Description

Methylenebis(phosphonic dichloride) (CAS No. 1499-29-2) is a highly reactive organophosphorus compound with the molecular formula CH₂Cl₄O₂P₂, also known by its IUPAC name bis(dichlorophosphoryl)methane. This specialized chemical is a key intermediate in the synthesis of phosphonate-based flame retardants, metal chelators, and ligands for catalysis. Its dichlorophosphoryl groups make it a versatile precursor for further functionalization, enabling applications in materials science, coordination chemistry, and agrochemical research. Supplied as a high-purity reagent, this compound is handled under strict anhydrous conditions to prevent hydrolysis. Suitable for researchers and industrial chemists working on advanced phosphorus chemistry, it is typically stored under inert atmosphere due to its moisture sensitivity.

Properties

• CAS Number: 1499-29-2
• Complexity: 157
• IUPAC Name: bis(dichlorophosphoryl)methane
• InChI: InChI=1S/CH2Cl4O2P2/c2-8(3,6)1-9(4,5)7/h1H2
• InChI Key: VRXYCDTWIOCJBH-UHFFFAOYSA-N
• Exact Mass: 249.825464
• Molecular Formula: CH2Cl4O2P2
• Molecular Weight: 249.8
• SMILES: C(P(=O)(Cl)Cl)P(=O)(Cl)Cl
• Topological: 34.1
• Monoisotopic Mass: 247.828414
• Synonyms: Methylenebis(phosphonic dichloride), 627-821-2, 1499-29-2, Bis(dichlorophosphoryl)methane, Phosphonic dichloride, P,P’-methylenebis-, Phosphonic dichloride, methylenebis-, Methylenediphosphonic Dichloride;, SCHEMBL668667, DTXSID10407940, VRXYCDTWIOCJBH-UHFFFAOYSA-N, methylenebis (phosphonic dichloride), AKOS016012993, FM160756, Methylenebis(phosphonic dichloride), 97%, CS-0029039, E78785, EN300-134475, [(dichlorophosphoryl)methyl]phosphonoyl dichloride

Application

Methylenebis(phosphonic dichloride) serves as a critical building block for synthesizing bisphosphonates with potential pharmaceutical applications, particularly in osteoporosis treatment research. In materials science, it is employed to create flame-retardant additives for polymers through incorporation into polymeric backbones. The compound also finds use in the development of specialized ligands for metal ion extraction and catalysis, owing to its dual phosphoryl chloride reactivity.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1B (100%)
• Eye Dam. 1 (100%)

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