Tributyl phosphate

Tributyl phosphate

Identifiers
CAS Number	126-73-8 Y 6131-90-4 (trihydrate) N
3D model (Jmol)	Interactive image
ChEBI	CHEBI:35019 Y
ChemSpider	29090 Y
ECHA InfoCard	100.004.365
KEGG	C14439 Y
PubChem	31357
InChI InChI=1S/C12H27O4P/c1-4-7-10-14-17(13,15-11-8-5-2)16-12-9-6-3/h4-12H2,1-3H3 Y Key: STCOOQWBFONSKY-UHFFFAOYSA-N Y InChI=1/C12H27O4P/c1-4-7-10-14-17(13,15-11-8-5-2)16-12-9-6-3/h4-12H2,1-3H3 Key: STCOOQWBFONSKY-UHFFFAOYAN
SMILES O=P(OCCCC)(OCCCC)OCCCC
Properties
Chemical formula	C12H27O4P
Molar mass	266.32 g·mol−1
Appearance	Colorless to pale-yellow liquid
Density	0.9727 g/mL
Melting point	−80 °C (−112 °F; 193 K)
Boiling point	289 °C (552 °F; 562 K)
Solubility in water	1 mL/165 mL water
Vapor pressure	0.004 mmHg (25°C)
Hazards
Safety data sheet	External MSDS
NFPA 704	1 2 1
Flash point	146.1 °C (295.0 °F; 419.2 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)	1189 mg/kg (mouse, oral) 3000 mg/kg (rat, oral)
LC50 (median concentration)	227 ppm (cat, 4-5 hr) 123 ppm (rat, 6 hr) 117 ppm (rat) 2529 ppm (rat, 1 hr)
LCLo (lowest published)	2214 ppm (cat, 5 hr)
US health exposure limits (NIOSH):
PEL (Permissible)	TWA 5 mg/m3
REL (Recommended)	TWA 0.2 ppm (2.5 mg/m3)
IDLH (Immediate danger)	30 ppm
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Tributyl phosphate, known commonly as TBP, is an organophosphorus compound with the chemical formula (CH₃CH₂CH₂CH₂O)₃PO. This colourless, odorless liquid finds some applications as an extractant and a plasticizer. It is an ester of phosphoric acid with n-butanol.

Tributyl phosphate is manufactured by reaction of phosphoryl chloride with n-butanol.

Production is estimated at 3,000–5,000 tonnes worldwide.

TBP is a solvent and plasticizer for cellulose esters such as nitrocellulose and cellulose acetate. It forms stable hydrophobic complexes with some metals; these complexes are soluble in organic solvents as well as supercritical CO₂. The major uses of TBP in industry are as a component of aircraft hydraulic fluid, brake fluid, and as a solvent for extraction and purification of rare earth metals from their ores.

TBP finds its use as a solvent in inks, synthetic resins, gums, adhesives (namely for veneer plywood) and herbicide and fungicide concentrates.