Lot numbers can be found on the outside label of a product:
Diethyl (4-methoxybenzyl)phosphonate
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CAS No. 1145-93-3
- Cat. No. CS-0108718
- Purity≥97%
- MDL No.MFCD00015662
*For research and further manufacturing use only, not for direct human use.
Structure of 1145-93-3
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General Information
- CAS No. 1145-93-3
- Cat. No. CS-0108718
- Purity ≥97%
- MDL No. MFCD00015662
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₉O₄P
- Molecular Weight 258.25
- Synonym(s) Diethyl 4-methoxybenzylphosphonate
- SMILES O=P(CC1=CC=C(OC)C=C1)(OCC)OCC
Description
Diethyl (4-methoxybenzyl)phosphonate features a methoxy-substituted benzyl group that enhances solubility and electronic modulation. The phosphonate moiety enables direct functionalization in Horner-Wadsworth-Emmons reactions, delivering high stereoselectivity. This bench-stable reagent integrates seamlessly into synthetic sequences requiring controlled C–C bond formation under mild conditions.
Application
Diethyl (4-methoxybenzyl)phosphonate serves as a versatile synthon for the stereoselective construction of α-aminophosphonates and phosphonate-containing heterocycles. Its benzylic phosphonate functionality exhibits excellent stability under standard reaction conditions, enabling efficient alkylations and coupling reactions with broad functional group tolerance. The 4-methoxybenzyl group facilitates convenient purification via chromatography and can be selectively cleaved under mild acidic conditions, making it ideal for late-stage functionalization in medicinal chemistry and natural product synthesis.
Synthesis
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Route1
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19350-72-2 -
762-04-9 - ~87%
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In-stock
1145-93-3
References
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Miao, Wenjun; Gao, Yuzhen; Li, Xueqin; Gao, Yuxing; Tang, Guo; Zhao, Yufen Advanced Synthesis and Catalysis, 2012 , vol. 354, # 14-15 p. 2659 - 2664
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Route2
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2746-25-0
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122-52-1
- ~10%
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In-stock
1145-93-3
References
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Yang, Jie; Liu, Guo-Yun; Lu, Dong-Liang; Dai, Fang; Qian, Yi-Ping; Jin, Xiao-Ling; Zhou, Bo Chemistry - A European Journal, 2010 , vol. 16, # 43 p. 12808 - 12813
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Route3
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824-94-2
- ~86%
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In-stock
1145-93-3
References
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Hoechst Aktiengesellschaft Patent: US5242908 A1, 1993 ;
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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 44.76
- LogP 3.4613
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 7
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Key Words
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