Toluene- phosphonic acid

Trimethylsilyl esters of tris(thio)phosphonic acids 2070 are readily oxidized by DMSO in toluene at -30 °C to give the dimeric tetra(thia)diaphosphorinanes 2071 and HMDSO 7 [208] (cf. also the oxidation of silylated thiophenol via 2055 to diphenyl disulfide). The polymeric Se02 is depolymerized and activated by reaction with trimethylsilyl polyphosphate 195 to give the corresponding modified polymer... 

Toluene-(4-sulfomethyl)phosphonic acid diethyl ester Hydrogen chloride Trimethylsilyl bromide Ammonium hydroxide... 

By the alkylation of N-benzoyl uracil with the chiral 2-trityloxy-oxirane was obtained glycoside-like derivative N-[l-(2-hydroxy-3-trityloxy-propyl)-2-oxo-l,2-dihydroxypyrimidin-4-yl]-N-methylbenzamide as a single isomer. From N-[1-(2-hydroxy-3-trityloxy-propyl)-2-oxo-l,2-dihydroxypyrimidin-4-yl]-N-methylbenzamide and toluene-(4-sulfomethyl)phosphonic acid diethyl ester was prepared [2-[(benzoylmethylamino)-2-oxo-2H-pyrimidin-l-yl]-l-trityloxymethylethoxymethyljphosphonic acid diethyl ester. As a result of... 

A Teflon autoclave was used in the transformation of aryl iodides to aryl phosphonates, useful precursors to aryl phosphonic acids, in a study made by Villemin [105]. With a domestic microwave oven, the reaction times were successfully shortened compared to those from classic heating from 10 hours to 4-22 minutes. Aryl iodides exhibited good reactivity while bromides gave lower yields and triflates very slow reactions (Scheme 36). It is interesting to note that the reactions were implemented with short reaction times in the nonpolar solvent toluene, which is essentially microwave-transparent [5]. 

Phosphonic acid based SAMs [7c], which bind preferentially to alumina surfaces, can be prepared similarly, but it was also found experimentally that spin-coating a solution of 0.1% (w/w) SAM from a solvent such as toluene, followed by baking for 10-30 min on a hot plate at 100-120 °C, then a good rinse in dean toluene, and blow dry produced superior results in terms of phosphonic acid-SAM quality compared with overnight soaking in the same solution. This may be because of... 

Recently it has been shown that boron tribromide is an effective reagent for dealkylation of P-ketophosphonates. Thus, diethyl 2-oxohepthylphosphonate reacts with BBr, in toluene at 70°C to give, after treatment, the corresponding phosphonic acid in 94% yield. ... 

Nd(III) Phenylphosphonic acid monododecyl ester or 2-ethylhexyl phosphonic acid mono-2-ethylhexyl ester L-glutamic acid dioleylester ribitol DVB toluene+water Surface imprinting by W/O emulsion polymerization [114]... 

Zn(II) l,l2-Dodecanediol-0,0 -diphenyl phosphonic acid L-glutamic acid dioleylester ribitol TRIM toluene 2-ethylhexyl alcohol acetate buffer (pH 3.5) SDS+Mg(N03)2 (for W/O/W emulsion) Surface imprinting by W/O or W/O/W emulsion polymerization for microspheres [119]... 

Phosphorus(v) oxide reacts at 275-325° with aromatic hydrocarbons such as benzene, toluene, and naphthalene, and also with chlorobenzene, giving phosphonic anhydrides which are preferably worked up by hydrolysis to the phosphonic acids.170 Phosphorus(v) sulfides react at appreciably lower temperatures, yielding dithiophosphonic anhydrides (9) the... 

The Wittig reaction involves the interaction of an aldehyde or ketone with a phosphorus-containing carbanionic species, in which the phosphorus is bonded directly to the carbanionic site. At the time of discovery of the reaction, that specification described the triphenylphosphonium alkylides 343 later developments employed the anions from tert-phosphine oxides, the use of which has been described elsewhere in this series and also from a wide variety of phosphonic and phosphinic esters. This latter application will be considered more fully in Chapter 6. An early application of the reaction to the synthesis of alkenephosphonic acids, and which involved an ylide, employed the stable compound 344, generated from 345 by the action of a strong base. Reactions between 344 and aliphatic or aromatic aldehydes at 100 °C in toluene or dmso gave the diphenyl esters of (alk-1-enyl)phosphonic acids or (2-arylethenyl)phosphonic acids. ... 

The photochemical cleavage of the phosphorus-carbon bond in many benzylic phosphonic acids occurs through intramolecular electron transfer and gives monomeric metaphosphate together with substituted toluenes and, in many cases, 1,2-diarylethanes. The ultraviolet irradiation of (4-nitrobenzyl)phosphonic acid dianion in solution in aqueous ethanol yields l,2-bis(4-nitrophenyl)ethane, 4-nitrotoluene, H3PO4 and monoethyl phosphate (Scheme Irradiation of the same acid in the presence of dbu (other tertiary... 

Phosphonic acid derivatives (in particular, amino-tris-methylenephosphonic acid), well known for their anticorrosion properties, were used as doping anions in PANI formulations and were shown to out-perform other PANI formulations with conventional doping anions (i.e. p-toluene sulfonic acids and derivatives) [69]. 

Aminotris (methylphosphonic acid). See Aminotrimethylene phosphonic acid Aminoundecanoic acid. See 11-Aminoundecanoic acid 11-Aminoundecanoic acid CAS 2432-99-7 EINECS/ELINCS 219-417-6 Synonyms Aminoundecanoic acid u>-Aminoundecanoic acid 11-Aminoundecylic acid Undecanoic acid, 11-amino-Empihcal C11H23NO2 Formula H2N(CH2)ioCOOH Properties Wh. cryst. powd. sol. 10-50 mg/ml in 5% acetic acid (16 C) sol. < 1 mg/ml in DMSO, 95% ethanol, methanol, acetone, toluene sol. < 0.1 mg/ml in water m.w. 201.31 m.p. 190-192 C (dec.)... 

In the Michaelis reaction (which usually gives lower yields than the corresponding Arbusov reaction), a metal dialkylphosphite (dialkylphosphonate - see below) is reacted with an alkyl halide to give a dialkyl ester of an alkyl phosphonate (6.272). Alkyl p-toluene sulphonates or dialkyl sulphates may be used in place of alkyl halides. Esters of unsaturated phosphonic acids, containing OH and CO groups can be obtained from an unsaturated aldehyde and a dialkyl phosphite (6.273). 

Surface Tension Measurements. Isotherms determined for the interfacial tensions of toluene solution of organophosphorus compounds 1-6 are presented in Figure 3. Much larger changes in interfacial tension with increasing concentrations of the organophorus compounds are noted for the di-(/ -alkylphenyl)phosphoric acids 3-6 than for Cyanex 272 (2) and D2EHPA (1). For the di-(p-alkylphenyl)phosphonic acids, the interfacial tension values decrease in the order 3 > 4 > 5 > 6. 

All chemicals were of analytical reagent grade and used as-received except pyrrole (PPy) which was distilled twice before use. Camphor sulphonic acids (CSA), p-toluene sulphonic acid (pTSA), phenyl phosphonic acid (PPA), oxalic acid (OA) and cerium nitrate (Ce(N03)3) were all purchased from Sigma-Aldrich. All solutions were prepared with distilled deionised water before use. The molecular structures of the dopants are shown in Fig. 15.1. 

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