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Solvent effects on reactions of hydroxide ion with phosphorus(V) esters. A quantitative treatment

✍ Scribed by Clifford A. Bunton; Nicholas D. Gillitt; Anurag Kumar

Publisher: John Wiley and Sons
Year: 1996
Tongue: English
Weight: 544 KB
Volume: 9
Category: Article
ISSN: 0894-3230
DOI: 10.1002/(sici)1099-1395(199603)9:3<145::aid-poc763>3.0.co;2-e

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✦ Synopsis

Second-order rate constants of reactions

of HO-with phosphate, phosphinate and thiophosphinate esters, (PhO)2P0.0C6H4NO~~p, Ph,PO.OC,H,NO,-p, Ph,PO.SPh, Ph,PO.SC,H,NO,-p and Ph,PO.SEt, go through minima with decreasing water content of H,O-MeCN or H,O-t-BuOH. The rate decrease is due to stabilization of the non-ionic ester on addition of organic solvent to H,O. This inhibition is partially offset by stabilization of the anionic transition states and in the drier solvents partial desolvation of HO-increases rates.

📜 SIMILAR VOLUMES

SOLVENT EFFECTS ON REACTIONS OF HYDROXID

SOLVENT EFFECTS ON REACTIONS OF HYDROXIDE AND OXIMATE IONS WITH PHOSPHORUS(V) ESTERS

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Second-order rate constants of reactions of OH Ϫ , 2,3-butanedionemonooximate and 2-hydroxybenzaldoximate ions with aryl phosphate, phosphinate and thioarylphosphinate esters go through minima with decreasing water content of aqueous acetonitrile, tert-butyl alcohol and N-methyl-2-pyrrolidone. For r

OXIDATIVE HYDROLYSIS OF PHOSPHORUS(V) ES

OXIDATIVE HYDROLYSIS OF PHOSPHORUS(V) ESTERS OF THIOLS BY PEROXYMONOSULFATE ION. REACTIONS OF PEROXYMONOSULFATE ION WITH PHOSPHORUS(V) ESTERS OF THIOLS

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Peroxymonosulfate ion, HSO Ϫ 5 , as Oxone, readily converts phosphorus(V) esters of thiols into the phosphorus(V) and sulfonic acids. The esters were Ph 2 PO • SC 6 H 4 R(p) with R = MeO (1a), Me (1b), H (1c), Cl (1d) and NO 2 (1e), (EtO) 2 PO • SPh (2), Ph 2 OI • SEt (3) and PhPO(OEt)SEt (4). React

Quantitative treatment of the effect of

Quantitative treatment of the effect of counterions on ctab-catalyzed reactions of stabilized carbonium ions with cyanide ion

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## Abstract The reactions of stabilized carbonium ions of setoglaucin, methyl violet, and ethyl violet with cyanide ions are largely catalyzed by the cationic micelles of cetyltrimethylammonium bromide (CTAB) in aqueous media. Added counterions (anions in this case) have strong inhibitory effects o