Atomfair Diethyl (2-bromoethyl)phosphonate C6H14BrO3P CAS 5324-30-1

Description

Diethyl (2-bromoethyl)phosphonate (CAS No. 5324-30-1) is a highly versatile organophosphorus compound with the molecular formula C₆H₁₄BrO₃P. This brominated phosphonate ester is widely utilized in organic synthesis, particularly in the preparation of phosphonate derivatives and as a key intermediate in the Horner-Wadsworth-Emmons (HWE) reaction. Its IUPAC name, 1-bromo-2-diethoxyphosphorylethane, reflects its structural features, which include a reactive bromoethyl group and a diethoxyphosphoryl moiety. This compound is available in high purity (>95%) and is packaged under inert conditions to ensure stability and longevity. Ideal for researchers and chemists working in pharmaceuticals, agrochemicals, and material science, Diethyl (2-bromoethyl)phosphonate offers excellent reactivity for C-C bond formation and functional group transformations.

Properties

• CAS Number: 5324-30-1
• Complexity: 130
• IUPAC Name: 1-bromo-2-diethoxyphosphoryl-ethane
• InChI: InChI=1S/C6H14BrO3P/c1-3-9-11(8,6-5-7)10-4-2/h3-6H2,1-2H3
• InChI Key: PINITSMLVXAASM-UHFFFAOYSA-N
• Exact Mass: 243.98639
• Molecular Formula: C6H14BrO3P
• Molecular Weight: 245.05
• SMILES: CCOP(=O)(CCBr)OCC
• Topological: 35.5
• Monoisotopic Mass: 243.98639
• Synonyms: 5324-30-1, Diethyl (2-bromoethyl)phosphonate, EINECS 226-193-3, DTXSID00201333, NSC 2672, NSC 119421, DTXCID00123824, 226-193-3, Diethyl 2-bromoethylphosphonate, 1-bromo-2-diethoxyphosphorylethane, MFCD00000239, Phosphonic acid, (2-bromoethyl)-, diethyl ester, (2-Bromoethyl)phosphonic acid diethyl ester, diethyl bromoethylphosphonate, 2-Bromoethylphosphonic Acid Diethyl Ester, O,O-Diethyl (2-bromoethyl)phosphonate, diethyl(2-bromoethyl)phosphonate, SCHEMBL331812, diethyl-2-bromoethyl phosphonate, diethyl-2-bromoethyl-phosphonate, PINITSMLVXAASM-UHFFFAOYSA-, diethyl-(2-bromoethyl)phosphonate, NSC2672, BrCH2CH2P(O)(OC2H5)2, FAA32430, NSC-2672, 1-Bromo-2-diethoxyphosphoryl-ethane, BBL100179, NSC119421, STL512351, AKOS015903184, Diethyl 2-bromoethylphosphonate, 97%, CS-W016702, EY-0013, NSC-119421, SY049497, 1-(2-bromoethyl-ethoxyphosphoryl)oxyethane, DB-342581, B1781, NS00032688, EN300-99423, F14033, InChI=1/C6H14BrO3P/c1-3-9-11(8,6-5-7)10-4-2/h3-6H2,1-2H3

Application

Diethyl (2-bromoethyl)phosphonate is primarily used as a reagent in the Horner-Wadsworth-Emmons reaction for the synthesis of α,β-unsaturated esters and related compounds. It serves as a key intermediate in the preparation of phosphonate-based ligands and organocatalysts. Additionally, this compound finds applications in the synthesis of bioactive molecules and agrochemicals due to its ability to introduce phosphonate groups into organic frameworks.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (83.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (83.3%)

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