18933-98-7

Basic information

• Product Name: ethyl hydrogen benzylphosphonate
• CAS NO: 18933-98-7
• Molecular Formula: C₉H₁₃O₃P
• Molecular Weight: 200.1715
• Mol File: 18933-98-7.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 323.9°C at 760 mmHg
• Flash Point: 149.7°C
• Density: 1.2g/cm³
• Vapor Pressure: 0.000104mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: ethyl hydrogen benzylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl hydrogen benzylphosphonate(18933-98-7)
• EPA Substance Registry System: ethyl hydrogen benzylphosphonate(18933-98-7)

Safety Data

• Hazardous Substances Data: 18933-98-7(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 63581-66-8 benzylphosphonic acid monomethyl ester 
• 1080-32-6 O,O-diethyl benzylphosphonate 
• 155801-93-7 2,4-dinitrophenyl ethyl benzyl phosphonate 
• 100-39-0 benzyl bromide 
• 122-52-1 triethyl phosphite 
• 945933-82-4 benzylphosphonic acid benzyl ethyl ester 
• 6881-57-8 benzylphosphonic acid 
• 308795-35-9 (C₆H₅CH₂POC₂H₅O₂BClC₆H₁₁)2 
• 100-44-7 benzyl chloride 
• 78-39-7 Triethyl orthoacetate 

Downstream Products

• 945933-82-4 benzylphosphonic acid benzyl ethyl ester 
• 945933-84-6 benzylphosphonic acid ethyl isopropyl ester 
• 41760-95-6 monoethyl P-benzylphosphonochloridate 
• 27272-09-9 O-ethyl N,N-diethyl-P-benzylphosphonamidate 
• 164650-62-8 1-benzyl-4-benzylidene-piperidine 
• 144108-12-3 benzylphosphonic acid isopropyl ester 
• 100715-74-0 Benzylphosphonic acid monobenzyl ester 

Relevant articles and documents

Synthesis and characterization of some new organophosphonates and their adducts with some metal salts

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Selective esterification of phosphonic acids

Here, we report straightforward and selective synthetic procedures for mono-and diesteri-fication of phosphonic acids. A series of alkoxy group donors were studied and triethyl orthoacetate was found to be the best reagent as well as a solvent for the performed transformations. An important temperature effect on the reaction course was discovered. Depending on the reaction temperature, mono-or diethyl esters of phosphonic acid were obtained exclusively with decent yields. The sub-strate scope of the proposed methodology was verified on aromatic as well as aliphatic phosphonic acids. The designed method can be successfully applied for small-and large-scale experiments without significant loss of selectivity or reaction yield. Several devoted experiments were performed to give insight into the reaction mechanism. At 30?C, monoesters are formed via an intermediate (1,1-diethoxyethyl ester of phosphonic acid). At higher temperatures, similar intermediate forms give diesters or stable and detectable pyrophosphonates which were also consumed to give diesters.31P NMR spectroscopy was used to assign the structure of pyrophosphonate as well as to monitor the reaction course. No need for additional reagents and good accessibility and straightforward purification are the important aspects of the developed protocols.

Transition metal-free access to 3,4-dihydro-1,2-oxaphosphinine-2-oxides from phosphonochloridates and chalcones through tandem Michael addition and nucleophilic substitution

A novel and transition metal-free synthesis of 3,4-dihydro-1,2-oxaphosphinine 2-oxides was developed. LiHMDS-mediated tandem Michael addition and nucleophilic substitution of readily available phosphonochloridates and chalcones afforded a variety of valuable 3,4-dihydro-1,2-oxaphosphinine 2-oxides bearing diverse functionalities in excellent yields and satisfactory to good diastereoselectivity (up to 99% yield and up to 99?:?1 dr).