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Phosphonic acid, phenyl-, bis(1-methylethyl) ester, also known as Diphenyl isobutyl phosphate, is an organophosphorus compound widely used in various applications. It is characterized by a central phosphorus atom surrounded by two bis(1-methylethyl) ester groups, which contributes to its high reactivity. This chemical compound is primarily known for its role as a flame retardant and plasticizer in polymer manufacturing, due to its ability to reduce flammability. It is commonly synthesized through the reaction of phenyl phosphonic dichloride with isobutanol. However, it is important to handle this substance with care, as it poses potential risks upon exposure, including skin and eye irritation and harmful effects if swallowed or inhaled.

7237-16-3

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7237-16-3 Usage

Uses

Used in Polymer Manufacturing:
Phosphonic acid, phenyl-, bis(1-methylethyl) ester is used as a flame retardant and plasticizer for enhancing the safety and flexibility of polymer materials. Its ability to reduce flammability makes it a valuable component in the production of various plastics and resins.
Used in Flame Retardant Applications:
Phosphonic acid, phenyl-, bis(1-methylethyl) ester is used as a flame retardant in the textile, construction, and electronics industries to improve the fire resistance of materials. Its incorporation into products helps to slow down the spread of fire and reduce the risk of damage.
Used in Plasticizer Applications:
In the plastics industry, phosphonic acid, phenyl-, bis(1-methylethyl) ester is used as a plasticizer to increase the flexibility, workability, and durability of plastic materials. This enhances the overall performance and lifespan of plastic products, making them more suitable for various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 7237-16-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,2,3 and 7 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 7237-16:
(6*7)+(5*2)+(4*3)+(3*7)+(2*1)+(1*6)=93
93 % 10 = 3
So 7237-16-3 is a valid CAS Registry Number.

7237-16-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name di(isopropyl) phenylphosphonate

1.2 Other means of identification

Product number -
Other names PPh(O-iPr)2

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:7237-16-3 SDS

7237-16-3Relevant academic research and scientific papers

Selective hydrolysis of phosphorus(v) compounds to form organophosphorus monoacids

Ash, Jeffrey,Cordero, Paula,Huang, Hai,Kang, Jun Yong

, p. 6007 - 6014 (2021/07/21)

An azide and transition metal-free method for the synthesis of elusive phosphonic, phosphinic, and phosphoric monoacids has been developed. Inert pentavalent P(v)-compounds (phosphonate, phosphinate, and phosphate) are activated by triflate anhydride (Tf2O)/pyridine system to form a highly reactive phosphoryl pyridinium intermediate that undergoes nucleophilic substitution with H2O to selectively deprotect one alkoxy group and form organophosphorus monoacids.

Aryltrimethylammonium Tetrafluoroborates in Nickel-Catalyzed C–P Bond-Forming Reactions

Li, Chun Jing

, p. 954 - 960 (2021/07/22)

Abstract: The first nickel-catalyzed phosphorylation of aryltrimethylammonium tetrafluoroborates with the formation of C–P bond instead of C–N has been developed. Starting from easily available and inexpensive aromatic amines, a variety of important arylphosphonates have been synthesized in moderate to excellent yields.

A case of chain propagation: α-aminoalkyl radicals as initiators for aryl radical chemistry

Constantin, Timothée,Juliá, Fabio,Leonori, Daniele,Sheikh, Nadeem S.

, p. 12822 - 12828 (2020/12/29)

The generation of aryl radicals from the corresponding halides by redox chemistry is generally considered a difficult task due to their highly negative reduction potentials. Here we demonstrate that α-aminoalkyl radicals can be used as both initiators and chain-carriers for the radical coupling of aryl halides with pyrrole derivatives, a transformation often employed to evaluate new highly reducing photocatalysts. This mode of reactivity obviates for the use of strong reducing species and was also competent in the formation of sp2 C-P bonds. Mechanistic studies have delineated some of the key features operating that trigger aryl radical generation and also propagate the chain process.

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.

Nickel-Catalyzed Phosphorylation of Tosylates

Li, Chun-jing

, p. 725 - 730 (2020/06/30)

Abstract: Four new bidentate phosphine ligands have been synthesized, characterized and evaluated in Ni-catalyzed C–P coupling reaction. The readily available and inexpensive highly active sulfonate Ni(cod)2-L8 catalyzes the reaction leading to

Controllable phosphorylation of thioesters: Selective synthesis of aryl and benzyl phosphoryl compounds

Xu, Kaiqiang,Liu, Long,Li, Zhaohui,Huang, Tianzeng,Xiang, Kang,Chen, Tieqiao

, p. 14653 - 14663 (2020/12/29)

The controllable phosphorylations of thioesters were developed. When the reaction was catalyzed by a palladium catalyst, aryl or alkenyl phosphoryl compounds were generated through decarbonylative coupling, while the benzyl phosphoryl compounds were produced through deoxygenative coupling when the reaction was carried out in the presence of only a base.

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.

Direct Aryloxylation/Alkyloxylation of Dialkyl Phosphonates for the Synthesis of Mixed Phosphonates

Huang, Hai,Denne, Johanna,Yang, Chou-Hsun,Wang, Haobin,Kang, Jun Yong

supporting information, p. 6624 - 6628 (2018/05/14)

A strategy for the direct functionalization strategy of inertial dialkyl phosphonates with hydroxy compounds to afford diverse mixed phosphonates with good yields and functional-group tolerance has been developed. Mechanistic investigations involving both NMR studies and DFT studies suggest that an unprecedented highly reactive PV species (phosphoryl pyridin-1-ium salt), a key intermediate for this new synthetic transformation, is generated in situ from dialkyl phosphonate in the presence of Tf2O/pyridine.

Visible-Light-Mediated Metal-Free Synthesis of Aryl Phosphonates: Synthetic and Mechanistic Investigations

Lecroq, William,Bazille, Pierre,Morlet-Savary, Fabrice,Breugst, Martin,Lalevée, Jacques,Gaumont, Annie-Claude,Lakhdar, Sami

supporting information, p. 4164 - 4167 (2018/07/29)

This work describes a straightforward access to a large variety of aryl phosphonates by the simple combination of diaryliodonium salts with phosphites in the presence of a base and under visible-light illumination. The reaction proceeds smoothly, tolerates various functionalities, and was applied for the synthesis of pharmaceutically relevant compounds. Mechanistic investigations, including EPR, NMR, and DFT calculations, support the postulated reaction mechanism.

Avisible-light-promoted metal-free strategy towards arylphosphonates: Organic-dye-catalyzed phosphorylation of arylhydrazines with trialkylphosphites

Li, Rui,Chen, Xiaolan,Wei, Shengkai,Sun, Kai,Fan, Lulu,Liu, Yan,Qu, Lingbo,Zhao, Yufen,Yu, Bing

supporting information, p. 4807 - 4813 (2018/12/11)

A visible-light-induced metal-free catalytic system was developed for the synthesis of arylphosphonates starting from arylhydrazines and trialkylphosphites. By using the inexpensive eosin B as catalyst, sub-stoichiometric amounts of DABCO, and ambient air as oxidant, diverse arylphosphonates were obtained under visible-light irradiation. Notably, this catalytic system is suitable for gram-scale reaction by utilizing sunlight as an illumination source.

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