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O-Tolyl-phosphonic acid diethyl ester, with the molecular formula C12H19O3P, is a colorless to light yellow liquid chemical compound. It is recognized for its flame retardant properties and as an additive in various industrial processes.

15286-11-0

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15286-11-0 Usage

Uses

Used in Flame Retardant Industry:
O-Tolyl-phosphonic acid diethyl ester is used as a flame retardant to enhance the fire resistance of materials. Its incorporation into products helps to slow down the spread of flames and reduce the risk of fire-related accidents.
Used as an Additive in Industrial Processes:
O-TOLYL-PHOSPHONIC ACID DIETHYL ESTER serves as an additive in several industrial applications, contributing to the improvement of product performance and quality.
Used in Plasticizer Production:
O-Tolyl-phosphonic acid diethyl ester is utilized as a plasticizer in the creation of polymers and resins. It aids in increasing the flexibility and workability of these materials.
Used in Adhesive and Sealant Manufacturing:
O-TOLYL-PHOSPHONIC ACID DIETHYL ESTER is also employed in the production of adhesives and sealants, where it improves the bonding strength and durability of the final products.
Safety Precautions:
Despite its low acute toxicity, O-Tolyl-phosphonic acid diethyl ester can cause skin and eye irritation. Therefore, it is crucial to handle and store this chemical with appropriate safety measures to prevent any adverse effects.

Check Digit Verification of cas no

The CAS Registry Mumber 15286-11-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,2,8 and 6 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 15286-11:
(7*1)+(6*5)+(5*2)+(4*8)+(3*6)+(2*1)+(1*1)=100
100 % 10 = 0
So 15286-11-0 is a valid CAS Registry Number.

15286-11-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name O-TOLYL-PHOSPHONIC ACID DIETHYL ESTER

1.2 Other means of identification

Product number -
Other names diethyl 2-tolylphosphonate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:15286-11-0 SDS

15286-11-0Relevant academic research and scientific papers

The Cu-catalyzed C-P coupling of phosphonate esters with arylboronic acids

Wan,Zhao,Wang,Zhang,Li

, p. 150 - 153 (2016)

Copper-catalyzed C-P cross coupling of phosphonate esters with arylboronic acids has been developed. The reaction provided an efficient method for aryl phosphonates under mild conditions.

Nickel-catalyzed Arbuzov reactions of aryl triflates with triethyl phosphite

Yang, Guoqiang,Shen, Chaoren,Zhang, Liang,Zhang, Wanbin

, p. 5032 - 5035 (2011)

An efficient method was developed for the nickel-catalyzed phosphonylation of aryl triflates with triethyl phosphite, in which KBr as an additive promoted the SN2 catalytic step. To the best of our knowledge, this is the first example of nickel

Phosphonation of arenes with dialkyl phosphites catalyzed by Mn(II)/Co(II)/O2 redox couple

Kagayama, Takashi,Nakano, Atsushi,Sakaguchi, Satoshi,Ishii, Yasutaka

, p. 407 - 409 (2006)

Arylphosphonates were first synthesized through a catalytic phosphonation of various arenes with dialkyl phosphites under the influence of an Mn(OAc) 2/Co(OAc)2/O2 redox couple. For instance, the reaction of benzene with d

A remarkable accelerating effect of iodide ions in the photostimulated phosphonylation of bromoaromatic compounds

Boumekouez, Abdelkader,About-Jaudet, Elie,Collignon, Noel,Savignac, Philippe

, p. 297 - 301 (1992)

We find that 1 equiv. of NaI greatly accelerates the photostimulated substitution (SRN1 mechanism) of bromobenzene, bromotoluenes and bromopyridines by diethylphosphite ion, in acetonitrile/tetrahydrofuran mixtures.Consequently, bromoaromatic c

Ar-P bond construction by the Pd-catalyzed oxidative cross-coupling of arylsilanes with H-phosphonates via C-Si bond cleavage

Luo, Haiqing,Liu, Haidong,Chen, Xingwei,Wang, Keke,Luo, Xuzhong,Wang, Kejun

, p. 956 - 958 (2017)

A novel and efficient methodology that allows for the construction of Ar-P bonds via the Pd-catalyzed oxidative cross-coupling reaction of various arylsilanes with H-phosphonates leading to valuable arylphosphonates has been developed.

Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine

Hosseini-Sarvari, Mona,Koohgard, Mehdi

, p. 5905 - 5911 (2021/07/12)

In this work, we developed a ligand- and base-free visible-light-mediated protocol for the photoredox syntheses of arylphosphonates and, for the first time, alkyl phosphonates. Zinc phthalocyanine-photocatalyzed Csp2-P and Csp3-P bond formations were efficiently achieved by reacting aryl/alkylhydrazines with trialkylphosphites in the presence of air serving as an abundant oxidant. The reaction conditions tolerated a wide variety of functional groups.

Cobalt catalyzed C-P bond formation by cross-coupling of boronic acids with P(O)H compounds in presence of zinc

Hicks, Ian,McTague, Jonathan,Hapatsha, Tatiana,Teriak, Rania,Kaur, Parminder

, (2020/01/31)

In our current work, we have reported the first cobalt-catalyzed cross-coupling of arylboronic acid with alkyl/aryl phosphites under mild conditions. The reaction was carried out in the presence of zinc powder as an additive and ter-pyridine as a ligand. The use of non-precious cobalt salt makes the protocol advantageous, as it is inexpensive and more abundant than the previously used methods where precious metal salts (Pd and Pt) were used. The reaction has a wide substrate scope and the products were obtained in good yields.

Arylphosphate compound and preparation method thereof

-

Paragraph 0011; 0019, (2019/04/17)

The invention discloses an arylphosphate compound and a preparation method thereof. The preparation method includes, with arylamine and phosphite ester as reactants and tert-butyl nitrite as an accelerator, performing stirring reaction at the temperature within 70-80 DEG C for 40-60 minutes, and separating through the column chromatography to obtain a product, namely arylphosphate compound. The preparation method is a new way of synthetizing arylphosphate target compound from low-price feasible raw materials of arylamine and phosphite ester on the acid-free and metal-free condition, has the advantages of mild reaction condition, operational simplicity and the like and overcomes the big trouble to production of medical intermediates caused by residues of metal catalysts, after-treatment ofacids in medicine synthesis, and accordingly, the simple and efficient meta-free and acid-free catalysis system has great potential application value and economic benefit.

Catalyst-free phosphorylation of aryl halides with trialkyl phosphites through electrochemical reduction

Wang, Shuai,Yang, Cheng,Sun, Shuo,Wang, Jianbo

supporting information, p. 14035 - 14038 (2019/11/25)

A catalyst-free electrochemical cross-coupling reaction of aryl halides with trialkyl phosphite has been developed. This reaction proceeds in an undivided cell with a low-cost Ni anode and a graphite cathode under mild and neutral conditions. A wide range of functional groups are well-tolerated and the phosphorylated product can be obtained on the gram scale, showing that this transformation has the potential to be a valuable method for the construction of aromatic carbon-phosphorus bonds.

Decarbonylative Phosphorylation of Carboxylic Acids via Redox-Neutral Palladium Catalysis

Liu, Chengwei,Ji, Chong-Lei,Zhou, Tongliang,Hong, Xin,Szostak, Michal

supporting information, p. 9256 - 9261 (2019/11/19)

We describe the direct synthesis of organophosphorus compounds from ubiquitous aryl and vinyl carboxylic acids via decarbonylative palladium catalysis. The catalytic system shows excellent scope and tolerates a wide range of functional groups (>50 examples). The utility of this powerful methodology is highlighted in the late-stage derivatization directly exploiting the presence of the prevalent carboxylic acid functional group. DFT studies provided insight into the origin of high bond activation selectivity and P(O)-H isomerization pathway.

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