Product Name

  • Name

    Tributyl phosphate

  • EINECS 204-800-2
  • CAS No. 126-73-8
  • Article Data121
  • CAS DataBase
  • Density 0.986 g/cm3
  • Solubility 0.6 g/100 mL in water
  • Melting Point -79 °C
  • Formula C12H27O4P
  • Boiling Point 288.3 °C at 760 mmHg
  • Molecular Weight 266.318
  • Flash Point 193.3 °C
  • Transport Information UN 1208 3/PG 2
  • Appearance clear liquid
  • Safety 36/37-46-45-36/37/39-16-53
  • Risk Codes 22-38-40-62-48/20-36/37/38-11
  • Molecular Structure Molecular Structure of 126-73-8 (Tributyl phosphate)
  • Hazard Symbols HarmfulXn,FlammableF
  • Synonyms Tributilfosfato;Celluphos 4;Butyl phosphate, tri-;1-dibutoxyphosphoryloxybutane;Butyl phosphate, ((BuO)3PO);Phosphoric acid tributyl ester;Tributyle (phosphate de)(FRENCH);Tributylfosfaat;Disflamoll TB;Tributoxyphosphine oxide;TBP;Tributylphosphat;Tri-n-butyl phosphate;Butyl phosphate;TBP Tributyl phosphate;Tributyl phosphate (TBP);
  • PSA 54.57000
  • LogP 4.54460

Synthetic route

butan-1-ol
71-36-3

butan-1-ol

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With oxygen; phosphan; copper dichloride at 24.9℃; Rate constant; Product distribution; other acohols and reagents, var. concentration of reagents and temperatures;100%
With oxygen; phosphan; copper dichloride at 24.9℃;100%
With oxygen; copper dichloride at 59.9℃;100%
butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

n-Butyl chloride
109-69-3

n-Butyl chloride

Conditions
ConditionsYield
With hydrogenchloride; water; oxygen; copper dichloride at 59.9℃; Product distribution; Mechanism; other alcohols, var. conc. of reagents, var. temperat.;A 100%
B n/a
With phosphan; chlorine Rate constant; Thermodynamic data; Ea, ΔS(excit.); also in the presence of pyridine;
sodium butanolate
2372-45-4

sodium butanolate

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With trichlorophosphate In butan-1-ol at 10 - 30℃; for 1.83333h;98%
With diethyl ether; trichlorophosphate; butan-1-ol at 0℃;
butan-1-ol
71-36-3

butan-1-ol

A

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

B

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With sodium hypophosphite; copper dichloride at 24.9℃; for 214h;A 5.5%
B 94.5%
With hydrogenchloride; zinc(II) phosphide; iron(III) chloride at 70℃;A 90%
B 9%
With sodium hypophosphite; copper dichloride at 24.9℃; for 173h;A 16.7%
B 87.3%
O,O,O-tributyl phosphorothioate
78-47-7

O,O,O-tributyl phosphorothioate

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With ozone In dichloromethane at -75℃;92%
butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

n-Butyl chloride
109-69-3

n-Butyl chloride

C

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With oxygen; phosphan; copper(l) chloride; copper dichloride at 24.9℃; Kinetics; Product distribution; Mechanism; ΔE(excit.), ΔS(excit.); other reagents, other catalysts;A 90%
B n/a
C n/a
With oxygen; phosphan; copper(l) chloride; copper dichloride at 24.9℃;A 90%
B n/a
C n/a
butan-1-ol
71-36-3

butan-1-ol

A

n-butyl phosphoric acid
1623-15-0

n-butyl phosphoric acid

B

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

C

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With phosphorus; tetraethylammonium iodide In water; acetonitrile electrolysis;A n/a
B 87%
C n/a
1-iodo-butane
542-69-8

1-iodo-butane

dibutyl phosphate
107-66-4

dibutyl phosphate

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With cesium fluoride In acetonitrile for 6h; Ambient temperature; also with n-butylbromide;86%
butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

butylbis(α-hydroxybutyl)phosphine oxide
72095-77-3

butylbis(α-hydroxybutyl)phosphine oxide

Conditions
ConditionsYield
With phosphan; p-benzoquinone at 80℃; Kinetics; Condensation; oxidation;A 15%
B 85%
butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With sodium bromate; phosphan at 80℃; Kinetics; Condensation;A 20%
B 80%
With sodium hypophosphite; copper dichloride at 24.9℃; for 4h;A 22.2%
B 77.8%
With phosphorous; air; ruthenium hydroxide trichloride; copper dichloride at 80℃; oxidative alkoxylation;A 33.7%
B 11.3%
dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

butan-1-ol
71-36-3

butan-1-ol

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In tetrachloromethane; dichloromethane at 15℃; for 3h;71.6%
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

A

sulfuric acid dibutyl ester
625-22-9

sulfuric acid dibutyl ester

B

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

C

dibutyl butylphosphonate
78-46-6

dibutyl butylphosphonate

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -50℃;A 28%
B 70%
C 2%
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

rac-octan-2-ol
4128-31-8

rac-octan-2-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

Phosphoric acid dibutyl ester 1-methyl-heptyl ester

Phosphoric acid dibutyl ester 1-methyl-heptyl ester

Conditions
ConditionsYield
With lutidine; tellurium tetrachloride In dichloromethane for 3h; Ambient temperature;A 30%
B 70%
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

A

sulfuric acid dibutyl ester
625-22-9

sulfuric acid dibutyl ester

B

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

C

O,O,O-tributyl phosphorothioate
78-47-7

O,O,O-tributyl phosphorothioate

D

dibutyl butylphosphonate
78-46-6

dibutyl butylphosphonate

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -50℃;A 2%
B 64%
C 22%
D 12%
butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

dibutyl butylphosphonate
78-46-6

dibutyl butylphosphonate

Conditions
ConditionsYield
With phosphorous; tetraethylammonium iodide In acetonitrile at 56℃; electrolysis;A 60%
B 15%
With phosphorous In acetonitrile at 56℃; Electrolysis;A 60%
B 15%
butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

n-butyl pyrophosphate
1474-75-5

n-butyl pyrophosphate

Conditions
ConditionsYield
With tetraethylammonium iodide; water In acetonitrile at 55℃; electrosynthesis;A 16%
B 51%
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

A

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

B

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With HOF* CH3CN In dichloromethane at 0℃; for 0.0833333h;A 50%
B 40%
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

dibutyl 3-phenylpropyl phosphate
144357-50-6

dibutyl 3-phenylpropyl phosphate

C

butyl bis(3-phenylpropyl) phosphate
144357-51-7

butyl bis(3-phenylpropyl) phosphate

Conditions
ConditionsYield
Stage #1: tri-n-butyl phosphite; 3-Phenyl-1-propanol With 1H-tetrazole In dichloromethane at 20℃; for 22h; transesterification;
Stage #2: With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -78 - 20℃; for 0.5h; Oxidation;
A 21%
B 36%
C 16%
With 1H-tetrazole; 3-chloro-benzenecarboperoxoic acid multistep reaction: transesterification of trialkyl phosphites with an alcohol;
With 1H-tetrazole; 3-chloro-benzenecarboperoxoic acid 1) CH2Cl2, room temperature, 22 h; Yield given. Multistep reaction. Yields of byproduct given;
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With Cumene hydroperoxide In benzene at 20℃; Rate constant;
With dinitrogen tetraoxide im Stickstoff-Strom;
With nitrosylchloride anschliessenden Erhitzen auf 150grad;
aluminum tri-n-butoxide
3085-30-1

aluminum tri-n-butoxide

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With trichlorophosphate; benzene
dibutyl phosphate
107-66-4

dibutyl phosphate

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With sodium hydroxide at 255℃;
methanol
67-56-1

methanol

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

A

dibutyl methyl phosphate
7242-59-3

dibutyl methyl phosphate

B

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With oxygen; methylene blue In acetonitrile at 20℃; for 0.166667h; Mechanism; Product distribution; Irradiation; without methanol; other reaction time; also in the presence of diphenyl sulfides or sulfoxides as trapping agents of intermediates;A n/a
B 73 % Chromat.
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

chlorofluoronitromethane
2375-33-9

chlorofluoronitromethane

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

n-Butyl chloride
109-69-3

n-Butyl chloride

C

C9H19FNO4P
114192-97-1

C9H19FNO4P

D

C9H19FNO4P
114192-96-0

C9H19FNO4P

Conditions
ConditionsYield
at 50℃; for 2h; Title compound not separated from byproducts;
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

trimethylsilyl(cumyl) peroxide
18057-16-4

trimethylsilyl(cumyl) peroxide

A

Trimethylsilanol
1066-40-6

Trimethylsilanol

B

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

C

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

D

1-methyl-1-phenylethyl alcohol
617-94-7

1-methyl-1-phenylethyl alcohol

E

1-phenyl-1-methyl-1-trimethylsiloxyethane
14629-57-3

1-phenyl-1-methyl-1-trimethylsiloxyethane

F

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
In various solvent(s) at 343℃; Rate constant; Mechanism; Product distribution; E(activ.);
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

dibutyl 3-phenylpropyl phosphate
144357-50-6

dibutyl 3-phenylpropyl phosphate

C

butyl bis(3-phenylpropyl) phosphate
144357-51-7

butyl bis(3-phenylpropyl) phosphate

Conditions
ConditionsYield
With 1H-tetrazole; 3-Phenyl-1-propanol; 3-chloro-benzenecarboperoxoic acid 1) CH2Cl2, room temperature, 22 h; Yield given. Multistep reaction. Yields of byproduct given;
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

dibutyl chlorophosphate
819-43-2

dibutyl chlorophosphate

Conditions
ConditionsYield
With sulfuryl dichloride at 20 - 30℃;A 10 % Spectr.
B 90 % Spectr.
butan-1-ol
71-36-3

butan-1-ol

dibutyl chlorophosphate
819-43-2

dibutyl chlorophosphate

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
at 60℃; Rate constant; Thermodynamic data; activation energy, activation enthalpy, other temperature (40, 50, 70, 80 deg C);
at 60℃; Rate constant; other temperature (50, 80 deg C);
butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With phosphan; copper dichloride In N,N-dimethyl-formamide at 24.9℃; Rate constant; Thermodynamic data; ΔS(excit); reaction also with FeCl3;
With phosphan; copper dichloride In N,N-dimethyl-formamide at 59.9℃;
With oxygen; phosphan; copper(ll) bromide at 50℃; Catalytic behavior; Kinetics; Mechanism; Reagent/catalyst; Temperature;
butyl dichlorophosphate
1498-52-8

butyl dichlorophosphate

dibutyl chlorophosphate
819-43-2

dibutyl chlorophosphate

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
at 20.1℃; Rate constant; Kinetics; var. molar ratios of edduct, temp., and solvents; also with HCl;
sodium butanolate
2372-45-4

sodium butanolate

dibutyl (4,6-dimethyl-2-pyrimidyl) phosphate
266356-64-3

dibutyl (4,6-dimethyl-2-pyrimidyl) phosphate

A

4,6-dimethylpirimidin-2-one
108-79-2

4,6-dimethylpirimidin-2-one

B

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
In para-xylene at 140℃; for 2h; Product distribution; phosphorylation;
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

1-bromo-butane
109-65-9

1-bromo-butane

Conditions
ConditionsYield
With salophen(tBu)AlBr In chloroform-d1 at 20℃; for 0.5 - 24h; Product distribution / selectivity;100%
With (N,N'-ethylenebis(3,5-di-tert-butylsalicylideneimine))AlBr In chloroform-d1 at 20℃; for 0.5 - 24h; Product distribution / selectivity;12%
With (N,N'-propylenebis(3,5-di-tert-butylsalicylideneimine))AlBr In chloroform-d1 at 20℃; for 0.5 - 24h; Product distribution / selectivity;7%
(N,N'-propylenebis(3,5-di-tert-butylsalicylideneimine))AlBr

(N,N'-propylenebis(3,5-di-tert-butylsalicylideneimine))AlBr

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

[(N,N'-propylenebis(3,5-di-tert-butylsalicylideneimine))AlO]2[(BuO)2PO]2
890084-07-8

[(N,N'-propylenebis(3,5-di-tert-butylsalicylideneimine))AlO]2[(BuO)2PO]2

Conditions
ConditionsYield
In toluene to soln. Al complex in toluene (BuO)3PO was added, stirred for 48 h; soln. was filtered, concd. and cooled to -30°C for several days, ppt. was filtered, washed with ether and hexane and dried in vacuo; elem. anal.;100%
1,2,3,4-tetramethylimidazolium methyl carbonate
848906-02-5

1,2,3,4-tetramethylimidazolium methyl carbonate

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

1,2,3,4-tetramethylimidazolium dibutylphosphate

1,2,3,4-tetramethylimidazolium dibutylphosphate

Conditions
ConditionsYield
Stage #1: phosphoric acid tributyl ester With diethylamine at 125℃; for 70h;
Stage #2: 1,2,3,4-tetramethylimidazolium methyl carbonate In methanol
99.5%
trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

benzenesulfonyl cyanide
24224-99-5

benzenesulfonyl cyanide

2-(phenylsulfonyl)pyridine
24244-60-8

2-(phenylsulfonyl)pyridine

Conditions
ConditionsYield
In toluene; butan-1-ol99%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

1-n-butyl-3-methylimidazolium dibutyl phosphate

1-n-butyl-3-methylimidazolium dibutyl phosphate

Conditions
ConditionsYield
at 170℃; for 5h;98%
at 150℃; for 24h;92%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

t-butyl-2-(dibutoxyphosphoryl)acetate
103717-32-4

t-butyl-2-(dibutoxyphosphoryl)acetate

Conditions
ConditionsYield
at 90℃; for 24h; Inert atmosphere;98%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 2.5h; Heating;97%
With sodium hydroxide
With hydrogenchloride In hydrogenchloride byproducts: C4H9Cl; hydrolysis of TBP in concd. HCl;; hydrolytic decompn. of 18.5 % TBP in 6 days at ambient temp.;;
With HCl In hydrogenchloride byproducts: C4H9Cl; hydrolysis of TBP in concd. HCl;; hydrolytic decompn. of 18.5 % TBP in 6 days at ambient temp.;;
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

sodium acetate
127-09-3

sodium acetate

acetic acid butyl ester
123-86-4

acetic acid butyl ester

Conditions
ConditionsYield
at 200 - 220℃; for 5h;96%
Heating;
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

sodium [2-13C,2H3]acetate
85355-10-8

sodium [2-13C,2H3]acetate

butyl <2-13C,2H3>acetate
120388-51-4

butyl <2-13C,2H3>acetate

Conditions
ConditionsYield
for 5h; Heating;96%
neodymium trifluoromethanesulfonate nonahydrate

neodymium trifluoromethanesulfonate nonahydrate

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Nd(3+)*3CF3O3S(1-)*H2O*3C12H27O4P

Nd(3+)*3CF3O3S(1-)*H2O*3C12H27O4P

Conditions
ConditionsYield
In tetrahydrofuran at 90℃; for 8h;95.1%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

4-nitro-2-benzimidazolone

4-nitro-2-benzimidazolone

Conditions
ConditionsYield
With urea In 2-methylchlorobenzene; water95%
1,2-benzisothiazolin-3-one
2634-33-5

1,2-benzisothiazolin-3-one

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

2-butyl-1,2-benzothiazolin-3-one
4299-07-4

2-butyl-1,2-benzothiazolin-3-one

Conditions
ConditionsYield
Stage #1: 1,2-benzisothiazolin-3-one With sodium methylate In methanol at 25℃; for 1h;
Stage #2: phosphoric acid tributyl ester In methanol for 4h;
95%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

dibutyl butylphosphonate
78-46-6

dibutyl butylphosphonate

Conditions
ConditionsYield
In tetrahydrofuran; hexane at -78 - 0℃;94%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

dibutyl ((methyl(phenyl)amino)methyl)phosphonate

dibutyl ((methyl(phenyl)amino)methyl)phosphonate

Conditions
ConditionsYield
With sodium benzoate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III) In 1,2-dichloro-ethane; acetonitrile at 25℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation;94%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

neodymium(III) trifluoromethanesufonate

neodymium(III) trifluoromethanesufonate

Nd(CF3SO3)3*3TBP

Nd(CF3SO3)3*3TBP

Conditions
ConditionsYield
at 120℃; for 12h; Inert atmosphere;92.5%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

2,3-oxynaphthoic acid phenylamide
92-77-3

2,3-oxynaphthoic acid phenylamide

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 2-(dibutoxyphosphoryl)-3-[2-hydroxy-3-(phenylcarbamoyl)naphthalen-1-yl]succinate

dimethyl 2-(dibutoxyphosphoryl)-3-[2-hydroxy-3-(phenylcarbamoyl)naphthalen-1-yl]succinate

Conditions
ConditionsYield
In acetone at 20℃; for 24h;91%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

pentan-3-one
96-22-0

pentan-3-one

3-ethylheptan-3-ol
19780-41-7

3-ethylheptan-3-ol

Conditions
ConditionsYield
With lithium In tetrahydrofuran at -30℃; for 0.25h;90%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

naphthol ASD
135-61-5

naphthol ASD

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 2-(dibutoxyphosphoryl)-3-[2-hydroxy-3-(2-methylphenylcarbamoyl)naphthalen-1-yl]succinate

dimethyl 2-(dibutoxyphosphoryl)-3-[2-hydroxy-3-(2-methylphenylcarbamoyl)naphthalen-1-yl]succinate

Conditions
ConditionsYield
In acetone at 20℃; for 24h;90%
octanol
111-87-5

octanol

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

1-butoxyoctane
53839-23-9

1-butoxyoctane

Conditions
ConditionsYield
With iron(II) triflate In neat (no solvent) at 100℃;90%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

[2-13C]-sodium acetate
13291-89-9

[2-13C]-sodium acetate

n-Butyl<2-(13)C>acetate
121919-87-7

n-Butyl<2-(13)C>acetate

Conditions
ConditionsYield
at 210℃; for 6h;88%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

benzaldehyde
100-52-7

benzaldehyde

1-Phenyl-1-pentanol
583-03-9

1-Phenyl-1-pentanol

Conditions
ConditionsYield
With lithium In tetrahydrofuran at -30℃; for 0.25h;86%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

butyl para-toluenesulfonate
778-28-9

butyl para-toluenesulfonate

Conditions
ConditionsYield
In methyl cyclohexane for 72h; Heating;86%
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

toluene
108-88-3

toluene

A

butyl para-toluenesulfonate
778-28-9

butyl para-toluenesulfonate

B

1-sec-butyl-4-methylbenzene
1595-16-0

1-sec-butyl-4-methylbenzene

C

2-sec-butyltoluene
1595-06-8, 88329-15-1

2-sec-butyltoluene

Conditions
ConditionsYield
In methyl cyclohexane for 72h; Product distribution; Heating; investigate effect of molar ratio, solvent and reaction time;A 86%
B n/a
C n/a

Tributyl phosphate Consensus Reports

Reported in EPA TSCA Inventory.

Tributyl phosphate Standards and Recommendations

OSHA PEL: TWA 0.2 ppm
ACGIH TLV: TWA 0.2 ppm

Tributyl phosphate Analytical Methods

For occupational chemical analysis use NIOSH: Tributyl Phosphate, S208.

Tributyl phosphate Specification

1. Introduction of Tributyl phosphate
Tributyl phosphate, with CAS number of 126-73-8, can be called Tributilfosfato; Celluphos 4 ; Butyl phosphate, tri-; 1-dibutoxyphosphoryloxybutane; Butyl phosphate; Phosphoric acid tributyl ester; tributyl ester; Tributoxyphosphine oxide; TBP Tributyl phosphate; Tributyl phosphate (TBP). Tributyl phosphate, known commonly as TBP, is a solvent and plasticizer for cellulose esters such as nitrocellulose and cellulose acetate. The major uses of TBP in industry are as a component of aircraft hydraulic fluid and as a solvent for extraction and purification of rare earth metals from their ores. Tributyl phosphate is used also in mercerizing liquids, where it improves their wetting properties. Tributyl phosphate is also used as a heat exchange medium. TBP is used in some consumer products such as herbicides and water thinned paints and tinting bases.

2. Properties of Tributyl phosphate
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 12
Polar Surface Area: 54.57Å2
Index of Refraction: 1.43
Molar Refractivity: 69.75 cm3
Molar Volume: 269.8 cm3
Surface Tension: 31.7 dyne/cm
Density: 0.986 g/cm3
Flash Point: 193.3 °C
Enthalpy of Vaporization: 50.64 kJ/mol
Boiling Point: 288.3 °C at 760 mmHg
Vapour Pressure: 0.00409 mmHg at 25°C
Melting point: -79 °C
Water Solubility: 0.6 g/100 mL
Merck :14,9618
BRN: 1710584
Stability: Stable. Combustible. Incompatible with strong oxidizing agents. May be water sensitive
Product Categories: Organics; Functional Materials; Phosphates (Plasticizer); Plasticizer; Organic Building Blocks; Organic Phosphates/Phosphites; Phosphorus Compounds; Alphabetic; TP - TZ;T-Z, Puriss p.a.; Analytical Reagents for General Use; Puriss p.a.; Analytical/Chromatography; Ion Sensor Materials; Plasticizer for ISE

3. Structure Descriptors of Tributyl phosphate
InChI
InChI=1/C12H27O4P/c1-4-7-10-14-17(13,15-11-8-5-2)16-12-9-6-3/h4-12H2,1-3H3
Smiles
P(OCCCC)(OCCCC)(OCCCC)=O

4. Toxicity of Tributyl phosphate

1.    

skn-rbt 10 mg/24H

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 26 (1944),269.
2.    

eye-rbt 97 mg

    AJOPAA    American Journal of Ophthalmology. 29 (1946),1363.
3.    

orl-rat LD50:1390 mg/kg

    JTSCDR    Journal of Toxicological Sciences. 5 (1980),270.
4.    

ipr-rat LD50:251 mg/kg

    GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 15 (8)(1971),30.
5.    

ivn-rat LDLo:100 mg/kg

    NATUAS    Nature. 179 (1957),154.
6.    

orl-mus LD50:1189 mg/kg

    GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 15 (8)(1971),30.
7.    

ihl-mus LC50:1300 mg/m3

    GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 15 (8)(1971),30.
8.    

ipr-mus LD50:159 mg/kg

    GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 15 (8)(1971),30.
9.    

scu-mus LDLo:3 g/kg

    EDWU**    Beitrag zur Toxikologie Technischer Weichmachungsmittel, Heinrich Eller Dissertation .(Pharmakologischen Institut der Universitat Wurzburg,Germany.: 1937).
10.      

5. Safety Information of Tributyl phosphate
Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion, inhalation, and subcutaneous routes. Experimental reproductive effects. A skin, eye, and mucous membrane irritant. Combustible when exposed to heat or flame. To fight fire, use CO2, dry chemical, fog, mist. When heated to decomposition it emits toxic fumes of POx.
Hazard Codes: Xn,F
Risk Statements: 22-38-40-62-48/22-36/37/38-11
R22:Harmful if swallowed.
R38:Irritating to skin.
R40:Limited evidence of a carcinogenic effect.
R62:Risk of impaired fertility.
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R11:Highly flammable.
Safety Statements: 36/37-46-45-36/37/39-16-53
S36/37:Wear suitable protective clothing and gloves.
S46:If swallowed, seek medical advice immediately and show this container or label.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S16:Keep away from sources of ignition.
S53:Avoid exposure - obtain special instructions before use.
RIDADR: UN 1208 3/PG 2
WGK Germany: 2
RTECS: TC7700000
HS Code: 29190010

6. Preparation of Tributyl phosphate
Tributyl phosphate is manufactured by esterification of orthophosphoric acid with butyl alcohol. A laboratory synthesis proceeds with phosphorus oxychloride:
POCl3 + 3C4H9OH → PO(OC4H9)3 + 3HCl

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