Phosphorous acid cyclic

Polymerization of cyclic esters of phosphoric acid (cyclic phosphates) is interesting from the synthetic point of view, because the resulting polymers have the sequence of atoms of the chain identical with this, which appears in important biopolymers such as nucleic or teichoic acids. Both 5- and 6-membered cyclic phosphates undergo polymerization. 

Phosphorous acid, cyclic neopentanetetrayl bis(2,4-di-tert-butylphenyl) ester. 

Bis(2,4-di-tert-butylphenyl)pentaerythritol diphosphite 3,9-Bis 2,4-di-tert-butylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro 5.5)undecane BRN 4773772 EINECS 247-952-5 MARK PEP 24 Phosphorous acid, cyclic neopentanetetrayl bis 2,4-di-tert-butylphenyl) ester 2,4,8,10-Tetraoxa-3,9-... 

CAS 26741-53-7 EINECS/EFINCS 247-952-5 Synonyms Bis (2,4-di-t-butylphenyl) pentaerythrityl diphosphite Cyclic neopentanetetrayl bis (2,4-di-t-butylphenyl) ester phosphorous acid Phosphorous acid, cyclic neopentanetetrayl bis (2,4-di-t-bulylphenyl) ester 2,4,8,10-Tetraoxa-3,9-diphosphaspiro (5.5) undecane, 3,9-bis (2,4-bis (1,1-dimethylethyl) phenoxy)-Emprical CmHmOsPj Frnnula C5H [02P0CeH,(C[CH,],)J ... 

Phosphoric acid, triphenyl ester. See Triphenyl phosphate Phosphoric acid, tris (2-ethylhexyl) ester. See Trioctyl phosphate Phosphoric acid, tris (methylphenyl) ester Phosphoric acid, tritolyl ester. See Tricresyl phosphate Phosphoric acid, zinc salt (2 3). See Zinc phosphate Phosphorodithioic acid, mixed 0,0-bis (iso-butyl and pentyl) esters, zinc salt. See Zinc dialkyl dithiophosphate Phosphorous acid, cyclic neopentanetetrayl bis (2,4-di-t-butylphenyl) ester. See Bis (2,4-di-t-butylphenyl) pentaerythritol diphosphite Phosphorous acid, triisooctyl ester. See Triisooctyl phosphite Phosphorous acid triphenyl ester. See Triphenyl phosphite... 

Phosphorous acid bis (2-ethylhexyl) ester. See Dioctyl (2-ethylhexyl) phosphite Phosphorous acid, cyclic butylethyl propanediol, 2,4,6-tri-t-butylphenyl ester. See 2,4,6-Tri-t-butylphenyl 2-butyl-2-ethyl-1,3-propanediol phosphite... 

Phosphorous acid, cyclic neopentanetetrayl bis (2,4-di-t-butylphenyl) ester. See Bis (2,4-di-t-butylphenyl) pentaerythritol diphosphite Phosphorous acid, di-n-dodecyl ester. See Dilauryl phosphite... 

Synonyms Phosphorous acid, cyclic butylethyl propanediol, 2,4,6-tri-t-butylphenyl ester... 

Pentaer hrityl tetrakis [3-(3, 5 -di-t-butyl-4-hydroxyphenyl) propionate] Phenol, 4,4 -thiobis 2-(1,1-dimethylethyl) phosphite Phosphoric acid triesters with triethylene glycol Phosphorous acid, cyclic neopentanetetrayl bis (2,6-di-t-butyl-4-methy I phenyl) ester Poly [[6-[(1,1,3,3-tetramethy I butyl) ami no]-s-triazi ne-2,4-diy I] [(2,2,6,6-tetramethyl-4-piperidyl) imino]... 

Titanium tetrachloride 3-Hydroxyethers from acetals by rearrangement s. 17, 790 o-Phenolketones from phenolesters Fries rearrangement s. 19, 798 Poly phosphoric acid Cyclic ketocarboxylic acids from dicarboxylic acid anhydrides s, 19,961... 

Phosphoric acid Cyclic ethers from diols... 

Compounds which dissolve in concentrated sulphuric acid may be further subdivided into those which are soluble in syrupy phosphoric acid (A) and those which are insoluble in this solvent (B) in general, dissolution takes place without the production of appreciable heat or colour. Those in class A include alcohols, esters, aldehydes, methyl ketones and cyclic ketones provided that they contain less than nine carbon atoms. The solubility limit is somewhat lower than this for ethers thus re-propyl ether dissolves in 85 per cent, phosphoric acid but re-butyl ether and anisole do not. Ethyl benzoate and ethyl malonate are insoluble. 

Alcohols, esters (but not ethyl benzoate, ethyl malonate or ethyl oxalate), aldehydes, methyl ketones and cyclic ketones containing less than nine carbon atoms as well as ethers containing less than seven carbon atoms are soluble in 85 p>er cent, phosphoric acid. 

The only clearly defined crystalline compositions are three forms of phosphoric acid and hemihydrate, pyrophosphoric acid, and crystalline P O q. The phosphoric acids obtained in highly concentrated solutions or by mixing phosphoric acid with phosphoms pentoxide are members of a continuous series of amorphous (excluding [Y OO]) condensed phosphoric acid mixtures. Mixtures having more than 86% P2O5 contain some cyclic metaphosphoric... 

Proceeding from 5 -0-acetylazauridine (80), a mixture of 2 - and 3 -monophosphates (81, 82) was prepared by phosphorylation with polyphosphoric acid, and these were converted into the 2, 3 -cyclic phosphate (83). From the 2, 3 -0-isopropylidene derivative of 3-methyl-6-azauridine the 5 -phosphate was prepared by treatment with cyanoethylphosphate and the corresponding diphosphate from its morpholidate through the action of phosphoric acid. ° Furthermore, a diribonucleoside phosphate (85) with a natural 3 -5 internucleotide linkage was prepared from 6-azauridine, The starting material for the preparation of such derivatives was 5 -0-acetyl-2 -0 -tetrahydro-pyranyluridine-3 -phosphate (84) which was condensed with di-G-acetylazauridine (86) or with 2b3 -0-isopropylidene-6-azauridine (76) with the aid of dicyclohexylcarbodiimide. ... 

D. Cyclic Esters of Phosphorous Acid.—There has been some controversy about the stable stereochemistry at phosphorus in cyclic phosphites and phosphonites this now appears to be resolved by agreement in a series of papers. The stereochemistry of 2-alkoxy-4-methyl-l,3,2-dioxaphosphorins... 

B. Solvolysis of Phosphoric Acid Derivatives.—Interest continues in neighbouring-group participation in the solvolysis of phosphate esters. As a potential model compound for investigating the mechanism of ribo-nuclease action, the phenyl hydrogen phosphate ester of c/j-3,4-tetrahydro-furandiol (24) has been the subject of a detailed study. Above (and probably also below) pH 4 hydrolysis gives solely the cyclic phosphate (25)... 

When AMP is heated under reflux in DMF, the 2, 3 -cyclic phosphate is formed, and cyclic phosphates can also be obtained from nucleosides and ortho-, pyro-, or poly-phosphoric acids under the same conditions. Promotion of phosphorylation by DMF is well known and the reaction with AMP is probably intermolecular as no 3, 5 -cyclic AMP can be detected. Minor products in the latter reaction are the 2, 3 -cyclic 5 -diphosphate and the 2 (30,5 -diphosphate. The synthesis of adenosine 2 (3 )-phosphate 5 -pyrophosphate has been achieved by the phosphoromorpholidate method used in a synthesis of Co A. ... 

Isomers of D-apiofuranosyl 1-phosphate have been prepared by treating a mixture of jS-o-apio-D-furanosyl and /3-D-apio-L-furanosyl tetra-acetates with crystalline phosphoric acid. a-o-Apio-o- (59) and a-o-apio-L-furanosyl-1-phosphate (60) and their cyclic phosphates were separated by chromatography and identified by H n.m.r. o-Apiose is metabolized in parsley and Lemna minor with the possible formation of UDP-D-apiose. L. minor will convert UDP-a-glucuronic acid into a-o-apio-D-furanosyl-1,2-cyclic phosphate (61) but no evidence of UDP-o-apiose was found, although it is possible that (61) arose from the rapid hydrolysis of UDP-o-apiose. 

For a number of reactions of cyclic di- and triesters of phosphoric acid, there are exchange data which can be rationalized on the assumption of trigonal bipyrami-dal intermediates which readily interconvert by pseudorotation. This constitutes a strong argument that at least these cyclic esters react by an associative mechanism and is suggestive evidence that simple trialkyl phosphates also react by this mechanism. The pH dependence of exocyclic versus endocyclic cleavage of methyl ethylene phosphate is readily interpreted in terms of the effect of ionization of the intermediate on the pseudorotation of these pentacoordinate intermediates. ... 

Attack on Nitrogen. A variety of cyclic derivatives of phosphorous acid have been converted into spirophosphoranes (51), using diethyl azodicarboxylate as the condensing agent,42 probably by initial addition to nitrogen to give (50). Several... 

Cyclic Esters of Phosphorous Acid.—A large number of 2-substituted-4-methyl-l,3,2-dioxaphospholans (88) have been prepared and their stereochemistry and conformations investigated by 1H and 31P n.m.r.69 Unlike the corresponding 1,3-dioxans, the tra/w-isomer (88a) is favoured in all cases, and each isomer is best described in terms of two rapidly equilibrating half-chair conformers with the 4-alkyl group pseudo-axial or pseudo-equatorial. 

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