1.3.5-Benzenetricarboxylic acid

Fig. 16. Chiral 4th-generation dendrimers from para- or meto-(chloromethyl)-phenyl substituted acetonides and a 1,3,5-benzenetricarboxylic acid center piece [72]... 

Liquid-phase air oxidation of mesitylene with Co, Mn, and Br catalysis produces 1,3,5-benzenetricarboxylic acid [554-95-0] (trimesic acid) (10) (37) as does the oxidation with dilute nitric acid (qv). Amoco has oxidized mesitylene to trimesic acid on a small scale (see Phthalic acid and other benzenecarboxylic acids). Less vigorous stepwise oxidation of mesitylene can yield 3,5-dimethylbenzoic acid [499-06-9] (11) and 5-methylisophthalic acid [499-49-0] (12). 

Finally we address an STM study providing direct insight into the formation of coordination compounds at a Cu(100) surface, whereby translational and rotational molecular motions are involved. Towards this goal a molecular building block — 1,3,5-benzenetricarboxylic acid (trimesic acid, tma) — was deposited on the copper substrate. At room temperature the carboxylic acid moieties deprotonute and the resulting trimesate admolecules bind flat on... 

Lewis base sites in PCPs have the potential to show different catalytic properties from Lewis acid sites.52 165 166 The three-dimensional PCP, [Cd(NC>3)2(4-btapa)2] 6H20 2DMF (4-btapa = 1,3,5-benzenetricarboxylic acid tris[/V-(4-pyridyl)-amide]), has amide groups that act as guest interaction sites on the surfaces of channels with dimensions of 4.7 x 7.3 A2165 A Knoevenagel condensation reaction catalyzed by this PCP demonstrates its selective heterogeneous base catalytic properties, which depend on the size of the reactants. This solid catalyst maintains its crystalline framework after the reaction and is easily recycled. 

Miller, T, M., Kwock, E. W., and Neenan, T. X. 1992. Synthesis of four generations of monodisperse aryl ester dendrimers based on 1,3,5-benzenetricarboxylic acid. Macromolecules, 25, 3143-3148. 

A reaction flask was charged with 3-ethynyl phenol (0.017 mol), 5 ml of pyridine, and 20 ml of CH2CI2 and treated with the dropwise addition of 1,3,5-benzenetricarboxylic acid chloride (0.0055 mol) dissolved in 10 ml of CH2CI2 and refluxed for 6 hours at 45°C. The resulting yellow solution was washed 3 times apiece with 20 ml of 1M HCl, IMNaOH, and water. The mixture was then dried withNa2S04, filtered, concentrated, and the product was isolated as a yellow powder in 58% yield. 

Fig. 3. Some examples of multifunctional organic linker molecules a) lactic acid, b) oxalic acid, c) adipic acid, d) azelaic acid, e) malonamide, f) oxodiacetate, g) iminodiacetate, h) oxypyridine-4-carboxylic acid, i) squaric acid, j) 1,3-benzenedicarboxylic acid, k) 1,3,5-benzenetricarboxylic acid, 1) isonicotinic acid, m) 2,6-pyridine dicarboxyUc acid, n) 3,5-pyrazoledicarboxyUc acid, o) 4,4 -dipyridyl...

Yaghi, O.M., Li, H., and Groy, T.L. 1996. Construction of porous solids from hydrogen-bonded metal complexes of 1,3,5-benzenetricarboxylic acid. Journal of the American Chemical Society 118, 9096-9101. 

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