Description

Ethyl phosphorochloridite (CAS No. 589-57-1), also known as chloro(diethoxy)phosphane, is a highly reactive organophosphorus compound with the molecular formula C₄H₁₀ClO₂P. This clear to pale yellow liquid is widely utilized in organic synthesis as a key intermediate for the preparation of phosphonates, phosphinates, and other phosphorus-containing derivatives. Its high reactivity with nucleophiles makes it invaluable for phosphorylation reactions, enabling the construction of complex molecular architectures. Ethyl phosphorochloridite should be handled under inert conditions (e.g., nitrogen or argon) due to its moisture sensitivity and potential hydrolysis. Suitable for use in pharmaceutical, agrochemical, and material science research, this compound is supplied with high purity (>95%) and rigorous quality control to ensure optimal performance in synthetic applications.

Properties

• CAS Number: 589-57-1
• Complexity: 47.3
• IUPAC Name: chloro(diethoxy)phosphane
• InChI: InChI=1S/C4H10ClO2P/c1-3-6-8(5)7-4-2/h3-4H2,1-2H3
• InChI Key: TXHWYSOQHNMOOU-UHFFFAOYSA-N
• Exact Mass: 156.0106942
• Molecular Formula: C4H10ClO2P
• Molecular Weight: 156.55
• SMILES: CCOP(OCC)Cl
• Topological: 18.5
• Monoisotopic Mass: 156.0106942
• Synonyms: Diethyl chlorophosphite, 589-57-1, Ethyl phosphorochloridite, Diethyl phosphorochloridite, Chlorodiethoxyphosphine, Phosphorochloridous acid, diethyl ester, Ethyl chlorophosphite, diethylchlorophosphonite, Phosphorochloridous acid diethyl ester, F414S3V8K6, EINECS 209-652-2, DIETHOXYCHLOROPHOSPHINE, DTXSID0060430, DIETHYL PHOSPHOROCHLORIDITE [MI], DTXCID1042493, 209-652-2, inchi=1/c4h10clo2p/c1-3-6-8(5)7-4-2/h3-4h2,1-2h, chloro(diethoxy)phosphane, diethylchlorophosphite, MFCD00009074, Diethyl chlorophosphonite, UNII-F414S3V8K6, Diethychlorophosphite, Phosphine, chlorodiethoxy-, Diethyl chloridophosphite #, SCHEMBL6274, (C2H5O)2PCl, Diethyl chlorophosphite, 95%, Diethyl chlorophosphite, 98%, BCP22574, GEO-03099, Ethyl phosphorochloridite, (EtO)2ClP, AKOS009031586, FD40781, BP-21130, SY049944, DB-009670, CS-0179387, D2522, NS00034049, H10781, Q27277601

Application

Ethyl phosphorochloridite is primarily employed as a versatile phosphorylating agent in organic synthesis, facilitating the introduction of phosphorus-containing functional groups into target molecules. It serves as a critical intermediate in the synthesis of flame retardants, ligands for catalysis, and bioactive organophosphorus compounds. Researchers also utilize it in the preparation of modified nucleotides and phosphoramidites for oligonucleotide synthesis. Its reactivity with alcohols and amines enables the construction of P-O and P-N bonds, essential for advanced material design.

Safety and Hazards

GHS Hazard Statements

• H225 (91.1%): Highly Flammable liquid and vapor [Danger Flammable liquids]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H335 (86.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P319, P321, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 2 (91.1%)
• Skin Corr. 1B (100%)
• STOT SE 3 (86.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.