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Atomfair Diethyl 4-nitrobenzylphosphonate C11H16NO5P CAS 2609-49-6

Diethyl 4-nitrobenzylphosphonate (CAS No. 2609-49-6) is a high-purity organophosphorus compound with the molecular formula C11H16NO5P . This versatile reagent is widely utilized in organic synthesis, particularly as a key intermediate in the Horner-Wadsworth-Emmons (HWE) reaction for the preparation of α,β-unsaturated carbonyl compounds. Its robust nitrobenzyl group enhances reactivity in nucleophilic substitution and coupling reactions, making it invaluable for pharmaceutical research, agrochemical development, and material science applications. Our product is rigorously tested to ensure ≥98% purity (HPLC/GC), with strict quality control to minimize impurities. Supplied in amber glass bottles under inert atmosphere to ensure stability, it is ideal for sensitive synthetic…

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Description

Diethyl 4-nitrobenzylphosphonate (CAS No. 2609-49-6) is a high-purity organophosphorus compound with the molecular formula C11H16NO5P. This versatile reagent is widely utilized in organic synthesis, particularly as a key intermediate in the Horner-Wadsworth-Emmons (HWE) reaction for the preparation of α,β-unsaturated carbonyl compounds. Its robust nitrobenzyl group enhances reactivity in nucleophilic substitution and coupling reactions, making it invaluable for pharmaceutical research, agrochemical development, and material science applications. Our product is rigorously tested to ensure ≥98% purity (HPLC/GC), with strict quality control to minimize impurities. Supplied in amber glass bottles under inert atmosphere to ensure stability, it is ideal for sensitive synthetic protocols requiring precision and reproducibility.

Properties

  • CAS Number: 2609-49-6
  • Complexity: 299
  • IUPAC Name: 1-(diethoxyphosphorylmethyl)-4-nitro-benzene
  • InChI: InChI=1S/C11H16NO5P/c1-3-16-18(15,17-4-2)9-10-5-7-11(8-6-10)12(13)14/h5-8H,3-4,9H2,1-2H3
  • InChI Key: FORMFFDDQMCTCT-UHFFFAOYSA-N
  • Exact Mass: 273.07660961
  • Molecular Formula: C11H16NO5P
  • Molecular Weight: 273.22
  • SMILES: CCOP(=O)(CC1=CC=C(C=C1)[N+](=O)[O-])OCC
  • Topological: 81.4
  • Monoisotopic Mass: 273.07660961
  • Synonyms: 2609-49-6, Diethyl 4-nitrobenzylphosphonate, diethyl(4-nitrobenzyl)phosphonate, Diethyl (4-nitrobenzyl)phosphonate, 1-(diethoxyphosphorylmethyl)-4-nitrobenzene, phosphonic acid, P-[(4-nitrophenyl)methyl]-, diethyl ester, MFCD00047747, diethyl (4-nitrophenyl)methylphosphonate, 1-(diethoxyphosphorylmethyl)-4-nitro-benzene, NSC82303, Phosphonic acid, [(4-nitrophenyl)methyl]-, diethyl ester, SCHEMBL78561, diethyl p-nitrobenzylphosphonate, diethyl-4-nitrobenzylphosphonate, diethyl p-nitrobenzyl-phosphonate, SCHEMBL21629154, DTXSID80292406, diethyl (4-nitro-benzyl)phosphonate, NSC-82303, SBB068763, AKOS015917513, PS-10404, SY074533, diethyl [(4-nitrophenyl)methyl]phosphonate, DB-046833, (4-Nitrobenzyl)phosphonic Acid Diethyl Ester, CS-0135401, D5208, (p-nitrobenzyl)-phosphonic acid diethyl ester, Diethyl(4-nitrobenzyl)phosphonate, AldrichCPR, (4-Nitro-benzyl)-phosphonic acid diethyl ester, diethoxy[(4-nitrophenyl)methyl]phosphino-1-one, F16280

Diethyl 4-nitrobenzylphosphonate serves as a critical building block in the synthesis of stilbenes, chalcones, and other conjugated systems via HWE olefination. It is employed in medicinal chemistry for the development of kinase inhibitors and antimicrobial agents. Researchers also utilize it in materials science to create photoactive polymers and liquid crystals. Its nitro group facilitates further functionalization through reduction or cross-coupling reactions.

Safety and Hazards

GHS Hazard Statements

  • H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

Precautionary Statements

  • P264, P270, P301+P316, P321, P330, P405, and P501

Hazard Classes and Categories

  • Acute Tox. 3 (100%)

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

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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