Lot numbers can be found on the outside label of a product:
Diethyl (4-nitrobenzyl)phosphonate
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CAS No. 2609-49-6
- Cat. No. CS-0135401
- Purity≥97%
- MDL No.MFCD00047747
*For research and further manufacturing use only, not for direct human use.
Structure of 2609-49-6
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General Information
- CAS No. 2609-49-6
- Cat. No. CS-0135401
- Purity ≥97%
- MDL No. MFCD00047747
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₆NO₅P
- Molecular Weight None
- Synonym(s) Diethyl(4-nitrobenzyl)phosphonate
- SMILES O=[N+]([O-])C1=CC=C(CP(OCC)(OCC)=O)C=C1
Description
Diethyl (4-nitrobenzyl)phosphonate features a para-nitro group that enhances electrophilic reactivity while maintaining bench-stable handling. This phosphonate integrates readily into C–P bond formation, enabling efficient synthesis of functionalized phosphonates under mild conditions.
Application
Diethyl (4-nitrobenzyl)phosphonate serves as a versatile building block in synthetic organic chemistry, enabling the efficient construction of phosphonate-containing heterocycles and bioactive scaffolds. Its benzylic phosphonate functionality exhibits excellent stability under standard reaction conditions and tolerates a range of functional groups, facilitating downstream transformations such as alkylation, oxidation, and cross-coupling. The electron-withdrawing 4-nitrophenyl group enhances the acidity of the α-proton, promoting facile enolization for C–H functionalization. This compound is particularly valuable in the synthesis of phosphorylated analogs relevant to medicinal chemistry and agrochemical development.
Synthesis
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Route1
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100-11-8 -
122-52-1
- ~10%
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In-stock
2609-49-6
References
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Van Den Berg, Otto; Sengers, Wilco G.F.; Jager, Wolter F.; Picken, Stephen J.; Wuebbenhorst, Michael Macromolecules, 2004 , vol. 37, # 7 p. 2460 - 2470
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Route2
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In-stock
1080-32-6 - ~89%
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In-stock
2609-49-6
References
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ZENECA LIMITED Patent: EP745673 A2, 1996 ;
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Route3
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100-11-8
- ~66%
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In-stock
2609-49-6
References
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Jolidon, Synese; Rodriguez Sarmiento, Rosa Maria; Thomas, Andrew William; Wyler, Rene Patent: US2003/232883 A1, 2003 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS06
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Signal Word : Danger
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UN#: 2810
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Class : 6.1
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Packing Group : Ⅲ
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Hazard Statements : H301
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Precautionary Statements : P264-P270-P330-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 78.67
- LogP 3.3609
- H_Acceptors 5
- H_Donors 0
- Rotatable_Bonds 7
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Key Words
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