13291-46-8

Basic information

• Product Name: bis (benzyl diphenylphosphine) iminium chloride
• Synonyms: bis (benzyl diphenylphosphine) iminium chloride;diphenylphosphinyl Hydroquinone;2-(DIPHENYLPHOSPHINYL)HYDROQUINONE (PPQ);2,5-Dihydroxyphenyl(diphenyl)phosphine Oxide;2-(Diphenylphosphinyl)hydroquinone
• CAS NO: 13291-46-8
• Molecular Formula: C₁₈H₁₅O₃P
• Molecular Weight: 310.283661
• Mol File: 13291-46-8.mol

Chemical Properties

• Melting Point: 214 °C
• Boiling Point: 573.7 °C at 760 mmHg
• Flash Point: 300.7 °C
• Appearance: /
• Density: 1.34
• Vapor Pressure: 9.23E-14mmHg at 25°C
• Refractive Index: 1.67
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 9.08±0.43(Predicted)
• CAS DataBase Reference: bis (benzyl diphenylphosphine) iminium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: bis (benzyl diphenylphosphine) iminium chloride(13291-46-8)
• EPA Substance Registry System: bis (benzyl diphenylphosphine) iminium chloride(13291-46-8)

Safety Data

• RIDADR: UN 3077 9/PG III
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 13291-46-8(Hazardous Substances Data)

Usage

Uses

Used in Organic and Coordination Chemistry:
Bis (benzyl diphenylphosphine) iminium chloride is utilized as a ligand in various catalytic reactions for its ability to coordinate with transition metals, enhancing the efficiency and selectivity of these processes.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, bis (benzyl diphenylphosphine) iminium chloride is employed as a catalyst or intermediate in the synthesis of complex organic compounds, contributing to the development of new drugs and medicinal agents.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, this compound is used in the synthesis of various organic compounds that are integral to the production of pesticides and other agricultural chemicals, thereby supporting crop protection and yield enhancement.
Used in Fine Chemicals Production:
Bis (benzyl diphenylphosphine) iminium chloride is also applied in the production of fine chemicals, where its high stability and reactivity are leveraged to create specialty chemicals for diverse applications, including fragrances, dyes, and other high-value products.

InChI:InChI=1/C18H15O3P/c19-14-11-12-17(20)18(13-14)22(21,15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-13,19-20H

Upstream product

• 4559-70-0 Diphenylphosphine oxide 
• 106-51-4 p-benzoquinone 

Downstream Products

• 131523-64-3 2-(diphenylphosphoryl)-1,4-benzoquinone 
• 72666-56-9 (2,5-dimethoxyphenyl)diphenylphosphine oxide 
• 475975-59-8 [2,5-bis(3,4-dicyanophenoxy)phenyl]diphenylphosphine oxide 
• 35790-25-1 (2,5-dihydroxyphenyl)diphenylphosphine 
• 1446212-70-9 C₃₀H₂₄O₄P₂ 
• 1446212-81-2 C₄₂H₃₁O₅P₃ 
• 1446212-75-4 (3,6-dihydroxybenzene-1,2,4-triyl)tris(diphenylphosphine oxide) 
• 1446212-79-8 C₃₀H₂₂O₄P₂ 

Relevant articles and documents

Solubilities of (2,5-dihydroxyphenyl)diphenyl phosphine oxide in selected solvents

A phosphorus-containing flame retardant (2,5-dihydroxyphenyl)diphenyl phosphine oxide (HPO) was characterized by a differential scanning calorimeter (DSC), thermogravimetric analysis (TGA), elemental analysis, and nuclear magnetic resonance (1H NMR and 31P NMR). Using a static analytical method, the solubilities of HPO were measured in 12 solvents and correlated with an empirical equation. The estimated uncertainty of all of the solubility values on error analysis and repeated observations was within 2.0 %.

Synthesis of a novel phosphorus-containing flame retardant curing agent and its application in epoxy resins

A novel phosphorus-containing compound diphenyl-(2,5-dihydroxyphenyl)-phosphine oxide defined as DPDHPPO was synthesized and used as flame retardant and curing agent for epoxy resins (EP). The chemical structure was well characterized by Fourier transform

New phosphorus-containing quinone derivatives ii: Tri- and tetraphosphorylated quinone derivatives

A new synthetic approach to aromatic diols substituted with two, three, and four (similar or different) phosphorus groups via the Michael-type addition of the P-H bond containing reagents to p-benzoquinone derivatives, reoxidation, and subsequent addition

Highly selective 1,4- and 1,6-addition of P(O)-H compounds to p-quinones: A divergent method for the synthesis of C- and O-phosphoryl hydroquinone derivatives

The reaction of P(O)-H compounds with p-quinones could proceed through either 1,4- or 1,6-addition pathways by employing different additives to selectively give the corresponding C- and O-phosphoryl hydroquinone derivatives in good yields. Oxidative doubl

Selective Ortho Lithiation of (2,5-Dimethoxyphenyl)diphenylphosphine Oxide and Trapping of the Resulting Aryllithium with Electrophiles

The title compound undergoes predominant 6-lithiation, ortho to the methoxy and phosphinoyl groups, on reaction with t-BuLi in THF under conditions of thermodynamic control at low temperature.The organolithium compound is stable at least to 0 deg C and can be trapped by a range of electrophiles to give the corresponding tetrasubstituted (diphenylphosphinoyl)arenes in moderate to good yield.The iodide formed by this sequence undergoes Ullman coupling to the diphenyl, which exhibits a novel restricted rotation phenomenon, in good yield under mild conditions. (2,5-Dimethoxyphenyl)diphenylphosphine sulfide lithiates exclusively at the 4-position under the same conditions, whilst the corresponding phosphine is unreactive.