Lot numbers can be found on the outside label of a product:
Diethyl 3,5-dimethoxybenzylphosphonate
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CAS No. 108957-75-1
- Cat. No. CS-0151419
- Purity≥96%
- MDL No.MFCD18252337
*For research and further manufacturing use only, not for direct human use.
Structure of 108957-75-1
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General Information
- CAS No. 108957-75-1
- Cat. No. CS-0151419
- Purity ≥96%
- MDL No. MFCD18252337
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₂₁O₅P
- Molecular Weight 288.28
- Synonym(s) P-[(3,5-Dimethoxyphenyl)methyl]phosphonic Acid Diethyl Ester
- SMILES CCOP(=O)(CC1=CC(=CC(=C1)OC)OC)OCC
Description
Diethyl 3,5-dimethoxybenzylphosphonate features a benzylphosphonate core with two methoxy groups at the 3- and 5-positions, enhancing electronic delocalization and stability. This bench-stable reagent integrates readily into C–C bond-forming reactions, particularly in Horner–Wadsworth–Emmons olefination sequences. The electron-rich aromatic ring supports efficient coupling under mild conditions.
Application
Diethyl 3,5-dimethoxybenzylphosphonate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized benzylphosphonates via standard Pudovik or Horner-Wadsworth-Emmons reactions. The 3,5-dimethoxy substitution enhances electron density at the aromatic ring, promoting stability and facilitating electrophilic functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis of complex scaffolds, including those relevant to medicinal chemistry and agrochemical development.
Synthesis
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Route1
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6652-32-0 -
122-52-1
- ~84%
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In-stock
108957-75-1
References
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Tetrahedron Letters, , vol. 53, # 27 p. 3521 - 3523
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References
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Journal of Medicinal Chemistry, , vol. 55, # 2 p. 883 - 892
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Route3
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In-stock
877-88-3 -
122-52-1
- ~99%
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In-stock
108957-75-1
References
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Tetrahedron Letters, , vol. 41, # 29 p. 5475 - 5478
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 53.99
- LogP 3.4699
- H_Acceptors 5
- H_Donors 0
- Rotatable_Bonds 8
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Key Words
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