52961-95-2

Basic information

• Product Name: 1,3,2-Benzodioxaphosphole, 2-phenoxy-, 2-oxide
• Synonyms: 1,3,2-Benzodioxaphosphole,2-phenoxy-,2-oxide;pyrocatechol cyclophenylphosphate;2-phenoxy-2-oxo-4,5-benzo-1,3,2-dioxaphospholane;Phenyl-o-phenylen-phosphat
• CAS NO: 52961-95-2
• Molecular Formula: C12H9O4P
• Molecular Weight: 248.175
• Mol File: 52961-95-2.mol

Chemical Properties

• Boiling Point: 204 °C(Press: 10 Torr)
• Density: 1.41±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1,3,2-Benzodioxaphosphole, 2-phenoxy-, 2-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-Benzodioxaphosphole, 2-phenoxy-, 2-oxide(52961-95-2)
• EPA Substance Registry System: 1,3,2-Benzodioxaphosphole, 2-phenoxy-, 2-oxide(52961-95-2)

Safety Data

• Hazardous Substances Data: 52961-95-2(Hazardous Substances Data)

Upstream product

• 181-85-1 2,2-'spirobi(1,3,2-benzodioxaphosphole) 
• 108-95-2 phenol 
• 1641-40-3 pyrocatechol phosphorochloridite 
• 4591-40-6 2-phenoxy-1,3,2-benzodioxaphosphole 
• 80-15-9 Cumene hydroperoxide 
• 75-91-2 tert.-butylhydroperoxide 
• 41850-89-9 o-Phenylen-phenyl-phosphit-ozonid 
• 83466-54-0 Bis(2,4,6-tri-tert-butylphenyl)diphosphen 
• 1499-17-8 o-phenylene chlorophosphate 

Downstream Products

• 4918-98-3 phosphoric acid 2-hydroxyphenyl phosphate 
• 138079-34-2 2-hydroxyphenyl diphenyl phosphate 
• 1499-17-8 o-phenylene chlorophosphate 
• 19579-02-3 2-phenoxy-2,2'-spirobi<1,3,2λ⁵-benzodioxaphosphole> 

Relevant articles and documents

UNTERSCHIEDLICHES VERHALTEN VON AROMATISCHEN PHOSPHITEN GEGENUEBER ACYLSULFENYLCHLORIDEN

The acylsulfenyl chlorides 1 or 2 react with acyclic and cyclic aromatic phosphites.The acyclic derivative 3 gives the corresponding thiophosphate 4 and the cyclic derivatives 5 give the corresponding phosphates 6.The different behaviour is discussed. Key words: Acylsulfenyl chlorides; aromatic phosphites; oxidation of P(III) compounds.

Organophosphorus Antioxidants. X. The Hydroperoxide Decomposing Action of Phosphites, Phosphonites and Thiophosphites

The kinetics and mechanism of reactions of phosphites, phosphonites, thiophosphites and hydrogenphosphites with cumyl (CHP), t-butyl (TBHP) and α-tetralyl (THP) hydrogenperoxides has been studied by means of (31)P-n.m.r. spectroscopy, high performance liquid chromatography and iodometric titration.All three valent phosphorus compounds studied initially react with hydroperoxides stoichiometrically to give the corresponding P=O products and alcohol.Some species are able to decompose cumyl hydroperoxide catalytically to form phenol and aceton.Acyloin phosphites decompose CHP catalytically after a stoichiometric reaction as thiophosphites do.Tetramethylpiperidinyl phosphites ("HALS-phosphites") react with hydroperoxides only stoichiometrically but with high velocity.Phosphonites react with hydroperoxides in the same way as the corresponding phosphites.Their reactivity, however, is much higher.Hydrogenphosphites are less reactive than phosphites in the reaction with hydroperoxides.They are able to act catalytically.

OXYDATION ET ISOMERISATION DE DIPHOSPHENE

The oxidation and isomerization properties of bisdiphosphene are reported.

OZONIDES DU PHOSPHORE STABILITE ET STEREOCHIMIE

A phosphorus ozonides series was obtained by reaction of ozone on various phosphites (1a-13a).The oxidative addition of ozone leads to trioxophosphetane ring formation branched on pentacoordinated (1b-9b) or hexacoordinated (10b-13b) phosphorus.The stability and stereochemistry of these compounds were studied.

Organophosphorus Antioxidants. III. Kinetics and Mechanism of the Decomposition of Cumyl Hydroperoxide by Cyclic Phosphites

The reaction mechanism of cyclic esters of phosphorous acids I to VIII with cumyl hydroperoxide has been studied kinetically by means of 31P n.m.r. spectroscopy, high performance liquid chromatography and iodometric titration.The five-membered cyclic phosphites (I and II) react with cumyl hydroperoxide to give the corresponding phosphates (AI and AII) and cumyl alcohol.With more hydroperoxide or water they form the open chain phosphate esters (BI and BII) which decompose cumyl hydroperoxide catalytically giving phenol and acetone.Higher membered cyclic phosphites (III to VIII) react with cumyl hydroperoxide to give the corresponding phosphates and alcohol only.The mode of reaction depends on the hydrolysis behaviour of the cyclic phosphates (AI to AVIII).Only fivemembered cyclic phosphites which give easily hydrolyzable phosphates are able to decompose cumyl hydroperoxide catalytically.The nature of the exocyclic group in the phosphites has no influence on this behaviour.The kinetic parameters of the separate reaction steps are given.The ionic mechanism of hydroperoxide decomposition is accompanied by a homolytic one.

STABILISATION D'OZONIDES DU PHOSPHORE

We have obtained phosphorus ozonides (3b, 4b and 5b) in which phosphorus atom is hexacoordinated.In solution, these adducts are more stable than pentacovalent phosphorus homologs (ΔG*=23 kcal.mole-1 for 4b)