4271-13-0

Basic information

• Product Name: METHYLPHENYLPHOSPHINIC ACID
• Synonyms: METHYLPHENYLPHOSPHINIC ACID;Methylphenylphosphonic acid
• CAS NO: 4271-13-0
• Molecular Formula: C₇H₉O₂P
• Molecular Weight: 156.12
• Mol File: 4271-13-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 132-134°C
• Boiling Point: 373.9°C at 760 mmHg
• Flash Point: 179.9°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 2.98E-06mmHg at 25°C
• Refractive Index: 1.522
• PKA: 2.43±0.50(Predicted)
• CAS DataBase Reference: METHYLPHENYLPHOSPHINIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: METHYLPHENYLPHOSPHINIC ACID(4271-13-0)
• EPA Substance Registry System: METHYLPHENYLPHOSPHINIC ACID(4271-13-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 4271-13-0(Hazardous Substances Data)

Usage

General Description

Methylphenylphosphinic acid is a chemical compound represented by the formula C7H9O2P. This chemical compound is also known by its international Union of Pure and Applied Chemistry (IUPAC) formal name, Medronic Acid. This acid, which appears as an off-white crystalline solid, has its applications within the realm of science, particularly in the pharmaceutical, and chemical industries. Its uses include its implementation as a reagent, in organic reactions, and as a catalyst in the production of certain macrocyclic complexes. However, like other chemicals, unnecessary exposure to this chemical compound may carry potential health repercussions, including skin or eye irritation, and potentially more serious consequences to human health due to its toxic nature. Therefore, it is essential to handle this chemical with care and proper protection.

InChI:InChI=1/C7H9O2P/c1-10(8,9)7-5-3-2-4-6-7/h2-6H,1H3,(H,8,9)

Upstream product

• 110-89-4 piperidine 
• 644-97-3 Dichlorophenylphosphine 
• 3676-96-8 1,2-dimethyl-1,2-diphenyldiphosphine 
• 2129-89-7 diphenyl(methyl)phosphine oxide 
• 6372-48-1 methylphenylphosphine 
• 67-56-1 methanol 
• 71-23-8 propan-1-ol 
• 64-17-5 ethanol 
• 71-36-3 butan-1-ol 
• 7732-18-5 water 
• 5761-97-7 methyl(phenyl)phosphinic chloride 
• 1779-48-2 phenylphosphinic acid 
• 74-88-4 methyl iodide 
• 69737-67-3 Acetylmethylphenylphosphan 

Downstream Products

• 94933-73-0 C₁₄H₁₆O₂P₂S 
• 115692-95-0 (Sp)-myrtenyl methyl(phenyl)phosphinate 
• 115692-94-9 (Rp)-myrtenyl methyl(phenyl)phosphinate 
• 16934-92-2 L-Menthyl-methylphenylphosphinat 
• 16934-92-2 (R_p)-menthyl methylphenylphosphinate 
• 16934-93-3 (S_p)-Menthylmethylphenylphosphinate 
• 117648-36-9 Cu(O₂P(CH₃)(C₆H₅))2(OCHNH₂) 
• 115458-21-4 poly-bis(μ-phenylmethylphosphinato)copper(II)(dimethylformamide) 
• 117648-32-5 Mn(O₂P(CH₃)(C₆H₅))2(OCHNH₂) 
• 117648-34-7 Co(O₂P(CH₃)(C₆H₅))2(OCHNH₂) 
• 51103-74-3 n-butyl methyl-phenylphosphinate 
• 18962-89-5 methylphenylphosphinothioic acid 
• 51703-89-0 methyl-N,P-diphenylphosphinic amide 
• 657-37-4 methyl-phenylphosphinicacid-fluoride 

Relevant articles and documents

-

-

Desymmetrization of Phosphinic Acids via Pd-Catalyzed Asymmetric Allylic Alkylation: Rapid Access to P-Chiral Phosphinates

The synthesis of P-chiral compounds is challenging, especially since useful catalytic methods for preparing such molecules are scarce. Herein we disclose a desymmetrization that employs phosphinic acids as prochiral nucleophiles in a Pd-catalyzed asymmetr

Catalysis of the ethanolysis of aryl methyl phenyl phosphinate esters by alkali metal ions: Transition state structures for uncatalyzed and metal ion-catalyzed reactions

This paper reports on a spectrophotometric kinetic study of the effects of the alkali metal ions Li+ and K+ on the ethanolysis of the aryl methyl phenyl phosphinate esters 3a-f in anhydrous ethanol at 25°C. Rate data obtained in the absence and presence of complexing agents afford the second-order rate constants for the reaction of free ethoxide (kEtO-) and metal ion-ethoxide ion pairs (kMOEt). The sequence k EtO- MOEt is established for all the substrates, contrary to the generally observed reactivity order in nucleophilic substitution processes. The quantities δGip, δGts and ΔGcat, which quantify the observed alkali metal ion effect in terms of transition state stabilization through chelation of the metal ion, give the order δGts > δGip for Li+ and K+. Hammett plots show significantly better correlation of rates with σ and σo substituent constants than with σ-, yielding moderately large Ρ(Ρo) values that are consistent with a stepwise mechanism in which formation of a pentacoordinate (phosphorane) intermediate is the rate-limiting step. The range of the values of the selectivity parameter, Ρn (= Ρ/Ρeq), 1.3 1.6, obtained for the uncatalyzed and alkali metal ion catalyzed reactions indicates that there is no significant perturbation of the transition state (TS) structure upon chelation of the metal ions. This finding is relevant to the mechanism of enzymatic phosphoryl transfer involving metal ion co-factors. The present results enable one to compare structural effects for nucleophilic reactions of several series of organophosphorus substrates. It is shown that the order of reactivity of the substrates: 4-nitrophenyl dimethyl phosphinate (2) > 3a > 4-nitrophenyl diphenyl phosphinate (1) is determined mainly by the steric effects of the alkyl/aryl substituents around the central P atom in the TS of the reaction. The Royal Society of Chemistry 2005.