183240-18-8

Basic information

• Product Name: Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester
• CAS NO: 183240-18-8
• Molecular Formula: C9H12FO4P
• Molecular Weight: 234.164
• Mol File: 183240-18-8.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester(183240-18-8)
• EPA Substance Registry System: Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester(183240-18-8)

Safety Data

• Hazardous Substances Data: 183240-18-8(Hazardous Substances Data)

Usage

General Description

Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester is a chemical compound with the molecular formula C9H11FO4P. It is a dimethyl ester derivative of phosphonic acid and contains a fluorophenyl group. Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester is commonly used as a precursor for the synthesis of pharmaceuticals and agrochemicals. It is also utilized as a building block in organic synthesis and as a reagent in chemical reactions. Additionally, it has potential applications in the field of material science and as a ligand in coordination chemistry. Overall, phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester is a versatile compound with diverse uses in various industries.

Upstream product

• 96-36-6 methyl phosphite 
• 459-57-4 4-fluorobenzaldehyde 
• 36198-87-5 dimethyl trimethylsilyl phosphite 
• 89198-46-9 dimethyl 4-fluorobenzoylphosphonate 
• 403-43-0 4-fluorobenzoyl chloride 
• 868-85-9 Dimethyl phosphite 

Downstream Products

• 1208065-68-2 dimethyl [(4-fluorophenyl)(6-oxo-6λ5-dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)ethyl]phosphonate 
• 1393669-65-2 5-(4-fluorophenyl)-4-(3,4,5-trimethoxyphenyl)isoxazole 
• 366-68-7 4,4'-difluorodeoxybenzoin 
• 1332458-75-9 (dimethoxyphosphoryl)(4-fluorophenyl)methyl 2-(4,6-dimethoxypyrimidin-2-yloxy)benzoate 
• 947295-85-4 C₁₈H₁₉F₂O₆P 
• 904702-86-9 C₁₈H₁₈ClF₂O₆P 
• 694489-34-4 (2,4-dichloro-phenoxy)-acetic acid (dimethoxy-phosphoryl)-(4-fluoro-phenyl)-methyl ester 

Relevant articles and documents

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.

Hydrophosphonylation of aldehydes catalyzed by cyclopentadienyl ruthenium(II) complexes

This work reports the first method for the synthesis of α-hydroxyphosphonates from aldehydes catalyzed by cyclopentadienyl ruthenium(II) complexes. The best results were obtained using the system HP(O)(OEt)2/[RuClCp(PPh3)2

N-heterocyclic carbenes catalyzed phospho-aldol reaction of aldehydes

An efficient phospho-aldol reaction of aldehydes catalyzed by N-heterocyclic carbenes (NHCs) has been developed. With 10 mol% stable NHC 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene, various aldehydes reacted with dialkylphosphites smoothly to provide α-hydroxy phosphonates in 59% -99% yield. In this process, NHC was assumed to function as a carbon-centered bronsted base. Copyright