6630-13-3

Usage

Uses

1. Used in Flame Retardant Plasticizers:
o-Tolyl Phosphorochloridate is used as an intermediate in the synthesis of tri-o-cresyl phosphate (TOCP), which is a flame retardant plasticizer. It is added to plastics to improve their resistance to fire and reduce the risk of ignition, making them safer for various applications.
2. Used in Neurotoxin Production:
In addition to its application in the plastics industry, o-Tolyl Phosphorochloridate is also involved in the synthesis of TOCP, which is known to be a neurotoxin. This makes it an important compound in the study and understanding of neurotoxic effects and potential applications in the field of neuroscience.

InChI:InChI=1/C14H14ClO3P/c1-11-7-3-5-9-13(11)17-19(15,16)18-14-10-6-4-8-12(14)2/h3-10H,1-2H3

Upstream product

• 95-48-7 ortho-cresol 

Downstream Products

• 91785-86-3 Bis(2-methylphenyl) 4-chloro-3-methylphenyl phosphate 
• 139301-34-1 (S)-3-(Bis-o-tolyloxy-phosphoryloxy)-2-tert-butoxycarbonylamino-propionic acid benzyl ester 
• 91785-87-4 Bis(2-methylphenyl) 2-methoxy-4-(2,3-dichloropropyl)phenyl phosphate 
• 78370-06-6 Phosphoramidic acid di-o-tolyl ester 
• 10359-39-4 Di-(2-methylphenyl)-4-nitrophenylphosphat 
• 1236286-20-6 C₁₆H₁₆NO₃P 
• 35787-74-7 bis(2-methylphenyl)phosphoric acid 
• 1207716-80-0 C₂₄H₂₄N₃O₃P 
• 139301-38-5 (S)-3-(Bis-o-tolyloxy-phosphoryloxy)-2-tert-butoxycarbonylamino-propionic acid 
• 116992-79-1 C₁₄H₁₄Cl₃NO₃P₂ 
• 35294-41-8 O,O-Di-o-kresyl-N-(β-bromethyl)-phosphorsaeureamid 
• 91809-70-0 Bis(2-methylphenyl) 2-methoxy-4-n-propylphenyl phosphate 

Relevant academic research and scientific papers

Neodymium tris-diarylphosphates: Systematic study of the structure-reactivity relationship in butadiene and isoprene polymerisation

The catalytic properties of neodymium tris-phosphates with various diarylphosphate ligands in the stereoregular 1,4-cis-polymerisation of butadiene and isoprene were studied. The considerable variability of the diaryl phosphate structure allowed for the systematic investigation of the dependence of the catalytic properties of neodymium tris-diarylphosphates on the electronic and steric properties of the ligand. Electron-withdrawing substituents (F, Cl, Br) in the aryl moiety increased the catalyst activity of tris-diarylphosphate. Neodymium aryl phosphates containing lipophilic bulky ligands provided the synthesis of polydienes with a monomodal molecular-weight distribution. The optimal catalytic properties demonstrated that the neodymium aryl phosphate prepared from bis(2,6-dimethyl-4-tert-butylphenyl)-phosphoric acid showed high activity and ensured a monomodal MWD of polydienes (Mw/Mn ～ 2 for polybutadiene and Mw/Mn ～ 3 for polyisoprene) in various conditions.

Hydrogen phosphates: Self initiated organocatalysts for the controlled ring-opening polymerization of cyclic esters

A series of arylhydrogenphosphates and aryldihydrogenphosphates was synthesized and characterized using spectroscopic methods and single crystal X-ray diffraction. These compounds were assessed as catalysts towards the ring-opening polymerization and proved to be potent organocatalysts for the ring-opening polymerization of cyclic esters. The bulk polymerizations were performed in the absence of external initiator. The polymerization proceeds in a controlled fashion which leads to well defined polyesters with narrow molecular weight distributions. In the post polymerization experiments, kinetics, mechanism and monomer concentration effects were investigated. The kinetic results have confirmed the pseudo-living character of the polymerizations and mechanistic studies suggest that the polymerization operates through a cationic mechanism.

Highly Z-selective synthesis of a,b-unsaturated nitriles using the Horner-Wadsworth-Emmons reaction

A new HWE reagent, (o-tBuC6H4O)2P(O)CH2CN (2e), reacts with various types of aldehydes to give Z-a,bunsaturated nitriles with 86% to >99% Z-selectivity. Especially, the reaction of 2e with bulkier aldehydes, both aromatic and aliphatic, gave the Z-olefins with extremely high selectivity. The combination of t-BuOK and 18-crown-6 (1 equiv) is the base of choice for aromatic aldehydes and t-BuOK is generally the base of choice for aliphatic aldehydes.

Improved protective groups for phosphate of o-phosphoserine useful for the solid-phase peptide synthesis

2-Methylphenyl and 2,6-dimethylphenyl groups on phosphate moiety of O-phosphoserine were more stable in HF treatment than phenyl group and could be effectively removed by hydrogenolysis. They were shown to be protective groups for phosphoserine practicall

Synthesis of Some New Aryl Phosphates

Eight new triaryl phosphates (1-8) were synthesized by phosphorylation of the corresponding phenol with phosphorus oxychloride for evaluation as stationary phases in gas chromatography.They were duly characterized by infrared, proton magnetic resonance, and mass spectral techniques after their purity was established by HPLC.