Chloromethyl phosphate

Zakharova et al." have studied the effects of mixed CTABr/Brij 97 (where Brij 97 = CigH35(OCH2CH2)ioOH) micelles on the rate of hydroxide ion-catalyzed hydrolysis of ethyl p-nitrophenyl chloromethyl phosphate, and the plots of experimentally determined pseudo-first-order rate constants (k s) against total mixed surfactant concentration, [Sjj (= [CTABrj + [Brij 97]x) at a constant molar fraction, Xcta = [CTABr]x/([CTABr]x + [Brij 97]x), reveal maxima at Xcta 0.17. These observed data have been satisfactorily explained by Equation 3.11... 

The preparation of phosphate esters has been reviewed and full details have appeared of the use of 2-chloromethyl-4-nitrophenyl esters (reported last year) in the synthesis of monoesters and mixed dialkyl esters of phosphoric acid. 

We synthesized 8 by the one-step reaction of [Ph4(Tl -C4CO)]Ru(CO)3 with benzyl chloride. In contrast to previous alcohol racemization catalysts, 8 was stable in the air during racemization [30]. The racemization was performed even under 1 atm of molecular oxygen. Thus, alcohol DKR was for the first time possible with 8 in the air at room temperature (R)-l-phenylethyl acetate (99% yield, greater than 99%e.e.) was obtained from 1-phenylethanol by using 4mol% of 8, CALB and isopropenyl acetate in the presence of potassium phosphate (Scheme 1.22). This catalyst system was effective for both benzylic and aliphatic alcohols. The synthetic method for 8 was applied to the preparation of a polymer-bound derivative (9). Hydroxymethyl polystyrene was reacted with 4-(chloromethyl)benzoyl chloride to... 

Methyl-lH-imidazol-l-yl group, present in a side chain of perhydro-pyrido[2,l-c][l,4]oxazin-6-one skeleton was quaternized by reacting with chloromethyl di-ferf-butyl phosphate in the presence of Nal and Hiining s base in DME at 80 °C for 2 h, followed by treatment TFA in CHCI3 to give methylphosphonic acid derivative (08WOP2008/013213). 

Other flame-retardants selected as priority chemicals for the EU Risk Assessment process included tetrabromobisphenol A (TBBPA), hexabromocyclododecane (HBCD), tris(2-chloroethyl) phosphate (TCEP), tris (2-chloropropyl) phosphate (TCPP), tris(2-chloro-l-(chloromethyl)ethyl) phosphate (TDCP), and 2,2-bis(chloromethyl) trimethylene bis (bis(2-chloroethyl)phosphate) (V6). The flame-retardant synergist, antimony trioxide (Sb ), was also identified as a priority substance. Table 22.1 contains information on the EU Risk Assessments on the nine flame-retardants and one synergist. 

Direct alkylation of Dep-protected dipropylenetriamine by bis(chloromethyl)arenes led to aryl-containing macrocycles in high yields. The protecting phosphate moiety can be easily cleaved under acidic conditions giving macrocycles 38 and 39 (Scheme 4) <2000HCA793>. 

There is one exception. Where a polybasic class I acid, e.g., phosphoric acid, is esterified by two or more different alcohols, the acid heading is always used. Thus, chloromethyl dimethyl phosphate is indexed at phosphoric acid, chloromethyl dimethyl ester because the alcoholic components are not alike. 

TDCPP TRIS(l-CHLOROMETHYL-2-CHLOROETH-YL)PHOSPHATE TRIS(l,3-DICHLOROISOPROPYL)-PHOSPHATE TRIS-(l,3-DICHLORO-2-PROPYL)-PHOSPHATE... 

TRIS(l-CHLOROMETHYL-2-CHLOROETHYL)PHOSPHATE see FQU875 TRIS(p-CHLOROPHENYL)TIN FLUORIDE see TNG050... 

Synonym TDCPP, TCPP, Fyrol FR-2, l,3-dichloro-2-propanol phosphate (3 1), phosphoric acid tris(l,3-dichloro-2-propyl)ester, tris[2-chloro-l-(chloromethyl)ethyl]phosphate Chemical Name ... 

Affinity labels are molecules that are structurally similar to the substrate for the enzyme that covalently modify active site residues. They are thus more specific for the enzyme active site than are group-specific reagents. Tosyl-l-phenylalanine chloromethyl ketone (TPCK) is a substrate analog for chymotrypsin (Figure 8.21). TPCK binds at the active site and then reacts irreversibly with a histidine residue at that site, inhibiting the enzyme. The compound 3-bromoacetol is an affinity label for the enzyme triose phosphate isomerase (TIM). It mimics the normal substrate, dihydroxyacetone phosphate, by binding at the active site then it covalently modifies the enzyme such that the enzyme is irreversibly inhibited (Figure 8.22). 

Individual compounds used in this study are symbolized as TBP tributyl phosphate, (C HgO)3P0, DB[BP] dibutyl butyl phosphonate, (CifH90)2(CifH9)P0, B[DBP] butyl dibutyl phosphinate, (Ci H90) (Ci H9 )2PO, DA[AP] diamyl amyl phosphonate, (CsHnO)2 (C5Hh)P0, DB[(CH)P] dibutyl cyclohexyl phosphonate, (CifH90)2 (C6Hh)P0, DB[(C1M)P] dibutyl chloromethyl phosphonate,... 

Fig. 5. Reactive oxygen species (ROS) detection in rat Schwann cells in vivo. Cells were cultured in Dulbecco s modified Eagle medium supplemented with 10% fetal bovine serum and either 5 vaM (A) or 30 vaM glucose (B). They were then incubated for 45 min in phosphate buffer saline, pH 7.5, containing 10 M of the ROS-sensitive molecular probe 5- (and 6)-chloromethyl-2, 7 -dichlorodihydrofluorescein diacetate (CM-H DCFD A) and viewed by fluorescence microscopy.

PHOSPHORYLATION 2-Chloromethyl-4-nitrophenyl phosphorochloridate. o-Phenyl-ene phosphorochloridate. Phosphoryl chloride. Phosphoryl chloride-Trimethyl phosphate. 

Decabromodiphenyl ether (decaBDE) was recognized as safe, with no need for risk rednction measnres both in the United States and Europe [9], though CDC lists it as a possible human carcinogen. Currently, under the investigation by EU are the following flame retardants TBBPA (tetrabromobisphenol-A), HBCD (hexabro-mocyclododecane), TCEP [tris(2-chloroethyl)ethyl)phosphate], TCPP [tris(2-chloropropyOphosphate], TDCP [tris(2-chloro-l-(chloromethyl)ethyl) phosphate],... 

Enol adenosine 5 -phosphate derivatives (28, 29, 30) are formed by the Perkow reaction of a-chloromethyl ketone with an in situ-generated adenosine-5 -yl bis(trimethylsilyl)phosphite (27). Among these reactions, the use of a-chloro-2, 4 -difluoroacetophenone gave predominantly the enol phosphate derivative over the Arbuzov reaction product and the carbonyl adduct, which were formed as by-products.25... 

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