33493-30-0

Basic information

• Product Name: dimethyl 4-methylbenzoylphosphonate
• CAS NO: 33493-30-0
• Molecular Formula: C₁₀H₁₃O₄P
• Molecular Weight: 228.1816
• Mol File: 33493-30-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 312.5°C at 760 mmHg
• Flash Point: 156.6°C
• Density: 1.197g/cm³
• Vapor Pressure: 0.000526mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: dimethyl 4-methylbenzoylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 4-methylbenzoylphosphonate(33493-30-0)
• EPA Substance Registry System: dimethyl 4-methylbenzoylphosphonate(33493-30-0)

Safety Data

• Hazardous Substances Data: 33493-30-0(Hazardous Substances Data)

Upstream product

• 874-60-2 4-methyl-benzoyl chloride 
• 121-45-9 phosphorous acid trimethyl ester 

Downstream Products

• 73876-16-1 ((R)-4-Methoxy-3-methyl-2,4-dioxo-5-p-tolyl-4λ⁵-[1,3,4]oxazaphospholidin-5-yl)-phosphonic acid dimethyl ester 
• 141543-08-0 dimethyl 1-p-tolyl-1-hydroxy-2-nitroethylphosphonate 
• 82228-65-7 [(Phenyl-hydrazono)-p-tolyl-methyl]-phosphonic acid dimethyl ester 
• 108816-62-2 tetramethyl (4-methylphenyl)methane diphosphonate 
• 140649-89-4 tetramethyl 1-(4-methylphenyl)ethane-1,1-diphosphonate 
• 140649-90-7 <(dimethoxyphosphinyl)(4-methylphenyl)methylene>trismethoxy phosphorane 
• 140649-97-4 <(dimethoxyphosphinyl)(4-methylphenyl)methylene>trisethoxyphosphorane 
• 82228-85-1 (6-Methyl-1-phenyl-1H-indazol-3-yl)-phosphonic acid dimethyl ester 
• 82228-78-2 Acetic acid (dimethoxy-phosphoryl)-phenylazo-p-tolyl-methyl ester 
• 82228-70-4 [(Phenyl-hydrazono)-p-tolyl-methyl]-phosphonic acid dimethyl ester 
• 127332-39-2 (PPh3)2Ni(η2-p-CH3C6H4C(O)P(O)(OMe)2) 
• 138695-25-7 Pd(P(CH₃)3)2(C(O)C₆H₄CH₃)(P(O)(OCH₃)2) 
• 1049009-09-7 ethyl (E)-3-(dimethoxyphosphinyl)-3-(4-methylphenyl)-2-propenoate 
• 1174511-31-9 (cyano)(diethoxyphosphoryl)(p-tolyl)methyl dimethyl phosphate 

Relevant articles and documents

One-pot synthesis of phosphinylphosphonate derivatives and their anti-tumor evaluations

This paper reports on the synthesis of new hydroxymethylene-(phosphinyl)phosphonates (HMPPs). A methodology has been developed to propose an optimized one-pot procedure without any intermediate purifications. Various aliphatic and (hetero)aromatic HMPPs were synthesized in good to excellent yields (53–98%) and the influence of electron withdrawing/donating group substitution on aromatic substrates was studied. In addition, the one-pot synthesis of HMPP was monitored by31P NMR spectroscopy, allowing effective control of the end of the reaction and identification of all phosphorylated intermediate species, which enabled us to propose a reaction mechanism. Optimized experimental conditions were applied to the preparation of biological relevant aminoalkyl-HMPPs. A preliminary study of the complexation to hydroxyapatite (bone matrix) was carried out in order to verify its lower affinity towards bone compared to bisphosphonate molecules. Moreover, in vitro anti-tumor activity study revealed encouraging antiproliferative activities on three human cancer cell lines (breast, pancreas and lung).

Reactions of acyl phosphonates with organoaluminum reagents: A new method for the synthesis of secondary and tertiary α-hydroxy phosphonates

The reactions of organoaluminum reagents (trimethylaluminum, triethylaluminum, etc.) with aryl and alkyl acyl phosphonates, which lead to the formation of α-hydroxy phosphonates in moderate to good yields, are reported. This method provides easy access to

Novel Quasiphosphonium Ylides from the Reaction of Trialkyl Phosphites with Dialkyl Benzoylphosphonates: Evidence for Carbene Intermediates in the Intramolecular Cyclisation of 2-Substituted Dialkyl Benzoylphosphonates

The reaction of dialkyl aroylphosphonates 1 with trialkyl phosphites leads to the formation of novel quasiphosphonium ylides 4 which in some cases thermally rearrange to the bisphosphonates 5. 2-Substituted dialkyl aroylphosphonates may also undergo intra