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Tributyl phosphate

Tributyl phosphate
Tributyl phosphate
CAS No.
126-73-8
Chemical Name:
Tributyl phosphate
Synonyms
TBP;mcs2495;126-73-8;tributyl;Tributyle;ANTIFOAM T;celluphos4;Celluphos 4;Phos-Ad 100;disflamolltb
CBNumber:
CB4187323
Molecular Formula:
C12H27O4P
Formula Weight:
266.31
MOL File:
126-73-8.mol

Tributyl phosphate Properties

Melting point:
-79 °C
Boiling point:
289 °C
Density 
0.979 g/mL at 25 °C(lit.)
vapor density 
9.2 (vs air)
vapor pressure 
27 mm Hg ( 178 °C)
refractive index 
n20/D 1.424(lit.)
Flash point:
380 °F
storage temp. 
Store below +30°C.
solubility 
water: soluble1ml in 165ml water
form 
Liquid
color 
Clear
Water Solubility 
0.6 g/100 mL
Merck 
14,9618
BRN 
1710584
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents. May be water sensitive.
CAS DataBase Reference
126-73-8(CAS DataBase Reference)
NIST Chemistry Reference
Tri-n-butylphosphate(126-73-8)
EPA Substance Registry System
Phosphoric acid tributyl ester(126-73-8)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  Xn,F
Risk Statements  22-38-40-62-48/20-36/37/38-11-20/22
Safety Statements  36/37-46-45-36/37/39-16-53
RIDADR  UN 1208 3/PG 2
WGK Germany  2
RTECS  TC7700000
Autoignition Temperature 770 °F
TSCA  Yes
HS Code  29190010
Hazardous Substances Data 126-73-8(Hazardous Substances Data)
Toxicity LD50 orally in rats: 3.0 g/kg (Smyth, Carpenter)
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H351 Suspected of causing cancer Carcinogenicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
H412 Harmful to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 3 P273, P501
Precautionary statements:
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P315 Get immediate medical advice/attention.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Tributyl phosphate price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 00675 Tributyl phosphate for extraction analysis, ≥99.0% (GC) 126-73-8 100ml $42.2 2018-11-13 Buy
Sigma-Aldrich 00675 Tributyl phosphate for extraction analysis, ≥99.0% (GC) 126-73-8 500ml $127 2018-11-13 Buy
Alfa Aesar A16084 Tri-n-butyl phosphate, 98% 126-73-8 250ml $18.4 2018-11-13 Buy
Alfa Aesar A16084 Tri-n-butyl phosphate, 98% 126-73-8 1000ml $48.9 2018-11-13 Buy
Sigma-Aldrich 90820 Tributyl phosphate puriss., ≥99.0% (GC) 126-73-8 100ml $53.7 2018-11-13 Buy

Tributyl phosphate Chemical Properties,Uses,Production

Description

On decomposition, TBP releases COx, toxic fumes of phosphoric acid, phosphorus oxides, and/or phosphine. TBP is incompatible with strong oxidising agents and alkalis. The major uses of TBP in industry are as a component of aircraft hydraulic fluid and as a solvent for rare earth extraction and purification. Minor uses of TBP include use as a defoamer additive in cement casings for oil wells, an anti-air entrainment additive for coatings and floor finishes, as well as a carrier for fluorescent dyes. The major uses of TBP comprise over 80% of the volume produced.

Chemical Properties

Stable, colorless liquid; odorless. Miscible with most solvents and diluents; soluble in water. Combustible.

Uses

Extractant for metal complexes.1

Definition

ChEBI: A trialkyl phosphate that is the tributyl ester of phosphoric acid.

Uses

Plasticizer for cellulose esters, lacquers, plastics, and vinyl resins.

Production Methods

Prepared by the reaction of phosphorus oxychloride with butyl alcohol.

Air & Water Reactions

Water insoluble. Reacts slowly with water under basic conditions.

Reactivity Profile

Tributyl phosphate is incompatible with strong oxidizing agents and strong bases. Attacks some forms of plastics and rubber .

Health Hazard

Toxic by ingestion and inhalation, irritant to skin, bladder, eye and upper respiratory tract. May cause stimulation of the central nervous system.

Health Hazard

Acute
Non-industrial:
There are no data on the toxicity of TBP to man. The TLV is established by the American Council of Governmental Industrial Hygienists on the basis of analogy with triphenyl phosphate with which it bears some similarities in its toxic properties (ACGIH 1986).
Industrial:
A personal communication to ACGIH notes that workers exposed to 15 mg/m3 of TBP have complained of nausea and headache (ACGIH 1986). There are no other documented reports of deleterious effects of TBP in industrial situations.
Chronic
Inhibition of human erythrocyte and plasma cholinesterase is reported to be weak, even in vitro (Hayes and Sabine 1952; Sandmeyer and Kirwin 1981).

Fire Hazard

Special Hazards of Combustion Products: Toxic fumes of PO x

Industrial uses

1. As an antifoaming agent.
2. As a plasticizer for cellulose esters, lacquers, plastics, and vinyl resins.
3. As a complexing agent in the extraction of heavy metals, especially for the extraction of metal ions from solutions of reactor products in nuclear fuel reprocessing.
4. As an aircraft hydraulic fluid.
5. As a heat exchange medium and dielectric.
6. As a pigment-grinding agent.

Safety Profile

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.

Metabolism

A system was developed utilizing isolated anterior forearm stratum corneum conjunctum of man to study skin penetrating capacity of a series of organic phosphates. TBP was tested in the system and was among the least penetrating of the compounds tested, only phosphoric acid and tri-o-cresyl phosphate penetrating less well. The value given was μmoles/cm2/min as the average maximum steady-state rate of penetration. In a comparative study with 3 living subjects, penetration was essentially the same as in the isolated skin preparation (Marzulli et al 1965).
Rats given a single oral dose of [14C]-labeled TBP at 14 mg/kg excreted 50, 10, and 6% of the administered dose in the urine, exhaled air, and feces, respectively, within 24 h. A single intraperitoneal dose at the same rate resulted in 70,7, and 4% of the administered dose in the urine, exhaled air, and feces within the first 24 h (Suzuki et al 1984).
Single oral administration of TBP to rats at 156 mg/kg led to its appearance in all the tissues in the first 30 min. The major amount was in the gastrointestinal tract where it was poorly absorbed and was rapidly eliminated. The total level of TBP in all other organs and tissues was 5.73%, but none was detected after 3 d (Khalturin and Andryushkeeva 1986).
A single i.p. dose of TBP at 250 mg/kg to rats resulted in 11 phosphoruscontaining metabolites in the urine within 24 h. The principal metabolic pathway resulted in stepwise debutylation, through hydroxylated intermediates, to give dibutyl hydrogen phosphate and butyl dihydrogen phosphate. Butyl bis(3-hydroxybutyl) phosphate and small amounts of monohydroxylated butyl derivatives also were isolated. Several metabolites, presumably resulting from omegaoxidation of the ?-butyl moieties to give butyric acid derivatives, also were detected, the result of a secondary pathway. In addition, butyl 2-hydroxybutyl hydrogen phosphate was isolated and characterized. The administration of a possible intermediate, dibutyl 3-oxobutyl phosphate, gave a metabolic profile similar to that of dibutyl 3-hydroxybutyl phosphate, the major metabolite, thus supporting the view that this compound was on the major metabolic pathway. Separate direct administration of various hydroxylated metabolites supported the metabolic pathways proposed (Suzuki et al 1984).
Rat liver microsomal preparations also metabolized TBP to mono- and dihydroxylated intermediates, giving dibutyl hydrogen phosphate as the terminal metabolite (Sasaki et al 1984). Microsomal preparations from goldfish liver and killifish also resulted in dibutyl 3-hydroxybutyl phosphate and dibutyl hydrogen phosphate (Sasaki et al 1985).

Purification Methods

The main contaminants in commercial samples are organic pyrophosphates, monoand dibutyl phosphates and butanol. It is purified by washing successively with 0.2M HNO3 (three times), 0.2M NaOH (three times) and water (three times), then fractionally distilled under vacuum. [Yoshida J Inorg Nucl Chem 24 1257 1962.] It has also been purified via its uranyl nitrate addition compound, obtained by saturating the crude phosphate with uranyl nitrate. This compound is crystallised three times from n-hexane by cooling to -40o, and then decomposed by washing with Na2CO3 and water. Hexane is removed by steam distillation; the water is then evaporated under reduced pressure, and the residue is distilled under reduced pressure. [Siddall & Dukes J Am Chem Soc 81 790 1959.] Alternatively, wash it with water, then with 1% NaOH or 5% Na2CO3 for several hours, then finally with water. Dry it under reduced pressure and fractionate it carefully under vacuum. It is a stable colourless oil, sparingly soluble in H2O (1mL dissolves in 165mL of H2O), but freely miscible in organic solvents. [Kuivila & Masterton J Am Chem Soc 74 4953 1952, Cox & Westheimer J Am Chem Soc 80 5441 1958, 31P NMR: Van Wazer J Am Chem Soc 78 5715 1956, Fertig et al. J Chem Soc 1488 1957, Beilstein 1 IV 1531.]

Tributyl phosphate Preparation Products And Raw materials

Raw materials

Preparation Products


Tributyl phosphate Suppliers

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View Lastest Price from Tributyl phosphate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-21 Tributyl phosphate
126-73-8
US $1.00 / kg 1g 99% 100KG career henan chemical co

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