Anthracene-2-carboxylic acid

The first quantitative study of the reaction was carried out with anthracene-9-carboxylic acid (which possesses the necessary steric requirement by virtue of the peri-hydrogen atoms, and is very reactive at the 9 position towards electrophilic substitution). Schenkel632 found that the decarboxylation rate was increased in the presence of acid, and the first-order rate coefficients (believed to be in sec-1) are given in Table 205. It was subsequently concluded that in the absence of acid,... 

Table 5 Effect of Anion-Channel Antagonists (Anthracene-9-carboxylic acid, ethacrynic acid each 100 fiM) and of Brefeldin A (Exocytosis Inhibitor 45 fiM) on Release of Phytosiderophores from Roots of Fe-Deficient Barley and Mai/.e...

The same nonpolar conformation can be achieved by conversion to bicyclic structures. 1,4-Cyclo-addition of ethylene to anthracene-9-carboxylic acid gives acid 68. Successive conversion to the N-methylamide, via the acid chloride, followed by reduction with lithium aluminum hydride produced... 

Kamat, RV. 1989. Photoelectrochemistry in particulate systems 9. Photosensitized reduction in a colloidal TiOj system using anthracene-9-carboxylic acid as the sensitizer. J Phys Chem 93 859-864. 

Partial reduction of the aromatic ring is especially easy in anthracene-9-carboxylic acid which was reduced to 9,10-dihydroanthracene-9-carboxylic acid with 2.5% sodium amalgam in aqueous sodium carbonate at 10° in 80% yield [987]. Aromatic carboxylic acids with hydroxyl groups in the ortho positions suffer ring cleavage during reductions with sodium in alcohols and are converted to dicarboxylic acids after fission of the intermediate j8-keto acids. 

Anthracene-9-carboxylic acid [723-62-6] M. 222.2, m 214 (dec). Crystd from EtOH. 

Figure 7.30 (a) Microdensitometer records of a photographic plate showing the absorption of the triplet state of anthracene-9-carboxylic acid. Horizontal axis, wavelength in nm vertical axis, absorbance, (b) Oscilloscope trace of the absorption of the ketyl radical of benzophenone in ethanol, (c) Second-order plot of the decay kinetics against time t... 

Anthracene, at 180-200 "C, gave some anthracene-9-carboxylic acid chloride (10.1) on reaction with COClj in the presence of aluminium(III) chloride [811a], whilst at 240-250 C, lO-chloroanthracene-9-carboxylic acid chloride (10.2) was formed [153b]. 

Anthracene-9-carboxylic acid (anthroic acid) [723-62-6] M 222.2, m 214 (dec), pK 3.65. Crystallise the acid from EtOH. It is fluorescent in EtOH. [Beilstein 9IV 2671.]... 

In the case of double salts of anthracene-9-carboxylic acid (9-AC), which usually cyrstallized with included water and/or solvent, the 9-AC" component in the crystal underwent decarboxylation and reduction along with dimerization (Scheme 45) [77]. Although the head-to-tail dimer and a mixed dimer were obtained, the head-to-head one was not produced. The reactivity was influenced by the amount of the included solvenL e.g., (9-AC )2(c-chxiiH2 )(EtbH)xi was photostable, while (9-AC )2(c-chxnH2 )(EtOH)o,5 gave six photoproducts. Incidentally, the elusive head-to-head dimer was selectively obtained by solid-state irradiation of the 9-AC homocrystal as a thermally unstable product [78]. 

Anthracene-9 carboxylic Acid Anthra-eene-lO-cathoxylic add, rca anthracenecarboxylie add, lOB-anihroic add)... 

Recently, Bayliss et al. [132] described the synthesis of anthracene-9-carbonyl chloride and its aplications as a label for fluorescence and UV absorbance detection of hydroxy compounds. The preparation and properties of esters of short-chain alcohols, diols, trichothecene mycotoxins and sterols were investigated. Anthracene-9-carbonyl chloride was prepared from commercial anthracene-9-carboxylic acid. Derivatization was carried out in acetonitrile free from water or active hydrogen compounds. The reaction rate was dejjendent on the structure of the alcohol. The derivatization of diethylene glycol was complete at ambient temp>erature within 10 min (0.25 M reagent) or 30 min (0.1 M reagent) without a catalyst, but required 1 h for diolesteroL testosterone and the trichothecene T-2 toxin. For sterically hindered alcohols such as t-butanol and 17a-methyl-testosterone, more than 10 h, or refluxing for 1 h, was needed to complete the reaction. The derivatives had absorption maxima at 250 run. Both normal and reversed phase HPLC were applied to the separation of the derivatives. 

Typical procedure. Anthracene 9-carboxylic acid chloride 1341 [1013] A solution of anthracene 1340 (5 g) and oxalyl chloride (30 ml) in nitrobenzene (150 mL) was heated to 120 °C, and then the temperature was raised to 240 °C over a period of... 

Oxo-7/f-benz[carboxylic acid Me ester, in 0-80065 7-Oxo-7/f-benz[carboxylic acid Me ester, in 0-80061 7-Oxo-7/f-benz[carboxylic acid Me ester, in 0-80062 7-Oxo-7/f-benz[carboxylic acid Me ester, in 0-80063... 

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