108054-54-2

Basic information

• Product Name: diethyl (4-chlorophenyl)(hydroxy)methylphosphonate
• CAS NO: 108054-54-2
• Molecular Weight: 278.672
• Mol File: 108054-54-2.mol
• Article Data: 64

Chemical Properties

• CAS DataBase Reference: diethyl (4-chlorophenyl)(hydroxy)methylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (4-chlorophenyl)(hydroxy)methylphosphonate(108054-54-2)
• EPA Substance Registry System: diethyl (4-chlorophenyl)(hydroxy)methylphosphonate(108054-54-2)

Safety Data

• Hazardous Substances Data: 108054-54-2(Hazardous Substances Data)

Upstream product

• 762-04-9 Diethyl phosphonate 
• 104-88-1 4-chlorobenzaldehyde 
• 762-04-9 phosphonic acid diethyl ester 
• 873-76-7 para-Chlorobenzyl alcohol 
• 52057-50-8 α-trimethylsiloxy-p-chlorobenzylphosphonic acid diethyl ester 
• 2033-24-1 cycl-isopropylidene malonate 
• 122-52-1 triethyl phosphite 

Downstream Products

• 52057-50-8 α-trimethylsiloxy-p-chlorobenzylphosphonic acid diethyl ester 
• 49641-01-2 diethyl (1-acetoxy)(4-chlorophenyl)methylphosphonate 
• 263722-93-6 chloro-acetic acid (4-chloro-phenyl)-(diethoxy-phosphoryl)-methyl ester 
• 57787-10-7 α-chloro-4-chloro-benzyl-phosphonic acid diethyl ester 
• 1104635-62-2 diethyl α-(p-chlorophenyl)-α-(p-ethoxyphenylaminothiocarbonyloxy)methyl phosphonate 
• 1349902-14-2 C₁₅H₂₀ClO₅P 
• 1349902-15-3 C₁₄H₂₀ClO₅P 
• 1349902-10-8 C₁₉H₂₂ClO₅P 
• 1126394-41-9 C₁₈H₂₀ClO₅P 
• 1349902-13-1 C₁₈H₁₉Cl₂O₅P 
• 1349902-12-0 C₁₈H₁₉Cl₂O₅P 
• 1349902-11-9 C₁₈H₁₉Cl₂O₅P 
• 1349902-09-5 C₁₈H₁₉ClNO₇P 
• 54979-14-5 diethyl α-propylamino-4-chlorobenzylphosphonate 

Relevant articles and documents

Iodine-catalyzed, efficient synthesis of α-hydroxy phosphonates in water

An efficient and simple synthesis of α-hydroxy phosphonates from aldehydes and triethylphosphite in the presence of iodine in water has been developed. Environmentally benign reaction conditions, high yield, and easily available catalyst are important fea

MgO-coated-Fe3O4 nanoparticles as a magnetically recoverable and reusable catalyst for the synthesis of 1-hydroxyphosphonates

Nanosize magnetic particles coated with magnesium oxide (core/shell nanoparticles) have been prepared and used for the synthesis of 1-hydroxyalkyl phosphonates. Catalytic activity studies show that the magnetic particles coated with magnesium oxide have h

Silica-Supported Ammonium Hydrogen Carbonate as an Efficient Reagent for One-Pot Synthesis of 1-Aminophosphonates from Aldehydes

Silica-supported ammonium hydrogen carbonate was found to be an efficient reagent for the synthesis of 1-aminophosphonates under microwave irradiation in solvent-free conditions. This method is an easy, rapid, one-pot, and good-yielding reaction for the s

A Convenient Synthesis of Dialkyl 1-Hydroxyalkanephosphonates using Potassium or Caesium Fluoride without Solvent

-

Synthesis, characterizations, and crystal structures of α-hydroxyphosphonic acid esters

This article describes the synthesis of -hydroxyphosphonic acid esters using the Pudovik reaction. IR, 1H NMR, 13C NMR, 31P NMR, MS, and elemental analysis were employed to confirm their structures. X-ray structure analysi

Aqueous-phase synthesis of α-hydroxyphosphonates catalyzed by β-cyclodextrin

α-Hydroxyphosphonates were synthesized from aromatic/heteroaromatic aldehydes with triethyl phosphite in the presence of β-Cyclodextrin in an aqueous medium. The β-Cyclodextrin can be recovered and reused without loss of catalytic activity. Taylor & Franc

The synthesis of alpha-hydroxyphosphonates for phosphate support without solvents

The synthesis of α-hydroxyphosphonates has been carried out with a high yield at room temperature, using natural phosphate, natural phosphate doped with potassium fluoride and sodium phosphate dodecahydrate without solvents.

A convenient and mild protocol for preparation of α – trimethylsilyloxyphosphonates using sulfamic acid and their oxidation to α – ketophosphonates in the presence of N-bromosuccinimide

A convenient and mild protocol was developed for the trimethylsilylation of α-hydroxyphosphonates using hexamethyldisilazane as the silylating agent in the presence of sulfamic acid (SA) as a heterogeneous solid acid catalyst in dichloromethane as the rea

Synthesis and anticancer cytotoxicity with structural context of an α-hydroxyphosphonate based compound library derived from substituted benzaldehydes

We synthesized substituted benzaldehyde derived α-hydroxyphosphonates (αOHP), α-hydroxyphosphonic acids (αOHPA) and α-phosphinoyloxyphosphonates (αOPP) and characterized their cytotoxicity against a panel of cancer cell lines. A library containing 56 analogues was screened against Mes-Sa parental and Mes-Sa/Dx5 multidrug resistant uterine sarcoma cell lines, using a fluorescence-based cytotoxicity assay. The cytotoxicity screening revealed that dibenzyl-αOHPs and dimethyl-α-diphenyl-OPPs were the most active clusters, which encouraged us to synthesize further dibenzyl-α-diphenyl-OPP derivatives that elicited pronounced cell killing. Further structure-activity relationships showed the relevance of hydrophobicity and the position of substituents on the main benzene ring as determinants of toxicity. The most active analogs proved to be equally, or even more toxic to the multidrug resistant (MDR) cell line Mes-Sa/Dx5, suggesting these compounds may overcome P-glycoprotein mediated multidrug resistance by evading the drug transporter.

CeCl3?7H2O-catalysed hydrophosphonylation of aldehydes and ketones: An expeditious route to α-hydroxyphosphonates under solvent-free conditions

A cerium(III) chloride-catalysed expeditious synthesis of α-hydroxyphosphonates via a modified Abramov synthetic protocol has been developed. The scope of the current protocol is broad, with a range of aromatic, α,β-unsaturated and heterocyclic aldehydes