683-19-2

Basic information

• Product Name: dioctylphosphinic acid
• Synonyms: dioctylphosphinic acid;Einecs 211-671-6
• CAS NO: 683-19-2
• Molecular Formula: C₁₆H₃₅O₂P
• Molecular Weight: 290.421661
• EINECS: 211-671-6
• Mol File: 683-19-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 445.7 °C at 760 mmHg
• Flash Point: 223.3 °C
• Appearance: /
• Density: 0.924 g/cm³
• Vapor Pressure: 3.46E-09mmHg at 25°C
• Refractive Index: 1.45
• CAS DataBase Reference: dioctylphosphinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: dioctylphosphinic acid(683-19-2)
• EPA Substance Registry System: dioctylphosphinic acid(683-19-2)

Safety Data

• Hazardous Substances Data: 683-19-2(Hazardous Substances Data)

Usage

General Description

Dioctylphosphinic acid, also known as DOPA, is an organophosphorus compound with the chemical formula C16H35O2P. It is a colorless, viscous liquid that is used as a chemical intermediate in various industrial applications. DOPA is primarily used as a corrosion inhibitor, antistatic agent, and surfactant in metalworking fluids, lubricants, and industrial detergents. It is also used as a raw material in the production of specialty chemicals, such as flame retardants, plasticizers, and pharmaceuticals. DOPA is known for its ability to effectively inhibit metal corrosion and reduce friction between metal surfaces, making it a valuable component in the formulation of industrial products designed to protect and maintain metal equipment and machinery.

InChI:InChI=1/C16H35O2P/c1-3-5-7-9-11-13-15-19(17,18)16-14-12-10-8-6-4-2/h3-16H2,1-2H3,(H,17,18)

Upstream product

• 3011-82-3 oxyde de dioctyl phosphine 
• 111-66-0 oct-1-ene 
• 6196-68-5 octylphosphinic acid 
• 5849-35-4 di-n-octylphosphinyl chloride 
• 4731-53-7 TOP 
• 111-83-1 1-bromo-octane 
• 13172-75-3 dioctylphosphinous bromide 
• 629-27-6 1-Iodooctane 
• 56-23-5 tetrachloromethane 
• 17049-49-9 octylmagnesium bromide 
• 34045-17-5 Dioctylphosphinigsaeure 

Relevant articles and documents

Selective Substitution of POCl 3 with Organometallic Reagents: Synthesis of Phosphinates and Phosphonates

The selectivity of the substitution reaction of phosphoryl chloride with organometallic reagents was investigated using NMR spectroscopy. This led to the discovery that the selectivity of the substitution reaction can be tuned by choosing a proper organometallic reagent. A phosphinate could be obtained by using a Grignard reagent whereas an organozinc reagent provided a phosphonate. Based on these results, one-pot synthetic methods for the preparation of phosphinates and phosphonates using commercially available starting materials were developed. Both methods allow the synthesis of a broad range of either phosphinate or phosphonate derivatives in a straightforward and general procedure. Moreover, using these one-pot procedures, mixed systems substituted with different alkyl/aryl groups can be prepared.

Microwave-assisted synthesis of dialkylphosphinic acids and a structure-reactivity study in rare earth metal extraction

Dialkylphosphinic acids were synthesised by a microwave-assisted method with high yields and wide substrate applicability. A structure-reactivity study indicates that an increase in steric hindrance in the β position led to a decrease of extraction ratio and heavy rare earth element separation activity. A computational study was also conducted to understand the steric effect.

Synthesis of disubstituted phosphinates via palladium-catalyzed hydrophosphinylation of H-phosphinic acids

The first metal-catalyzed hydrophosphinylation of unsaturated hydrocarbons with H-phosphinic acids is described. A strategy to activate the P-H bond through control of the tautomeric equilibrium using ethylene glycol is described. The reactions also avoid chromatographic purification. Copyright