5186-73-2

Basic information

• Product Name: 1-phenyl-2,5-dihydro-1H-phosphole 1-oxide
• CAS NO: 5186-73-2
• Molecular Formula: C₁₀H₁₁OP
• Molecular Weight: 178.1675
• Mol File: 5186-73-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 361.8°C at 760 mmHg
• Flash Point: 172.6°C
• Density: 1.13g/cm³
• Vapor Pressure: 4.22E-05mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: 1-phenyl-2,5-dihydro-1H-phosphole 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-2,5-dihydro-1H-phosphole 1-oxide(5186-73-2)
• EPA Substance Registry System: 1-phenyl-2,5-dihydro-1H-phosphole 1-oxide(5186-73-2)

Safety Data

• Hazardous Substances Data: 5186-73-2(Hazardous Substances Data)

Usage

General Description

1-Phenyl-2,5-dihydro-1H-phosphole 1-oxide is a chemical compound with the molecular formula C12H11O2P. It is a phosphole oxide, which is a five-membered heterocyclic compound containing a phosphorus atom. 1-phenyl-2,5-dihydro-1H-phosphole 1-oxide is often used as a ligand in coordination chemistry and organometallic catalysis. It has been known to participate in various catalytic reactions, such as the hydroformylation of alkenes and the hydroboration of carbonyl compounds. Additionally, 1-phenyl-2,5-dihydro-1H-phosphole 1-oxide has been studied for its potential pharmacological and therapeutic applications, particularly in the field of anti-cancer drug development. Its unique molecular structure and reactivity make it a valuable and versatile compound in various chemical and pharmaceutical applications.

Upstream product

• 39063-70-2 1-oxo-1-hydroxyphospholene, β, γ-isomer 
• 100-58-3 phenylmagnesium bromide 
• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 2501-98-6 diallyl(phenyl)phosphine oxide 
• 822-47-9 1-Chloro-3-phospholene 1-oxide 
• 644-97-3 Dichlorophenylphosphine 
• 106-99-0 buta-1,3-diene 

Downstream Products

• 1344732-93-9 (4-but-2-enyl)(phenyl)oxophosphine 
• 1344732-91-7 1-(1,4-cyclohexadien-3-yl)-3-phospholene 1-oxide 
• 91597-48-7 c-3,c-4-dihydroxy-1-phenylphospholane-1-oxide 
• 91685-13-1 t-3,t-4-dihydroxy-1-phenylphospholane-1-oxide 
• 85281-93-2 trans-3,4-epoxy-1-phenylphospholane-1-oxide 
• 119280-21-6 t-3-bromo-r-4-hydroxy-1-phenylphospholane-1-oxide 
• 72811-99-5 3-chloro-4-hydroxy-1-phenyl-1-oxo-phospholane 
• 125344-77-6 4-Bromo-1-phenyl-2-phospholene 1-oxide 
• 4963-91-1 1-phenylphospholane-1-oxide 
• 171598-28-0 (R)-(-)-2,3-dihydro-1-phenyl-1H-phosphole oxide 
• 139402-34-9 (+)-(S)-2,3-dihydro-1-phenyl-1H-phosphole 1-oxide 
• 703-03-7 1-phenyl-2-phospholene-1-oxide 

Relevant articles and documents

Preparation method of phospholene oxide, substituted phospholene oxide and preparation method of substituted phospholene oxide

The invention relates to a preparation method of phospholene oxide, substituted phospholene oxide and a preparation method of the substituted phospholene oxide and belongs to the technical field of organic synthesis. The preparation method of the phospholene oxide comprises the following steps: 1) enabling phosphorus trihalide and chloroethanol to react at -10 to 40 DEG C for 0.5 to 3h so as to obtain a compound shown as a formula I; 2) enabling the compound shown as the formula I, a catalyst, a polymerization inhibitor and 1,3-butadiene to react at room temperature for 4 to 10h; then raisingthe temperature to 40 to 80 DEG C and reacting for 12 to 24h; then raising the temperature to 80 to 100 DEG C and reacting for 8 to 14h to obtain the phospholene oxide. The e preparation method of thephospholene oxide, provided by the invention, takes the phosphorus halide and the chloroethanol as raw materials, and the raw materials are easy to obtain and the price is low; reaction conditions are moderate and the method is simple and feasible and is low-cost.

METHODS FOR PHOSPHINE OXIDE REDUCTION IN CATALYTIC WITTIG REACTIONS

A method for increasing the rate of phosphine oxide reduction, preferably during a Wittig reaction comprising use of an acid additive is provided. A room temperature catalytic Wittig reaction (CWR) the rate of reduction of the phosphine oxide is increased due to the addition of the acid additive is described. Furthermore, the extension of the CWR to semi-stabilized and non-stabilized ylides has been accomplished by utilization of a masked base and/or ylide-tuning.

Breaking the ring through a room temperature catalytic wittig reaction

One ring no longer rules them all: Employment of 2.5-10 mol % of 4-nitrobenzoic acid with phenylsilane led to the development of a room temperature catalytic Wittig reaction (see scheme). Moreover, these enhanced reduction conditions also facilitated the use of acyclic phosphine oxides as catalysts for the first time. A series of alkenes were produced in moderate to high yield and selectivity. Copyright