18276-81-8

Basic information

• Product Name: Phosphonic acid, [2-(4-methylphenyl)-2-oxoethyl]-, diethyl ester
• CAS NO: 18276-81-8
• Molecular Formula: C13H19O4P
• Molecular Weight: 270.265
• Mol File: 18276-81-8.mol

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [2-(4-methylphenyl)-2-oxoethyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [2-(4-methylphenyl)-2-oxoethyl]-, diethyl ester(18276-81-8)
• EPA Substance Registry System: Phosphonic acid, [2-(4-methylphenyl)-2-oxoethyl]-, diethyl ester(18276-81-8)

Safety Data

• Hazardous Substances Data: 18276-81-8(Hazardous Substances Data)

Upstream product

• 683-08-9 Diethyl methylphosphonate 
• 874-60-2 4-methyl-benzoyl chloride 
• 54731-27-0 1-p-methylphenyl-1-trimethylsiloxyethene 
• 122-52-1 triethyl phosphite 
• 1866-39-3 trans-p-methylcinnamic acid 
• 762-04-9 phosphonic acid diethyl ester 
• 4023-79-4 1-(4-methylphenyl)butan-1,3-dione 
• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 766-97-2 4-n-methylphenylacetylene 
• 18103-98-5 3-dimethylamino-1-(4-methyl-phenyl)-2-propen-1-one 
• 89108-49-6 1-(1-azidovinyl)-4-methyl benzene 
• 1866-39-3 4-methylcinnamic acid 
• 13565-38-3 3-(4-fluorophenyl)-1-p-tolylprop-2-en-1-one 

Downstream Products

• 39022-93-0 C₃₀H₂₆O₂ 
• 1416178-19-2 C₁₅H₂₂N₃O₄P 
• 1451191-65-3 C₁₆H₂₄NO₃P 
• 1451191-86-8 C₁₆H₂₄NO₃P 
• 1451191-87-9 C₁₆H₂₄NO₃P 
• 169590-42-5 4-[5-(4-(methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulphonamide 
• 64214-93-3 5-p-tolyl-1-(3-trifluoromethyl-phenyl)-1H-[1,2,3]triazole 
• 1213781-22-6 C₁₆H₁₈O₂ 
• 82102-17-8 2-(4-methylphenyl)-2-aminoethylphosphonic acid 
• 173847-67-1 diethyl 2-(p-methylphenyl)-2-hydrazonoethylphosphonate 
• 82102-03-2 diethyl 2-amino-2-(4-tolyl)ethylphosphonate 
• 23755-77-3 Diethyl α-brom-p-methylphenacylphosphonat 

Relevant articles and documents

Solid phase acylation of phosphonoacetates: Synthesis of β-keto phosphonates from polymer bound phosphonoacetate

Solid phase synthesis of phase synthesis of β-keto phosphonates, via acylation reaction of polymer bound phosphoacetate with carboxylic acid chlorides in the presence of magnesium chloride-triethylamine followed by cleavage of resin with concomitant decarboxylation, is described.

Copper-Catalyzed Microwave-Expedited Oxyphosphorylation of Alkynes with Diethyl Phosphite and t-Butyl Hydroperoxide Synthesis of Densely Functionalized Phosphonylated Indenones

Treatment of alkynes with diethyl phosphite and t-butyl hydroperoxide in the presence of [Cu(MeCN)4]BF4 under microwave irradiation produced the oxyphosphorylation of the triple bond, giving rise to the corresponding β-ketophosphonates in moderate-to-good yields. When the triple bond was conjugated to a carbonyl group bearing an aromatic ring, it led to the cyclization of the resulting ketone intermediate, producing eventually different phosphonylated indenones.

Bivalent copper complex containing diphosphine ortho-position carborane ligand, preparation method and application thereof

The invention relates to a bivalent copper complex containing a diphosphine ortho-position carborane ligand, a preparation method and application thereof. The copper complex is prepared by the following method of: adding an n-BuLi solution dropwise into an ortho-position carborane o-C2B10H12 solution, and carrying out stirring reaction, then adding halogenated phosphine for continuous reaction, adding copper acetate Cu(OAc)2 into the reaction system for continuous reaction, after the reaction is finished, performing separating to obtain the diphosphine ortho-position carborane ligand, and applying the copper complex to catalytic synthesis of a beta-carbonyl phosphine oxide compound. Compared with the prior art, the synthesis process has excellent selectivity and high yield, the copper complex can catalyze alpha-haloketone and phosphite to react to synthesize the beta-carbonyl phosphine oxide compound under the room temperature condition, and the reaction is efficient, green and environmentally friendly.

Copper ferrite nanoparticles catalyzed formation of β-Ketophosphonates via oxyphosphorylation of styrenes with H-phosphonates: A DFT study on UV–vis absorption spectra

Typical copper ferrite nanoparticles (CuFe2O4) were used as a catalyst for one-pot synthesis of β-ketophosphonates via the reaction of alkenes with H-phosphonates under conventional heating conditions. The catalyst was prepared by using the coprecipitation method and was analyzed by physiochemical techniques. By using this catalyst system, several types of useful and new β-ketophosphonate products were obtained in very good to excellent yields under optimized reaction conditions in a novel way. Furthermore, the catalyst is recyclable and reusable from the reaction.

Mukaiyama reagent-promoted metal-free preparation of alkynyl sulfones and phosphonates under mild conditions

An efficient and mild route for the formation sulfur or phosphor-substituted alkynes was herein demonstrated. The Mukaiyama reagent-mediated transformation started from easily-accessible substrates without carbon-carbon triple bonds, and the reaction proceeded under mild conditions (room temperature) in a one-pot manner, requiring for no transition metal-catalysts. The practical protocol featured for good functional groups tolerance (up to 41 examples) and high efficiency (up to 91% yields) towards alkynyl sulfones and alkynyl phosphonates at low cost.

Manganese-catalyzed oxophosphorylation reaction of carbon–carbon double bonds using molecular oxygen in air

A novel aerobic manganese-catalyzed oxophosphorylation reaction of carbon–carbon double bonds of styrene derivatives and vinyl ethers using diethyl H-phosphonates was developed. This direct transformation of alkenes to β-ketophosphonate readily proceeded at room temperature via the direct incorporation of molecular oxygen present in air (open flask).

Preparation method for synthesizing beta-carbonyl phosphonate derivatives via olefin

The invention discloses a method for synthesizing beta-carbonyl phosphonate derivatives via olefin and belongs to the field of organic chemistry. In the method, olefin (or olefin acid) and H-phosphite are used as raw materials, CuSO4.5H2O is used as a catalyst, and beta-carbonyl phosphonate derivatives are synthesized by heating reaction. The method is cheap and readily available in raw materials, simple in operation, mild in reaction condition and high in synthetic yield, and is suitable for industrialized production. The derivatives are often used as intermediates for synthesizing alpha, beta-unsaturated carbonyl compounds, and the derivatives also have wide bioactivity and significant metal compounding capability and play an irreplaceable role in medicinal chemistry, biological chemistry and inorganic chemistry.

A process for preparing β - carbonyl phosphine ester method

The invention discloses a method for synthesizing beta-carboxyl phosphate from alkyne or alkynyl carboxylic compounds and phosphite ester in the presence of copper/iron salt serving as catalysts and molecular oxygen serving as an oxidant. According to the method, multifunctional beta-carboxyl phosphate is obtained by virtue of a novel method having wide substrate range in the presence of the inexpensive catalysts (copper salts and iron salts) in oxygen, which is in a sharp contrast with previously reported view that alkyne cannot act in the presence of molecular oxygen. The method disclosed by the invention has the advantages of mild reaction conditions, easily available raw materials, good compatibility with various reactants, strong practicality and high yield and can be widely applied to various functional reactions.

Novel synthesis method for phosphate compounds

The invention discloses a novel synthesis method for phosphate compounds. Specifically, the method comprises steps as follows: alcohol with the structure (I), H-phosphite with the structure (II), bivalent cobalt salt and n-hydroxyphthalimide are dispersed in a solvent sequentially, oxygen is introduced into a mixture, heating and stirring are performed, and the phosphate compounds with a structure (III) shown in the description can be obtained. The novel method for efficiently synthesizing the phosphate target compounds from cheap and available alcohol and H-phosphite compounds as starting materials for the reaction, bivalent cobalt salt and n-hydroxyphthalimide as co-catalysts as well as oxygen as an oxidizing agent through aerobic oxidative coupling is provided for the first time. The method has the advantages that reaction conditions are mild, operation is simple, the raw materials are cheap and available, product structures are diversified, the yield is high and the like, and great application value and broad industrial prospect are shown.

Mn(OAc)3-Promoted Oxidative Csp3-P Bond Formation through Csp2-Csp2 and P-H Bond Cleavage: Access to β-Ketophosphonates

The Mn(OAc)3-promoted oxidative phosphonylation of N,N-dimethylenaminones with H-phosphonates, involving a chemo- and regioselective Csp2-Csp2 bond cleavage and Csp3-P bond formation in one step, provided successfully functionalized β-ketophosphonates under mild reaction conditions. Oxidative Csp3-H/P-H cross-coupling reactions via Csp3-C(C=O) bond cleavage and mechanistic studies are conducted preliminarily, and a possible mechanism is proposed. This novel method proceeds in good to excellent yields, shows operational simplicity, broad substrate scope, and large-scale preparation.