ДИЭТИЛФОСФИНИХЛОРИД

Identification

Diethylphosphinic chloride, CAS 1112-37-4 - diethylphosphinic acid chloride, formula C4H10ClOP. Synonyms: diethylphosphinyl chloride, diethylphosphinoyl chloride, diethylchlorophosphine oxide, chlorodiethylphosphine oxide, phosphinic acid diethyl chloride. The catalog classification section is phosphines.

Basic Attributes

• Molecular weight: 140.55
• Exact weight: 140.016
• DSSTox ID: DTXSID20409374
• HS code: 2903199000
• PSA: 26.88
• XLogP3: 2.5431

Physico-chemical properties

• Density: 1.08 g/cm3
• Melting point: 9–12 °C
• Boiling point: 233 °C
• Flash point: 95 °C
• Refractive index: 1.4688
• Water solubility: Reacts with water

Substance class and purpose

Diethylphosphine chloride is an acid chloride of pentavalent phosphorus phosphinic acid, a structural analogue of carbonic acid chlorides, in which instead of a carbonyl group there is a phosphoryl group (P=O), and instead of a hydroxyl group there is a chlorine atom. Such acid chlorides serve as phosphinylation reagents: replacement of chlorine with alcohols, amines or aromatic compounds according to Friedel-Crafts gives phosphinates, phosphinamides and arylphosphine oxides. The products of these transformations are used as components of non-halogen fire-retardant compositions based on phosphine oxides (by analogy with the well-known class of DOPO compounds), ligands for metal complex catalysis and intermediate products in the synthesis of extractants for the separation of metals.

Compared to dialkylphosphonates, phosphinates and phosphine oxides derived from diethylphosphine chloride contain a direct P–C bond instead of a P–O bond at one of the substituents, which increases their hydrolytic and thermal stability, a property particularly sought after in flame retardant and high temperature applications. In laboratory practice, the reagent is also used to obtain tertiary phosphine oxides by reaction with organometallic reagents (Grignard reagents, organolithium compounds), after which the phosphine oxide can be reduced to the corresponding phosphine - a ligand for hydrogenation and cross-coupling catalysts.

Safety Information

• Packing level: II
• Hazard category: 8 (corrosive)
• Transport codes: 3265
• Hazard class code: 34-36/37/38
• Safety instructions: 26-36/37/39

Storage and transportation

Store in an airtight container in a dry place, avoid contact with water and air moisture - the substance reacts violently with water to form diethylphosphinic acid and hydrogen chloride. Transport according to UN code 3265 with packing level II as a corrosive substance of hazard category 8. When working, use gloves, safety glasses and exhaust ventilation, avoid inhalation of vapors and contact with skin due to irritant and corrosive effects (hazard class code 34-36/37/38).

The DSSTox identifier DTXSID20409374 is used when entering a substance into toxicological databases; the HS code 2903199000 classifies it in the product group of halogenated derivatives of organophosphorus compounds. The moderate XLogP3 value of 2.5431 indicates the average lipophilicity of the molecule, typical of alkyl-substituted phosphinic acid chlorides.