2-chlorophenyl phosphate

Finally, it may be noted that the treatment of dialkyl 2-chlorophenyl phosphates with metallic sodium and the formation of the Grignard reagent from dialkyl 2-bromophenyl phosphates both yield dialkyl (2-hydroxyphenyl)phosphonates after work-up in the case of dialkyl 2,4-dibromophenyl phosphate, the elimination of bromine is restricted to the 2-position . ... 

For exanqtle, MSNT readily promotes the coupling of the tri-ethylammonium salt of 5 -0-(/Fchlorophenoxyacetyl)thymidine 3 -(2-chlorophenyl)phosphate and 3 -0-methoxytetrahydropyra-nylthymidine inpyridine (eq 1). ... 

A mixed ester such as diethyl p-chlorophenyl phosphate is readily prepared by the dropwise addition of diethyl phos-phorochloridate to sodium p-chlorophenoxide.5... 

The residue Asp-301, which is hydrogen bonded to His-254, has been proposed to deprotonate the bridging hydroxide nucleophile.253 Mutation of His-245 to Ala or Asp reduces the rate of hydrolysis of paraoxon by 1-2 orders of magnitude. In contrast, the hydrolysis for the slower substrate diethyl p-chlorophenyl phosphate increases by from 2- to 33-fold.253 This suggests that for the more activated... 

A soln. of 4-chlorophenyl phosphate, triethylamine, and di-a-pyridyl carbonate in abs. acetonitrile kept overnight at 60°, the crude intermediate a-pyridyl phosphate treated with phenyl phosphate in pyridine, and the product isolated as the cyclohexylammonium salt after 6-8 hrs. at room temp. P -phenyl P2-4-chlorophenyl diphosphate. Y 88.4%. F. e. and reactions of -pyridyl phosphates s. W. Kampe, B. 98, 1038 (1965) nucleoside diphosphoric acids s. B. 98, 1045 from a-pyridone instead of di-a-pyridyl carbonate cf. B. 99, 593 (1966). 

FIGURE 1 Influence of the solvent s basicity on the rate of thermal dehydrichloiination in solution 1 - n-dichlorobenzene, 2 - o-dichlorobenzene, 3 - naphthalene, 4 - nitrobenzene, 5 - acetophenone, 6 - benzonitrile, 7 - di-M-(chlorophenyl-chloropropyl) phosphate, 8 -triphenylphosphite, 9 - phenyl-fv 5-(P-chloroethyl) phosphate, 10 - tri-( -chlorophenyl phosphate), 11 -2-ehtyUiexylphenyl phosphate, 12-tricresyl phosphate, 13-cyclohexanone, 14 - phenyl-fa 5-(P-chloropropyl) phosphate, 15 - tri-P-chloroethyl phosphate, 16 - tri-P-chloropropy 1 phosphate, 17 - di-2-(ethy Uiexyl) phosphate, 18 - 2-ethyUiexylnonyl phosphate, 19 - tri-(2-ethylhexyl) phosphate, 20 - tributyl phosphate, 21, 25 - dibutyl phthalate, 22, 26 - di-2-ethylhexyl adipinate, 23, 27 - dioctyl phthalate, 24, 28 - dibutyl sebacinate. Concentration of PVC in solution 1-24 - 0.2 wt.%, 25 - 28 - 2wt.% 423 K, under nitrogen. 

DFT calculations on the alcoholysis (MeO ) and thiolysis (MeS ) of three aryl diethyl phosphates 4-X-C6H40P(=0)(0Et)2 (X = Me, H, Cl) and of triethyl phosphate (TEP) in the gas phase and in solution showed that (i) the alcoholysis of diethyl 4-chlorophenyl phosphate proceeded through a concerted mechanism, while an associative mechanism was observed for its thiolysis reaction (ii) the reactivity of diethyl phenyl and diethyl 4-methylphenyl phosphates were similar and reacted via an associative mechanism with both MeO and MeS (iii) for TEP, the alcoholysis and thiolysis reactions proceeded by an associative mechanism and (iv) thiolysis of the four triesters was less favourable than alcoholysis in the gas phase and in solution." ... 

Bis(carboxymethy 1) amino] methyl]- 3-hydroxy-2-naphthoic acid, B-00277 Bis(4-chlorophenyl) phosphate, B-00289 > 1,4- Bis[(4-methy Iphenylamino)]- 9,10-anthracenedione, B-00406 Bis(2,4,4-trimethylpentyl)phosphinic acid, B-00468... 

Bis(4-chlorophenyl) phosphate, B-00289 Bis(dicyclohexyloxyphosphinothioyl) disulfide, B-00294 Bis(diisopropyloxyphosphinothioyl) disulfide, B-00310... 

Bis-(2-chlorophenyl) phenyl phosphate [597-80-8] M 395, b 254"/4mm, n 1.5767. Same as for 2-biphenylyl diphenyl phosphate above. 

In the early solution phase syntheses of oligonucleotides, coupling of phosphate diesters was used. A mixed 3 -ester with one aryl substituent, usually o-chlorophenyl, was coupled with a deprotected 5 -OH nucleotide. The coupling reagents were sulfonyl halides, particularly 2,4,6-tri-i-propylbenzenesulfonyl chloride,53 and the reactions proceeded by formation of reactive sulfonate esters. Coupling conditions... 

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