been made by others. ... 

Phthalazinone, 355 synthesis of, 356 Phthalic anhydride, 101 Phthalic anhydride-glycerol reaction, 19 Physical properties. See also Barrier properties Dielectric properties Mechanical properties Molecular weight Optical properties Structure-property relationships Thermal properties of aliphatic polyesters, 40-44 of aromatic-aliphatic polyesters, 44-47 of aromatic polyesters, 47-53 of aromatic polymers, 273-274 of epoxy-phenol networks, 413-416 molecular weight and, 3 of PBT, PEN, and PTT, 44-46 of polyester-ether thermoplastic elastomers, 54 of polyesters, 32-60 of polyimides, 273-287 of polymers, 3... 

Alkenylbenzene by-products, 23 335 Alkenylborates, 13 653 Alkenyl coupling, 13 653 Alkenyl halides, 12 167 Alkenylpyridine derivatives, physical properties of, 21 94t Alkenylsuccinic anhydride (ASA),... 

Butyl oleate, 10 492 y-Butyloxycarbonyl-L-leucine anhydride, chiral derivatizing reagent, 6 76t Butylparaben, antimicrobial used in cosmetics, 7 831t terl-Butyl peroxyacetate, 13 484 terl-Butyl peroxybenzoate, 13 486 2-sec-Butylphenol (OSBP), 2 221-222 health and safety data, 2 220t physical properties of, 2 205t o-sec-Butylphenol. See 2-sec-Butylphenol (OSBP)... 

Chlorendic acid, 11 479 Chlorendic anhydride, 8 232 CHLOREP program, 25 343 Chlorfenapyr, 14 349 Chlorfluren methyl ester, 13 44t Chlorfurenol methyl ester, 13 44t Chlorhexidine gluconate, 8 340 Chloric acid, 6 103-120 8 544 chemical properties, 6 104 manufacture, 6 104-105 physical properties, 6 103-104 uses, 6 105-106... 

Diflubenzuron, registered for use in aquaculture in Europe, 3 220t Difluorobromine tetrafluoroborate, 4 144t 1,1-Difluoroethane, 13 722 physical properties of, l 778t Difluoromaleic anhydride, 15 492 Difunctional initiators, 14 252-254 23 380, 381 24 706... 

Dodecylphenol (PDDP), 2 222—223 health and safety data, 2 220t physical properties of, 2 205t Dodecylsuccinic anhydride (DDSA), 10 406 Doebner-von Miller synthesis, 2 787 DOE Pro XL 3.0, features compared to other software, 8 398t Dofetilide, 5 102, 104, 106... 

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