1189-24-8

Usage

Uses

Used in Plastic and Rubber Manufacturing:
Diisobutyl phosphite is used as a stabilizer and antioxidant to enhance the durability and performance of plastics and rubbers, protecting them from degradation caused by heat, light, and oxygen.
Used in Organic Synthesis:
As a reducing agent, diisobutyl phosphite is employed in organic synthesis reactions to facilitate specific chemical transformations, contributing to the production of various organic compounds.
Used in Lubricant Formulation:
Diisobutyl phosphite is used as an additive in lubricants to improve their oxidative stability and performance at high temperatures, ensuring the longevity and efficiency of mechanical systems.
Used in Polymer Industry:
As a flame retardant, diisobutyl phosphite is incorporated into polymers to reduce their flammability, making them safer for use in various applications, especially those requiring fire-resistant materials.
Used in Mining Processes:
Diisobutyl phosphite serves as a metal extraction agent in mining, aiding in the efficient recovery of valuable metals from ores, thus contributing to the mining industry's productivity.

InChI:InChI=1/C8H19O3P/c1-7(2)5-10-12(9)11-6-8(3)4/h7-8,12H,5-6H2,1-4H3

Upstream product

• 1606-96-8 triisobutyl phosphite 
• 78-83-1 2-methyl-propan-1-ol 
• 762-04-9 phosphonic acid diethyl ester 
• 78-92-2 iso-butanol 
• 868-85-9 Dimethyl phosphite 
• 18108-10-6 hypophosphorous acid isobutyl ester 
• 107-10-8 propylamine 
• 74449-26-6 Di-n-butyl-benzoylphosphonat 

Downstream Products

• 1606-96-8 triisobutyl phosphite 
• 17158-87-1 phosphorochloridic acid diisobutyl ester 
• 31003-02-8 (1-Benzylamino-cyclohexyl)-phosphonic acid diisobutyl ester 
• 31003-07-3 (1-Butylamino-cyclohexyl)-phosphonic acid diisobutyl ester 
• 30992-87-1 [1-(2-Methoxy-ethylamino)-cyclohexyl]-phosphonic acid diisobutyl ester 
• 30992-90-6 (1-Butylamino-2-methyl-cyclohexyl)-phosphonic acid diisobutyl ester 
• 30992-86-0 [1-(3-Methoxy-propylamino)-cyclohexyl]-phosphonic acid diisobutyl ester 
• 145182-08-7 [1-(4-Methoxy-phenylamino)-cyclohexyl]-phosphonic acid diisobutyl ester 
• 145182-02-1 (1-p-Tolylamino-cyclohexyl)-phosphonic acid diisobutyl ester 
• 135738-67-9 [Phenyl-((S)-1-phenyl-ethylamino)-methyl]-phosphonic acid diisobutyl ester 
• 127223-68-1 Phosphoric acid 2-(3,5-diphenyl-4,5-dihydro-pyrazol-1-yl)-ethyl ester diisobutyl ester 

Relevant academic research and scientific papers

Phosphine-catalyzed addition of P(O)-H compounds to ethyl phenylpropiolate

An efficient PBu3-catalyzed α-addition of the P(O)-H bond to ethyl phenylpropiolate has been developed. This strategy offers a facile method for the preparation of synthetically useful alkenyl phosphonates and phosphinates proceeding under neut

Novel dialkylphosphorylhydrazones: Synthesis, leishmanicidal evaluation and theoretical investigation of the proposed mechanism of action

As part of a program to develop new drugs for the treatment of neglected diseases, new dialkylphosphorylhydrazones were synthesized and evaluated against the trypanosomatid parasites Leishmania braziliensis and Leishmania amazonensis. The synthesis of these compounds proved satisfactory with yields ranging from moderate to good. The most active compounds against L. braziliensis presented IC50 values in the 10-2 μM range, similar to that of the reference drug pentamidine. Two compounds, 4m and 4n, showed a significant dose dependent decrease in the infection index of L. amazonensis infected macrophages and caused a complete healing of nodules and ulcers when tested in vivo against L. amazonensis-infected mice, but the control of parasite burden at the inoculation site was statistically significant only in the case of treatment with 4n. A target fishing (reverse docking) approach using molecular docking with 15 enzymes of L. braziliensis indicated that the probable target of the active compounds was hexokinase, the first enzyme of the glycolytic pathway.

Continuous flow alcoholysis of dialkyl h-phosphonates with aliphatic alcohols

The continuous flow alcoholysis of dialkyl H-phosphonates by aliphatic alcohols in the absence of a catalyst was elaborated using a microwave (MW) reactor equipped with a flow cell. By the precise control of the reaction conditions, the synthesis could be fine-tuned towards dialkyl H-phosphonates with two different and with two identical alkyl groups. In contrast to the “traditional” batch alcoholysis, flow approaches required shorter reaction times, and the products became available at a larger scale.

Remarkable structural effects on the complexation of actinides with H-phosphonates: A combined experimental and quantum chemical study

The structural effects of the carbon chain on the extraction of actinides by organo-phosphorus extractants have been examined experimentally and by computation. Branched butyl H-phosphonates and their linear chain isomer, n-butyl H-phosphonate (DBHP), wer

Synthesis of H-Phosphonate Intermediates and Their Use in Preparing the Herbicide Glyphosate

The esterfication of hypophosphorous acid is followed by reaction with another molecule of alcohol under the action of a nickel catalyst to provide a green method for the preparation of H-phosphonate diesters. This method avoids the need for any stoichiometric chlorine unlike those based on phosphorous trichloride.

Organophosphorus chemistry without PCl3: A bridge from hypophosphorous acid to H-phosphonate diesters

A process for the conversion of hypophosphorous acid (H3PO 2, HPA) and alcohols into various H-phosphonate diesters [(RO) 2P(O)H] is described. The new reaction provides a missing bridge between HPA and important H-phosphonates, completely avoiding the use of PCl3. Nickel chloride or nickel on silica catalyze the oxidative phosphorylation of alkyl phosphinates with various alcohols or water. The reaction is atom economic and avoids the formation of waste products. The previous need for both chlorine and base is completely avoided. Esterification of hypophosphorous acid followed by reaction with another molecule of alcohol under the action of a nickel catalyst provides a green method for the preparation of H-phosphonates. This method entirely avoids the need for any stoichiometric chloride unlike those based on phosphorus trichloride. Copyright

Electrophilic trifluoromethylation of S-hydrogen phosphorothioates

A series of S-hydrogen phosphorothioates have been converted to the corresponding S-trifluoromethyl derivatives upon reaction with the electrophilic trifluoromethylation reagent 1 (trifluoromethyl 1,3-dihydro-3,3-dimethyl-1,2- benziodoxole). Relative rate data were obtained by 19F NMR monitoring of competition experiments and were evaluated by means of the Taft equation. A high positive polar sensitivity factor of 2.55 was found for electron-rich substrates and a negative one of -0.37 for electron-poor ones, implying the involvement of two different rate-determining steps. Furthermore, the reaction was found to be unaffected by steric factors.

Synthesis of O,O-dialkyl 2-oxo-2-(4-(selenomorpho-linosulfonyl)phenylamino) ethylphosphonate

A series of O,O-dialkyl 2-oxo-2-(4-(seleomorpholinosulfonyl)phenylamino) ethy lphosphonate were synthesized by reactions of 2-chloro-N-(4- (seleomorpholino sulfonyl)phenyl)acetamide with dialkylphosphite in the presence of sodium hydride. The structure of all new compounds has been confirmed by 1H NMR,31P NMR, IR, Mass spectroscopy and elemental analyses. Copyright Taylor & Francis Group, LLC.

An efficient synthesis of O,O- di propyl (E)-2-[1-methyl 2-oxopropylidene]phosphorohydrazidothiolate (E) oxime and its analogues: A potential marine toxin

An efficient method for the synthesis of Ptychodiscus brevis toxin O,O- di n-propyl (E)-2-[1-methyl 2-oxopropylidene]phosphorohydrazidothiolate (E) oxime (TG-1) and its analogues has been developed using thermally stable and recyclable silica gel and Na2SO4 as a condensing agent and water scavenger, respectively. The compounds were evaluated against fish Rasbora daniconius by determining the LC50 and LC90 values. The results of biological evaluation showed that these compounds have high degree of toxicity. Copyright Taylor & Francis Group, LLC.

Reconsideration of the base-free batch-wise esterification of phosphorus trichloride with alcohols

Batch-wise esterification of phosphorus trichloride with different alcohols in the absence of base and cleavage of the reaction products by the HCl released in course of the reaction were reinvestigated. The role of the kind of alcohol, mixing order of reagents, temperature, time of reaction, and excursion of gaseous HCl in the proportional composition of the reaction products were studied. Considering the mechanism of esterification and cleavage of the products, the optimized conditions to retain the cleavage process and high-yield production of dialkyl hydrogen phosphonates were determined.