Aromatic acrylic acids

Attenlion should be drawn to ihe use of tin oxide systems as heterogeneous catalysts. The oldest and mosi extensively patented systems are the mixed lin-vanadium oxide catalysis for the oxidation of aromatic compounds such as benzene, toluene, xylenes and naphthalene in the. synthesis of organic acids and acid anhydride.s. More recenily mixed lin-aniimony oxides have been applied lo the selective oxidaiion and ammoxidaiion of propylene to acrolein, acrylic acid and acrylonilrile. 

Acifluorfen, synthesis of, 683 Acrolein, structure of, 697 Acrylic acid, pKa of, 756 structure of. 753 Activating group (aromatic substitution), 561 acidity and, 760 explanation of, 564-565 Activation energy, 158 magnitude of, 159 reaction rate and, 158-159 Active site (enzyme), 162-163 citrate synthase and, 1046 hexokinase and, 163... 

Other chemistries include acrylic acid/sodium 3-allyloxy-2-hydroxypropane sulfonate (AA/COPS), such as Aquatreat AR-540 and its newer derivative, having a higher degree of sulfonation, acrylic acid/non-ionic aromatic and linear sulfonate (AA/NI-AS-LS), Aquatreat AR-550. 

Barone, G., Crescenzi, V., Liquori, A.M., Quadrifoglio, F. (1967) Solubilization of polycyclic aromatic hydrocarbons in poly(meth-acrylic acid) aqueous solutions. J. Phys. Chem. 71, 2341-2345. 

One of the most important challenges in the modern chemical industry is represented by the development of new processes aimed at the exploitation of alternative raw materials, in replacement of technologies that make use of building blocks derived from oil (olefins and aromatics). This has led to a scientific activity devoted to the valorization of natural gas components, through catalytic, environmentally benign processes of transformation (1). Examples include the direct exoenthalpic transformation of methane to methanol, DME or formaldehyde, the oxidation of ethane to acetic acid or its oxychlorination to vinyl chloride, the oxidation of propane to acrylic acid or its ammoxidation to acrylonitrile, the oxidation of isobutane to... 

Anisotropic oriented materials consisting of aromatic acrylate acid esters, (V), were prepared by Saitoh et al. (5) and used in optical film. 

B. Acrylic Acid (4) is not compatible with Group 9, Aromatic Amines. 

Acid chlorides, reduction to aldehydes, 53, 55 Acid chlorides, aromatic, diazoketones from, 53, 37 Acrylic acid, with p-acetyl-benzenediazonium bromide,... 

Many substances can be partially oxidized by oxygen if selective catalysts are used. In such a way, oxygen can be introduced in hydrocarbons such as olefins and aromatics to synthesize aldehydes (e.g. acrolein and benzaldehyde) and acids (e.g. acrylic acid, phthalic acid anhydride). A selective oxidation can also result in a dehydrogenation (butene - butadiene) or a dealkylation (toluene -> benzene). Other molecules can also be selectively attacked by oxygen. Methanol is oxidized to formaldehyde and ammonia to nitrogen oxides. Olefins and aromatics can be oxidized with oxygen together with ammonia to nitriles (ammoxidation). 

SCHEME 10. Empirical rule in diphosphine-Rh-catalyzed hydrogenation of (Z)-oi-(acylamino)acrylic acids (Ar = aromatic group). 

Sulfonamides can also be alkylated by support-bound electrophiles (Table 8.10). Polystyrene-bound allylic alcohols have been used to N-alkylate sulfonamides under the conditions of the Mitsunobu reaction. Oxidative iodosulfonylamidation of support-bound enol ethers (e.g. glycals Entry 3, Table 8.10) has been used to prepare /V-sulfonyl aminals. Jung and co-workers have reported an interesting variant of the Baylis-Hillman reaction, in which tosylamide and an aromatic aldehyde were condensed with polystyrene-bound acrylic acid to yield 2-(sulfonamidomethyl)acrylates (Entry 4, Table 8.10). 

A pure culture of the organism was inoculated into a basal medium with the addition of 0.025% caffeic acid. After 7 days incubation at 25°C under conditions of reduced oxygen tension, the caffeic acid was completely metabolized. Metabolites of caffeic acid are identified as dihydrocaffeic acid and ethyl catechol, respectively. In the 1960s, it has been reported that a constitutive enzyme present in strains of Aerobacter decarboxylates caffeic acid to 4-vinylcatechol nonoxidatively [20], Several cinnamic acids have been tested and the decarboxylation product from /7-coumaric acid has been identified as 4-vinylphenol. Thus, the bacterial enzyme activity requires a relatively unhindered 4-hydroxy group on the aromatic ring and an acrylic acid side chain. 

A range of aromatic alkenes and acrylic acid derivatives have been converted into benzyl alcohols and a-hydroxyalkanoic acids in good yields by a reductive oxidation process. This reaction is accomplished by reaction with oxygen and triethylsilane with a cobalt(II) catalyst, followed by treatment with trialkyl phosphites (equation 30)154. The aromatic olefins may also be converted into the corresponding acetophenone in a modified procedure where the trialkyl phosphite is removed155. In a similar reaction 2,4-alkadienoic acids are converted into 4-oxo-2-alkenoic acids156. 

Together with China Petroleum Chemical Corp. (Sinopec) in a 50-50 partnership, BASF planned to build its first Verbund project in East Asia - an integrated petrochemical site (IPS) on 220 hectares of land. The core of the project was an ethylene cracker with a capacity of 600,000 tons per year. Nine new plants downstream would be supplied by the cracker, producing 1.7 million metric tons of chemical products for local consumption, including ethylene, aromatics, poly-ethylenes, ethylene oxide and ethylene glycols, acrylic acid, acrylates, oxo alcohols, formic acid, propionic acid, methylamine, and dimethylformamide. 

A recent example of zeolite-catalyzed esterification involving biochemicals is the reaction of aminoacids with methanol. For instance, L-phenylalanine was converted to its methyl ester over H-USY at 130°C. However, the chiral carbon atom was racemized to a considerable extent, yielding an eventual ee of 52% (27). In the reaction of a, (3-unsaturated acids with phenols, the esterification over H-Beta is followed by an alkylation of the aromatic ring for instance resorcinol and acrylic acid react to form 7-hydroxy-3,4-dihydrocoumarin (28). 

Selenophene-2-aldehyde takes part in the Hantzsch synthesis [Eq. (I)]108 and reacts readily with ammonia, aromatic amines and diamines,109 hippuric, barbituric, and malonic acids, malononitrile,70 and rhodanine.109 /3-(Selenien-2-yl)acrylic acid has been obtained from selenophene-2-aldehyde by the Perkin reaction and by Knoevenagel condensation with malonic acid.70 Esters of /9-(selenien-2-yl)acrylic acid are easily formed by condensation of the aldehyde... 

Epoxy acrylates are formed by the addition of acrylic acid to bisphenol A diglycidyl ether thus producing the above chemical stmcture. The aromatic ring structure is responsible for many of the properties of epoxy acrylates. 

An acrylic oligomer is a higher molecular weight functional acry-lated molecule which may be, for example, polyesters of acrylic acid and methacrylic acid. Other examples of acrylic oligomers are the classes of urethane acrylates and urethane methacrylates. Urethane acrylates are manufactured from aliphatic or aromatic or cycloaliphatic diisocyanates or polyisocyanates and hydroxyl-containing acrylic acid esters. 

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