14580-93-9

Basic information

• Product Name: 1,2-Oxaphospholane, 2,2-dihydro-2,2,2-triphenyl-
• CAS NO: 14580-93-9
• Molecular Formula: C21H21OP
• Molecular Weight: 320.371
• Mol File: 14580-93-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,2-Oxaphospholane, 2,2-dihydro-2,2,2-triphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Oxaphospholane, 2,2-dihydro-2,2,2-triphenyl-(14580-93-9)
• EPA Substance Registry System: 1,2-Oxaphospholane, 2,2-dihydro-2,2,2-triphenyl-(14580-93-9)

Safety Data

• Hazardous Substances Data: 14580-93-9(Hazardous Substances Data)

Upstream product

• 75-21-8 oxirane 
• 19493-09-5 Methylenetriphenylphosphorane 
• 51860-45-8 3-hydroxypropyltriphenylphosphonium bromide 
• 603-35-0 triphenylphosphine 
• 3607-17-8 3-bromopropyltriphenylphosphonium bromide 
• 30698-18-1 bromure de benzoyloxy-3 propyltriphenylphosphonium 
• 14580-95-1 (3-hydroxypropyl)(triphenyl)phosphonium iodide 

Downstream Products

• 62047-96-5 4-(2-Methoxy-4-methyl-cyclohexa-1,4-dienyl)-pentan-1-ol 
• 14580-96-2 diphenyl(3-phenoxy-n-prop-1-yl)phosphine oxide 
• 70250-74-7 (Z)-4-(4-fluorophenyl)but-3-en-1-ol 
• 7515-50-6 (E)-4-(4-fluorophenyl)but-3-en-1-ol 
• 10339-61-4 3-nonene-1-ol 
• 937-58-6 (3E)-4-phenyl-3-buten-1-ol 
• 20047-19-2 (Z)-4-phenylbut-3-en-1-ol 
• 770-36-5 4-phenylbuta-3-en-1-ol 
• 14580-97-3 Methyl-(3-phenoxy-propyl)-phenyl-phosphinoxid 

Relevant articles and documents

Synthesis and in vitro pharmacological behavior of platinum(II) complexes containing 1,2-diamino-1-(4-fluorophenyl)-2-alkanol ligands

In continuation of our effort to optimize the pharmacological profile of [1,2-diamino-1,2-bis(4-fluorophenyl)ethane]dichloridoplatinum(II) complexes, we synthesized [1,2-diamino-1-(4-fluorophenyl)alkanol]dichloridoplatinum(II) analogs. The aim of this study was to evaluate the influence of hydroxyl groups at the C2 moiety on aqueous solubility, lipophilicity, cellular platinum accumulation, and cytotoxicity against MDA-MB-231, U-937, RAJI, and SC-1 cells as well as against cisplatin-sensitive and cisplatin-resistant A2780 and A2780cisR ovarian carcinoma cells. As expected, the OH groups improved the water solubility and decreased the lipophilicity of the neutral ligands, resulting in complexes with favorable pharmacokinetic properties. The cellular uptake of the compounds in MDA-MB-231 and U-937 cells proved to depend on the configuration and showed only a slight correlation with lipophilicity. The most active complexes were R,R/S,S configured, which points to a carrier-mediated mode of action. [threo-1,2-Diamino-1-(4-fluorophenyl)propan]dichloridoplatinum(II) and [threo-2,3-diamino-3-(4-fluorophenyl)propan-1-ol]dichloridoplatinum(II) possessed only low cross-resistance to cisplatin and were up to 10-fold more active in lymphoma cell lines.

Phosphine Alkylenes, 50. - On the Structure of 2,2,2-Triphenyl-1,2-λ5-oxaphospholanes

2,2,2-Triphenyl-1,2-λ5-oxaphospholanes (5a-h) were synthesized from methylene-triphenylphosphorane (1, R=H) and suitable epoxides (2a-g).Oxaphospholane 5e was subjected to an X-ray structural analysis, which showed a five-membered ring-structure with a trigonal-bipyramidal coordinate phosphorus atom.One phenyl group and the ring oxygen atom are apical ligands at phosphorus.According to the NMR spectra, oxaphospholanes have a ring structure in nonpolar solvents, whereas in polar solvents there exists an equilibrium with an open-chain form.Key Words: Phosphorus, tetra- and pentacoordinate / Oxaphospholanes / Trigonal-bipyramidal structure / Eqquilibrium of ring and betain structure in polar solvent

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The ω-acyloxy n-propylidenephosphoranes give 2,3-dihydrofurans in toluene, and cyclopropylcetones in t-butanol. The mechanism of these reactions was investigated; formation of cyclopropylketone does not result from intramolecular condensation but from two