Product Name

  • Name

    Triisobutyl phosphate

  • EINECS 204-798-3
  • CAS No. 126-71-6
  • Article Data26
  • CAS DataBase
  • Density 0.982 g/cm3
  • Solubility 264mg/L at 25℃
  • Melting Point
  • Formula C12H27O4P
  • Boiling Point 261.2 ºC at 760 mmHg
  • Molecular Weight 266.318
  • Flash Point 125.8 ºC
  • Transport Information
  • Appearance Colorless transparent liquid
  • Safety 36/37
  • Risk Codes 43
  • Molecular Structure Molecular Structure of 126-71-6 (Triisobutyl phosphate)
  • Hazard Symbols IrritantXi
  • Synonyms Isobutylphosphate ((C4H9O)3PO) (6CI,7CI);Phosphoric acid, triisobutyl ester (8CI);Antifoam TIP;Daiguard 400;NSC 62222;Reomol TIBP;
  • PSA 54.57000
  • LogP 4.11230

Synthetic 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

Triisobutyl phosphate Chemical Properties

Molecule structure of Isobutyl phosphate (CAS NO.126-71-6):

IUPAC Name: Tris(2-methylpropyl) phosphate 
Molecular Weight: 266.314141 g/mol
Molecular Formula: C12H27O4
Density: 0.982 g/cm3 
Boiling Point: 261.2 °C at 760 mmHg
Flash Point: 125.8 °C
Index of Refraction: 1.427
Molar Refractivity: 69.62 cm3
Molar Volume: 270.9 cm3
Surface Tension: 29.7 dyne/cm
Enthalpy of Vaporization: 47.88 kJ/mol 
Vapour Pressure: 0.0191 mmHg at 25 °C
XLogP3-AA: 3.5
H-Bond Acceptor: 4
Rotatable Bond Count: 9
Exact Mass: 266.164696
MonoIsotopic Mass: 266.164696
Topological Polar Surface Area: 44.8
Heavy Atom Count: 17
Canonical SMILES: CC(C)COP(=O)(OCC(C)C)OCC(C)C
InChI: InChI=1S/C12H27O4P/c1-10(2)7-14-17(13,15-8-11(3)4)16-9-12(5)6/h10-12H,7-9H2,1-6H3
InChIKey: HRKAMJBPFPHCSD-UHFFFAOYSA-N
EINECS: 204-798-3 
Classification Code: Skin / Eye Irritant

Triisobutyl phosphate Uses

 Isobutyl phosphate (CAS NO.126-71-6) is used as textile auxiliaries, wetting agent and dye auxiliary.

Triisobutyl phosphate Toxicity Data With Reference

1.    

orl-rat LD50:>5 g/kg

    AIHAAP    American Industrial Hygiene Association Journal. 34 (1973),286.
2.    

ihl-rat LC:>122 ppm/6H

    AIHAAP    American Industrial Hygiene Association Journal. 34 (1973),286.

Triisobutyl phosphate Consensus Reports

Reported in EPA TSCA Inventory.

Triisobutyl phosphate Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 43 
R43:May cause sensitization by skin contact.
Safety Statements: 36/37 
S36/37:Wear suitable protective clothing and gloves.
WGK Germany: 1
RTECS: TC9300000
Moderately toxic by inhalation. Low toxicity by ingestion. When heated to decomposition it emits toxic vapors of POx.

Triisobutyl phosphate Specification

 Isobutyl phosphate (CAS NO.126-71-6) is also named as 4-01-00-01598 (Beilstein Handbook Reference) ; AI3-07850 ; BRN 1710574 ; NSC 62222 ; Triisobutyl phosphate ; Phosphoric acid, triisobutyl ester (8CI) ; Phosphoric acid, tris(2-methylpropyl) ester .

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