Triisobutyl phosphate

Base Information

• Chemical Name: Triisobutyl phosphate
• CAS No.: 126-71-6
• Deprecated CAS: 856824-62-9
• Molecular Formula: C12H27O4P
• Molecular Weight: 266.318
• Hs Code.: 2919 90 00
• European Community (EC) Number: 204-798-3
• NSC Number: 62222
• UNII: 6MKE1AR3GB
• DSSTox Substance ID: DTXSID8040698
• Nikkaji Number: J184.350H
• Wikidata: Q15632813
• ChEMBL ID: CHEMBL1887508
• Mol file: 126-71-6.mol

Synonyms:Isobutylphosphate ((C4H9O)3PO) (6CI,7CI);Phosphoric acid, triisobutyl ester (8CI);Antifoam TIP;Daiguard 400;NSC 62222;Reomol TIBP;

Chemical Property of Triisobutyl phosphate

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Vapor Pressure: 0.0191mmHg at 25°C
• Refractive Index: n20/D 1.420
• Boiling Point: 261.2 ºC at 760 mmHg
• Flash Point: 125.8 ºC
• PSA: 54.57000
• Density: 0.982 g/cm³
• LogP: 4.11230
• Storage Temp.: Store below +30°C.
• Solubility.: 0.26g/l
• Water Solubility.: 264mg/L at 25℃
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 266.16469634
• Heavy Atom Count: 17
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

PhosphoricAcidTris(2-?methylpropyl)Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organophosphates, Other
• Canonical SMILES: CC(C)COP(=O)(OCC(C)C)OCC(C)C
• Description: Advances in technological development over the last couple of centuries have led to the use of synthetic carbon-based polymers for everyday household and office items, where once wood or metal were desired. The high fuel values for some of these materials could pose danger where risk of combustion is high; therefore, flame retardants have been introduced into and coating for electronic devices. These substances have a broad application field and good fire safety performance.
• Uses: Phosphate esters are used as flame retardants, plasticizers, hydraulic fluids, solvents, extraction agents, antifoam agents, Partition behavior in water, sediment, and soil Phosphate ester flame retardants enter the environment from industrial sources and disposal of consumer products containing flame retardants. These anthropogenic compounds have been detected in water, soil, and air owing to widespread use following their fast emergence and popularization during 1970s. Occurrence of these phosphate ester flame retardants is widespread in surface water and groundwater because of the leaching of PVC plastics and polyurethane foams, effluent from industrial sources, and spills of hydraulic fluids. This primary contaminated water is then transported to a secondary source, such as drinking water. Hydrolysis, although slow because of poor solubility and pH dependence, is the most important abiotic elimination process. In soil and sediment, phosphate ester flame retardants are persistent because they have the tendency to adsorb strongly. Volatilization and biodegradation are potential elimination processes for phosphate esters adsorbed to soil. Environmental persistency (degradation/speciation) These retardants can change chemical composition in the environment. Generally, most phosphate esters are poorly soluble in water and adsorb strongly to soils. These compounds are considered emerging pollutants because of their prevalence and persistence in the environment. Particulate-phase phosphate esters are subject to wet and dry deposition, whereas semi-volatile phosphate esters have the potential to hydrolyze to diesters, monoesters, and phosphoric acid. There is no information available that suggests that selected phosphate ester flame retardants undergo transformation or degradation in the atmosphere. Long-range transport This is highly dependent on the specific compound. Bioaccumulation and biomagnification Phosphate esters are subject to biodegradation in aquatic and terrestrial environments. Phosphoric Acid Tris(2-?methylpropyl) Ester is found in the groundwater downgradient of a landfill (Grindsted, Denmark). It is also a flame retardant and plasticizer.

Technology Process of Triisobutyl phosphate

There total 14 articles about Triisobutyl phosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

→ triisobutyl phosphate (126-71-6) + diisobutyl phenyl phosphate (38299-61-5)

Guidance literature:

Reference yield: 81.0%

2-methyl-propan-1-ol (78-83-1) → triisobutyl phosphate (126-71-6) + diphosphoric acid tetraisobutyl ester (3846-81-9)

Guidance literature:

With phosphorous; tetraethylammonium iodide; In water; at 50 ℃; Electrolysis;

DOI:10.1016/j.jorganchem.2004.11.008

Reference yield: 27.8%

2-methyl-propan-1-ol (78-83-1) → diisobutyl phosphite (1189-24-8) + diisobutyl phosphoric acid (6303-30-6) + triisobutyl phosphate (126-71-6)

Guidance literature:

With sodium hypophosphite; copper dichloride; at 24.9 ℃; for 148h;

upstream raw materials:

2-methyl-propan-1-ol

sodium isobutoxide

triisobutyl phosphite

phosphorochloridic acid diisobutyl ester

Downstream raw materials:

9-Isobutyl-9-phenyl-fluoren

B-tris(di-i-butoxy phosphoryl) borazine

Refernces

• 1、 Chandrasekar, Aditi,Suresh,Sivaraman,Aswal. "Trends in small angle neutron scattering of actinide-trialkyl phosphate complexes: A molecular insight into third phase formation". . p. 92905 - 92916. Retrieved 2016.
• 2、 Aueshov,Satayev,Tukibayeva. "Obtaining of trialkylphosphates in anodic dissolution of copper phosphide". . p. 1553 - 1556. Retrieved 2014.
• 3、 Dorfman,Ibraimova,Polimbetova. "Oxidative alkoxylation of zinc phosphide in alcoholic solutions of copper(II) chloride". . p. 50 - 55. Retrieved 2007/10/03.