Description

2-Chloro-1,3,2-dioxaphospholane 2-oxide (CAS No. 6609-64-9) is a highly specialized organophosphorus compound with the molecular formula C₂H₄ClO₃P. This cyclic phosphonate ester is a versatile intermediate in organic synthesis, particularly in the preparation of flame retardants, pharmaceuticals, and agrochemicals. Its IUPAC name, 2-chloro-1,3,2λ⁵-dioxaphospholane 2-oxide, reflects its unique heterocyclic structure, which features a phosphorus center bonded to chlorine and oxygen functionalities. The compound is characterized by its high reactivity, making it valuable for phosphorylation reactions and as a precursor for modified nucleotides or phosphoramidites. Available in high purity grades, this chemical is supplied with comprehensive analytical data (including ¹H NMR, ¹³C NMR, and MS) to ensure consistency for research and industrial applications. Store under inert conditions to maintain stability.

Properties

• CAS Number: 6609-64-9
• Complexity: 104
• IUPAC Name: 2-chloro-1,3,2lambda5-dioxaphospholane 2-oxide
• InChI: InChI=1S/C2H4ClO3P/c3-7(4)5-1-2-6-7/h1-2H2
• InChI Key: SBMUNILHNJLMBF-UHFFFAOYSA-N
• Exact Mass: 141.9586587
• Molecular Formula: C2H4ClO3P
• Molecular Weight: 142.48
• SMILES: C1COP(=O)(O1)Cl
• Topological: 35.5
• Monoisotopic Mass: 141.9586587
• Synonyms: 6609-64-9, 2-Chloro-1,3,2-dioxaphospholane 2-oxide, 2-Chloro-2-oxo-1,3,2-dioxaphospholane, EINECS 229-560-6, DTXSID70216292, DTXCID70138783, 229-560-6, 2-Chloro-1,3,2-dioxaphospholane-2-oxide, Ethylene Chlorophosphate, 2-chloro-1,3,2lambda5-dioxaphospholane 2-oxide, MFCD00043138, 7EBS5ZK92N, 1,3,2-Dioxaphospholane, 2-chloro-, 2-oxide, 2-Chloro-1,3,2-dioxaphospholane-2-oxide, tech., C2H4ClO3P, 2-Chloro-1,3,2-dioxaphospholane-2-oxide (Technical Grade), Ethylene cycl-chlorophosphate, Ethylene glycol chlorophosphate, UNII-7EBS5ZK92N, SCHEMBL169101, SBMUNILHNJLMBF-UHFFFAOYSA-, BBL100363, STL554157, AKOS015850823, 2-chloro-1,3,2-dioxaphospholan-2-oxide, AS-14467, FC158642, DB-009741, NS00035950, 2-chloro-1,3,2lambda5-dioxaphospholan-2-one, EN300-266546, 2-chloro-1,3-dioxa-2^{5}-phosphacyclopentane 2-oxide, InChI=1/C2H4ClO3P/c3-7(4)5-1-2-6-7/h1-2H2, Ethylene cycl-chlorophosphate (2-chloro-2-oxo-1,3,2-dioxaphospholane)

Application

2-Chloro-1,3,2-dioxaphospholane 2-oxide is primarily used as a key intermediate in the synthesis of flame-retardant additives for polymers and textiles. It also serves as a building block for modified oligonucleotides in nucleic acid research, enabling phosphate backbone modifications. In medicinal chemistry, this compound is employed to prepare prodrugs or phosphonate-based therapeutics targeting metabolic pathways.

Safety and Hazards

GHS Hazard Statements

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

Precautionary Statements

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

Hazard Classes and Categories

• Skin Corr. 1B (100%)

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