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126-71-6

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126-71-6 Usage

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

Different sources of media describe the Uses of 126-71-6 differently. You can refer to the following data:
1. 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.
2. 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.

Flammability and Explosibility

Notclassified

Environmental Fate

Routes and pathways relevant physicochemical properties (e.g., solubility, Pow, Henry constant.)consumer and industrial items and play an important role in safeguarding life and property. A large and diverse group of anthropogenic compounds constitute flame retardants, which are added to combustible materials to render them more resistant to ignition. They are designed to minimize the risk of a fire in the event of contact with a small heat source such as a cigarette. A wide range of different flame retardants is produced, because many materials and products that are to be rendered fire safe are very different in nature and composition. Therefore, having variety in flame retardant products is necessary so as to retain key material functionality. For example, plastics have a wide range of mechanical and chemical properties and differ in combustion behavior. These materials in particular are the main focus of phosphate ester flame retardants.Phosphate esters are derivatives of tri protic acid, phosphoric acid, with a general formula of RxH3°xPO4. Flame retardants are composed of a group of chemicals with similar properties but slightly different structures. They are typically liquids and some are solids at room temperature. Some examples of the phosphate ester flame retardants include: tris(2-chloroethyl)phosphate (TCEP), tributyl phosphate (TnBP), tris(2-butoxyethyl) phosphate (TBEP), tris(1,3-dichloro-2-propyl) phosphate (TDCP), triphenyl phosphate (TPP), tris(2-chloro-isopropyl) phosphate (TCPP), and triisobutyl phosphate (TiBP). These compounds are trisubstituted and categorized as alkyl (TnBP, TiBP), alkyl ether (TBEP), chloroalkyl (TCEP, TCPP, TDCP), and aryl (TPP) phosphate esters.

Purification Methods

Purify it by repeated crystallisation, from hexane, of its addition compound with uranyl nitrate. (see tributyl phosphate.) [Siddall J Am Chem Soc 81 4176 1959; see Cherbuliez in Organo Phosphorus Compounds (Kosolapoff & Maier eds) Wiley Vol 6 pp 211-577 1973.]

Check Digit Verification of cas no

The CAS Registry Mumber 126-71-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 6 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 126-71:
(5*1)+(4*2)+(3*6)+(2*7)+(1*1)=46
46 % 10 = 6
So 126-71-6 is a valid CAS Registry Number.
InChI:InChI=1/C12H27O4P/c1-10(2)7-14-17(13,15-8-11(3)4)16-9-12(5)6/h10-12H,7-9H2,1-6H3

126-71-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Triisobutyl phosphate

1.2 Other means of identification

Product number -
Other names phosphoric acid triisopropyl ester

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:126-71-6 SDS

126-71-6Synthetic route

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

A

triisobutyl phosphate
126-71-6

triisobutyl phosphate

B

diphosphoric acid tetraisobutyl ester
3846-81-9

diphosphoric acid tetraisobutyl ester

Conditions
ConditionsYield
With phosphorous; tetraethylammonium iodide In water at 50℃; Electrolysis;A 4%
B 81%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

A

diisobutyl phosphite
1189-24-8

diisobutyl phosphite

B

diisobutyl phosphoric acid
6303-30-6

diisobutyl phosphoric acid

C

triisobutyl phosphate
126-71-6

triisobutyl phosphate

Conditions
ConditionsYield
With sodium hypophosphite; copper dichloride at 24.9℃; for 148h;A 5.6%
B 66.6%
C 27.8%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

triisobutyl phosphate
126-71-6

triisobutyl phosphate

Conditions
ConditionsYield
With pyridine; trichlorophosphate; benzene
With argon; phosphan; copper(l) chloride; copper dichloride In acetonitrile
With argon; phosphan; copper(l) chloride; copper dichloride In acetonitrile at 24.9℃; Rate constant; Thermodynamic data; Product distribution; E(excit.), ΔS(excit.);
sodium isobutoxide
13259-29-5

sodium isobutoxide

triisobutyl phosphate
126-71-6

triisobutyl phosphate

Conditions
ConditionsYield
With diethyl ether; trichlorophosphate
With phosphorus trichloride
triisobutyl phosphite
1606-96-8

triisobutyl phosphite

triisobutyl phosphate
126-71-6

triisobutyl phosphate

Conditions
ConditionsYield
With 2-methyl-propan-1-ol; chlorine
triisobutyl phosphite
1606-96-8

triisobutyl phosphite

A

triisobutyl phosphate
126-71-6

triisobutyl phosphate

B

diphosphoric acid tetraisobutyl ester
3846-81-9

diphosphoric acid tetraisobutyl ester

Conditions
ConditionsYield
With iodoacetophenone; silver perchlorate In benzene for 0.316667h; Title compound not separated from byproducts;
phosphorochloridic acid diisobutyl ester
17158-87-1

phosphorochloridic acid diisobutyl ester

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

triisobutyl phosphate
126-71-6

triisobutyl phosphate

Conditions
ConditionsYield
at 60℃; Rate constant; Thermodynamic data; activation energy, activation enthalpy, other temperature (40, 50, 70, 80 deg C);
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

A

triisobutyl phosphate
126-71-6

triisobutyl phosphate

B

diisobutyl ether
628-55-7

diisobutyl ether

Conditions
ConditionsYield
With phosphan; copper dichloride In N,N-dimethyl-formamide at 59.9℃;
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

A

triisobutyl phosphate
126-71-6

triisobutyl phosphate

B

isobutyryl chloride
513-36-0

isobutyryl chloride

Conditions
ConditionsYield
With phosphan; chlorine at 20℃; Rate constant; Thermodynamic data; Ea, ΔS(excit.); var. temp.; also in the presence of pyridine;
phosphonic acid diisobutyl ester
13529-77-6

phosphonic acid diisobutyl ester

A

triisobutyl phosphate
126-71-6

triisobutyl phosphate

B

diphosphorus (IV)-oic acid tetraisobutyl ester
75340-94-2

diphosphorus (IV)-oic acid tetraisobutyl ester

C

diphosphoric acid tetraisobutyl ester
3846-81-9

diphosphoric acid tetraisobutyl ester

Conditions
ConditionsYield
With sodium perchlorate In acetonitrile electrochemical oxidation, 2.4 A h; Pt anode, Ni cathode; Ag/AgNO3 reference electrode; Title compound not separated from byproducts;
hydrogenchloride
7647-01-0

hydrogenchloride

zinc(II) phosphide

zinc(II) phosphide

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

oxygen
80937-33-3

oxygen

A

diisobutyl phosphoric acid
6303-30-6

diisobutyl phosphoric acid

B

triisobutyl phosphate
126-71-6

triisobutyl phosphate

C

isobutyryl chloride
513-36-0

isobutyryl chloride

D

zinc(II) chloride
7646-85-7

zinc(II) chloride

Conditions
ConditionsYield
copper dichloride In further solvent(s) Kinetics;
copper phosphide

copper phosphide

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

A

triisobutyl phosphate
126-71-6

triisobutyl phosphate

B

isobutyryl chloride
513-36-0

isobutyryl chloride

C

copper dichloride

copper dichloride

Conditions
ConditionsYield
With O2; CuCl2 In neat (no solvent) Kinetics; byproducts: H2O, HCl; the alcohol was loaded together with CuCl2 into the reactor and purged with an Ar-O2 mixture; then Cu3P was added and the mixt. reacted at 293 K, 323 K or 343 K;;
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

triisobutyl phosphate
126-71-6

triisobutyl phosphate

diisobutyl butylphosphonate
10092-77-0

diisobutyl butylphosphonate

Conditions
ConditionsYield
In tetrahydrofuran; hexane at -78 - 0℃;93%
triisobutyl phosphate
126-71-6

triisobutyl phosphate

uranium(IV) perrhenate pentahydrate

uranium(IV) perrhenate pentahydrate

[U(perrhenato)4(tri-iso-butyl phosphate)4]

[U(perrhenato)4(tri-iso-butyl phosphate)4]

Conditions
ConditionsYield
In acetonitrile (N2 or Ar); ligand added to a soln. of U salt; crystd. overnight at room temp.; elem. anal.;87%
triisobutyl phosphate
126-71-6

triisobutyl phosphate

(232)thorium perrhenate*4H2O

(232)thorium perrhenate*4H2O

[(232)Th(perrhenato)4(triisobutylphosphate)4]

[(232)Th(perrhenato)4(triisobutylphosphate)4]

Conditions
ConditionsYield
In methanol addn. of phosphorus compd. to a soln. of thorium compd. in methanol; centrifugation, sepn., washing ppt. with methanol, centrifugation, sepn., evapn. of supernatant, drying in vac., dissolving in methanol, filtration, keeping at 4°C for 3 d; elem. anal.;75%
UO2(2+)*2ReO4(1-)*H2O=[UO2(ReO4)2(H2O)]

UO2(2+)*2ReO4(1-)*H2O=[UO2(ReO4)2(H2O)]

triisobutyl phosphate
126-71-6

triisobutyl phosphate

[UO2(ReO4)2(H2O)(tri-iso-butylphosphate)2]

[UO2(ReO4)2(H2O)(tri-iso-butylphosphate)2]

bis[(μ2-perrhenato)(perrhenato)bis(tri-iso-butylphosphate)dioxouranium(VI)]

bis[(μ2-perrhenato)(perrhenato)bis(tri-iso-butylphosphate)dioxouranium(VI)]

Conditions
ConditionsYield
In ethanol soln. of P ligand (2 equiv.) in EtOH was added dropwise to soln. of U compd. in EtOH; evapd.; crystd. (hexane, away from direct sunlight); filtered; dried in air; elem. anal.;A n/a
B 70%
chloral hydrate
302-17-0

chloral hydrate

triisobutyl phosphate
126-71-6

triisobutyl phosphate

(2,2,2-trichloro-1-hydroxy-ethyl)-phosphonic acid diisobutyl ester
38457-66-8

(2,2,2-trichloro-1-hydroxy-ethyl)-phosphonic acid diisobutyl ester

Conditions
ConditionsYield
In hexane Heating;60%
europium(III) chloride hexahydrate

europium(III) chloride hexahydrate

triisobutyl phosphate
126-71-6

triisobutyl phosphate

1,2,4,5-benzenetetracarboxylic acid
89-05-4

1,2,4,5-benzenetetracarboxylic acid

Eu4(PM)3*3H2O*TIBP3

Eu4(PM)3*3H2O*TIBP3

Conditions
ConditionsYield
In ethanol; water To an aqueous soln. of EuCl3*6H2O was added an ethanolic soln. of pyromellitic acid and triisobutyl phosphate, neutralization with NH3 to pH 6 and warming to 30°C for 30-40 min.; Elem. anal.;55%
UO2(2+)*2ReO4(1-)*H2O=[UO2(ReO4)2(H2O)]

UO2(2+)*2ReO4(1-)*H2O=[UO2(ReO4)2(H2O)]

triisobutyl phosphate
126-71-6

triisobutyl phosphate

[U(perrhenato)4(tri-iso-butyl phosphate)4]

[U(perrhenato)4(tri-iso-butyl phosphate)4]

Conditions
ConditionsYield
In ethanol Irradiation (UV/VIS); allowed to evap. slowly in direct sunlight; decanted; elem. anal.;35%
triisobutyl phosphate
126-71-6

triisobutyl phosphate

1-amino-naphthalene
134-32-7

1-amino-naphthalene

diisobutyl-[1]naphthyl-amine
109556-56-1

diisobutyl-[1]naphthyl-amine

triisobutyl phosphate
126-71-6

triisobutyl phosphate

naphthalen-2-ylamine
91-59-8

naphthalen-2-ylamine

diisobutyl-[2]naphthyl-amine
109554-95-2

diisobutyl-[2]naphthyl-amine

triisobutyl phosphate
126-71-6

triisobutyl phosphate

9-Phenylfluorene
789-24-2

9-Phenylfluorene

9-Isobutyl-9-phenyl-fluoren
102889-20-3

9-Isobutyl-9-phenyl-fluoren

Conditions
ConditionsYield
Multistep reaction;
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

triisobutyl phosphate
126-71-6

triisobutyl phosphate

C12H26LiO3P

C12H26LiO3P

Conditions
ConditionsYield
In diethyl ether at 0℃; Yield given;
In tetrahydrofuran; hexane at -78 - 0℃;
triisobutyl phosphate
126-71-6

triisobutyl phosphate

tris(2-methyl-1-propyl) phosphate radical
83561-06-2

tris(2-methyl-1-propyl) phosphate radical

Conditions
ConditionsYield
In water at 18.9℃; pulse radiolysis, pH 4.5-5; fast hydrolysis of alkyl radicals radiolytically formed;
triisobutyl phosphate
126-71-6

triisobutyl phosphate

A

Phosphorsaeure-sec.-butylester
2466-73-1

Phosphorsaeure-sec.-butylester

B

diisobutyl phosphoric acid
6303-30-6

diisobutyl phosphoric acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 100℃; for 2h; Title compound not separated from byproducts.;
triisobutyl phosphate
126-71-6

triisobutyl phosphate

diisobutyl (1-methylbutyl)phosphonate
112292-29-2

diisobutyl (1-methylbutyl)phosphonate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrahydrofuran; hexane / -78 - 0 °C
2: 89 percent / tetrahydrofuran; hexane / -78 - -20 °C
View Scheme
Multi-step reaction with 2 steps
1: diethyl ether / 0 °C
2: 83 percent
View Scheme
triisobutyl phosphate
126-71-6

triisobutyl phosphate

diisobutyl butylphosphonate
10092-77-0

diisobutyl butylphosphonate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether / 0 °C
2: 73 percent / H3O(1+)
View Scheme
4-chloro-1H-isoindole-1,3(2H)-dione
51108-30-6

4-chloro-1H-isoindole-1,3(2H)-dione

3-chlorophthalic anhydride
117-21-5

3-chlorophthalic anhydride

triisobutyl phosphate
126-71-6

triisobutyl phosphate

aminosulfonic acid
5329-14-6

aminosulfonic acid

A

5-Chloroisatoic anhydride
4743-17-3

5-Chloroisatoic anhydride

B

8-chloro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione
63497-60-9

8-chloro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione

Conditions
ConditionsYield
In water; formamide

126-71-6Relevant articles and documents

Absolute viscosity and density of trisubstituted phosphoric esters

Kannan,Kishore

, p. 649 - 655 (1999)

This paper presents measurements on the absolute viscosity (η) and density (ρ) of trisubstituted phosphoric esters which are useful in understanding their flow mechanism necessary for accessing their role as plasticizers. The effect of chain length and branching has been examined on the η and ρ trends. From η data, by using the Vogel-Tammann-Fulchur (VTF) equation, the VTF temperature (To) has been obtained which also represents the ideal glass transition temperature. To is related to the flexibility of the molecules. It is observed that To initially decreases with molecular weight, reaches a minimum, and increases thereafter. The initial decrease in To has been attributed to the enhanced flexibility of the phosphate esters. Reversal of flexibility with relative molar mass beyond 400 is due to the gentle collision of the arms of the trisubstituted phosphoric esters. This has been further corroborated from the molar mass exponent as exhibited in the η-molar mass plot. The isomeric effect on η has also been investigated in tricresyl phosphates, hitherto for the first time. The ortho isomer has highest η among the isomers. The para isomer was found to have lowest To and hence highest flexibility compared to the ortho and meta isomers.

Bostian,Smutz

, p. 825,828 (1964)

Electrocatalytic eco-efficient functionalization of white phosphorus

Budnikova, Yulia H.,Yakhvarov, Dmitry G.,Sinyashin, Oleg G.

, p. 2416 - 2425 (2005)

The novel eco-efficient methods to transform white phosphorus into the esters of phosphoric, phosphorous and phosphonic acids, tertiary phosphines and other organophosphorus compounds under conditions of electrochemical catalysis were elaborated. The mechanism of these processes was investigated using the method of cyclic voltammetry and preparative electrolysis.

Transesterification process

-

, (2008/06/13)

PCT No. PCT/GB95/01883 Sec. 371 Date Jul. 21, 1997 Sec. 102(e) Date Jul. 21, 1997 PCT Filed Aug. 9, 1995 PCT Pub. No. WO96/05208 PCT Pub. Date Feb. 22, 1996A process for the preparation of a phosphate ester is disclosed. A triaryl phosphate is reacted with an alcohol in the presence of a catalytic quantity of a base to produce the phosphate ester product. The base has a base strength of less than 11, and is preferably potassium fluoride or potassium carbonate. Trialkyl phosphates, dialkyl monoaryl phosphates, monoalkyl diaryl phosphates, and mixtures of these compounds can be produced by this process.

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