Benzene triester

In our earlier efforts to synthesize dendritic amphiphiles, we described a triden-dron (43) which was prepared by a two-step (alkylation-amidation or triester-tris) reaction sequence applied to l,3,5-tris(bromomethyl)benzene [117]. TEM and light scattering experiments suggested that 43 aggregated by stacking of its hydrophilic exterior into a spherical array of ca. 20 nm (diameter) reminiscent of globular micelles. 

Examples of nonfluorinated ortho photocycloadducts undergoing ring closure of the 1,3-diene unit are few and far between. The photoadducts formed in benzene solution from trimesic acid triester and cyclooctene have been reported to undergo this reaction [149] (Scheme 55). 

Starch palmitate is prepared by treating 1 part of starch in a mixture of 4 parts of benzene and 1.8 parts of pyridine with 6 parts of palmitoyl chloride and 4 parts of benzene for thirty minutes at 60° and precipitating the product with ethanol. Quinoline may be substituted for the benzene and pyridine. Because of the high boiling point of quinoline, an elevated esterification temperature can be used and triesters produced in about three hours. 

In fact, however, some triester (ro)2P(S)-SR and probably some polymeric product is also formed. In careful synthetic work, the esterification is carried out by slowly adding the theoretical amount of P S q to the hydroxylic compound ROH. If the hydroxylic reactant is a liquid, it acts as its own solvent for the reaction otherwise an appropriate inert solvent is used. In preparing pure phosphorodithioic esters, useful intermediates are the ammonium salts, which are well defined solids formed by the action of dry gaseous ammonia on the crude initial esterification product. These salts can be purified by recrystallization from a solvent such as benzene. The metallic salt is prepared by metathesis in aqueous solution at carefully controlled pH for example ... 

Allyl bromide added drop wise with stirring to a soln. of tetramethylammonium di-tert-butyl phosphate in boiling dimethoxyethane, refluxed 3 hrs., the crude intermediate triester dissolved in benzene and trifluoroacetic acid, allowed to stand 18 hrs. at room temp. allyl phosphate. Y 83% as the anilinium salt. -This method appears to be particularly suited to the phosphorylation of polyfunctional halides containing no acid-labile groups. F. e. s. A. Zwierzak and M. Kluba, Tetrahedron 27, 3163 (1971). 

Another feature of 2-pyrone 87 is its ability to undergo Diels-Alder reactions with acetylenes. The cycloadducts decarboxylate spontaneously to form benzene rings bearing the CF3 group. The substitution pattern is determined by the regioselectivity of the [4-1-2] cycloaddition step. Thus, the reaction of 87 with l-(NJ -diethylamind)-l-propyne takes place at 0 °C to produce 92 as a single isomer. Less electron rich acetylenes require heating at 140-200 C. Treatment of 87 with acetylene at 200 C leads to 93, while with dimethyl acetylenedicarboxylate triester 94 is formed [37] (Scheme 28). 

CAS 70225-05-7 94109-09-8 EINECS/ELINCS 302-4464 Synonyms 1,2,4-Benzenetricarboxylic acid, branched tridecyl isodecyl esters Tri (tridecyl) benzene-1,2,4-tricarboxylate Definition Triester of tridecyl alcohol and trimellitic acid Uses Emollient for cosmetics, hair treatment prods. thickener pigment dispersant Regulatory Canada DSL... 

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