13024-84-5

Usage

Uses

Used in Organic Synthesis:
Dibutyl phenylphosphoramidate is utilized as a catalyst in organic synthesis for its ability to accelerate a broad spectrum of reactions. Its catalytic properties are particularly beneficial in processes that require the formation of ester linkages or the rearrangement of ester groups, enhancing the efficiency and selectivity of these reactions.
Used in Polymerization Processes:
In the polymer industry, dibutyl phenylphosphoramidate serves as a catalyst to facilitate the formation of polymer chains. Its role in polymerization reactions is crucial for the production of various types of polymers, contributing to the development of materials with specific properties tailored for different applications.
Used in Industrial Applications:
Beyond its use in organic synthesis and polymerization, dibutyl phenylphosphoramidate is also employed in a range of industrial applications. Its versatility as a catalyst makes it a valuable component in the production of chemicals, pharmaceuticals, and materials science, where it can improve the yield and purity of the final products.

Upstream product

• 1809-19-4 dibutyl hydrogen phosphite 
• 62-53-3 aniline 
• 819-43-2 dibutyl chlorophosphate 
• 54635-88-0 phenyl-imidophosphoric acid tributyl ester 
• 102-85-2 tri-n-butyl phosphite 

Relevant academic research and scientific papers

Kinetics and mechanism of the anilinolysis of dibutyl chlorophosphate in acetonitrile

The nucleophilic substitution reactions of dibutyl chlorophosphate (3) with substituted anilines (XC6H4NH2) and deuterated anilines (XC6H4ND2) are investigated kinetically in acetonitrile at 55.0 °C. The obtained deuterium kinetic isotope effects (DKIEs; kH/kD) are secondary inverse (kH/kD = 0.86-0.97) with the strongly basic anilines while primary normal (kH/kD = 1.04-1.10) with the weakly basic anilines. The DKIEs, steric effects of the two ligands, activation parameters, cross-interaction constants, variation trends of the kH/kD values with X, and mechanism are discussed for the anilinolyses of the nine (R1O)(R2O)P(=O)Cl-type chlorophosphates. A concerted mechanism is proposed with a backside nucleophilic attack transition state for the strongly basic anilines and with a frontside attack involving a hydrogen-bonded four-center-type transition state for the weakly basic anilines on the basis of the magnitudes, secondary inverse and primary normal, and variation trends of the kH/kD values with X.

Kinetics and mechanism of the anilinolysis of dibutyl chlorothiophosphate in acetonitrile

The nucleophilic substitution reactions of dibutyl chlorothiophosphate (4S) with substituted anilines (XC6H4NH2) and deuterated anilines (XC6H4ND2) are investigated kinetically in acetonitrile at 55.0 °C. The obtained deuterium kinetic isotope effects (DKIEs; kH/kD) are primary normal (k H/kD = 1.10-1.35). A concerted mechanism involving predominant frontside nucleophilic attack is proposed on the basis of the primary normal DKIEs and selectivity parameters. Hydrogen bonded, four-center-type transition state is proposed. The steric effects of the two ligands on the anilinolysis rates of the chlorothiophosphates are discussed. The anilinolyses of P=S systems are compared with those of their P=O counterparts on the basis of the reactivities, thio effects, selectivity parameters, and DKIEs.

Kinetics and mechanism of anilinolysis of phenyl n-phenyl phosphoramidochloridate in acetonitrile

The kinetic studies on the reactions of phenyl N-phenyl phosphoramidochloridate (8) with substituted anilines (XC6H 4NH2) and deuterated anilines (XC6H 4ND2) have been carried out in acetonitrile at 60.0 oC. The obtained deuterium kinetic isotope effects (DKIEs; kH/kD) are huge secondary inverse (kH/kD = 0.52-0.69). A concerted mechanism is proposed with a backside attack transition state (TS) on the basis of the secondary inverse DKIEs and the variation trends of the kH/kD values with X. The degree of bond formation in the TS is really extensive taking into account the very small values of the DKIEs. The steric effects of the two ligands on the rates are extensively discussed for the aminolyses of the chlorophosphate-type substrates on the basis of the Taft equation.

The phosporylation of aniline derivatives in biphase systems

Aniline derivatives were phosphorylated in biphase systems using three methods. A comparative study was performed. The best results were obtained when a solid-liquid system was used. This method is the easiest and lead to higher yields (54-81%). Copyright

ON THE REACTION OF PHOSPHORUS ACID ESTERS WITH NUCLEOPHILES IN THE PRESENCE OF CARBON TETRACHLORIDE

Esters of N-Phosphoryl phosphazenes are prepared by a modified Atherton-Todd reaction from di- and triesters of phosphorous acid, sodium azide, and carbon tetrachloride in high yields.The utilization of the two-component system trialkyl phosphite/ carbon tetrachloride for preparing phosphazenes, (RO)3P=NY (Y: PO(OR)2, SO2R, COR, CN), and dialkoxyphosphoryl compounds, (RO)2P(O)X (X: NHR, NR2, OPh, CN, F, NCO), is presented.