Tributyl phosphate

Tributyl phosphate
Spacefill model of Tributyl phosphate
Spacefill model of Tributyl phosphate
Ball and stick model of Tributyl phosphate
Ball and stick model of Tributyl phosphate
Names
Preferred IUPAC name
Tributyl phosphate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.004.365 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C12H27O4P/c1-4-7-10-14-17(13,15-11-8-5-2)16-12-9-6-3/h4-12H2,1-3H3 checkY
    Key: STCOOQWBFONSKY-UHFFFAOYSA-N checkY
  • 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
  • O=P(OCCCC)(OCCCC)OCCCC
Properties
C12H27O4P
Molar mass 266.318 g·mol−1
Appearance Colorless to pale-yellow liquid[1]
Density 0.9727 g/mL
Melting point −80 °C (−112 °F; 193 K)
Boiling point 289 °C (552 °F; 562 K)
0.4 g/L[2]
Vapor pressure 0.004 mmHg (25°C)[1]
1.4231 (at 20 °C) [3]
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
2
1
1
Flash point 146.1 °C (295.0 °F; 419.2 K)
Lethal dose or concentration (LD, LC):
1189 mg/kg (mouse, oral)
3000 mg/kg (rat, oral)[4]
227 ppm (cat, 4–5 h)
123 ppm (rat, 6 h)
117 ppm (rat)
2529 ppm (rat, 1 h)[4]
2214 ppm (cat, 5 h)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 5 mg/m3[1]
REL (Recommended)
 TWA 0.2 ppm (2.5 mg/m3)[1]
IDLH (Immediate danger)
 30 ppm[1]
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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.

  1. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0625". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ Velavendan, P; Sachithanantham, Ganesh; Pandey, N.K.; Geetha, R; Ahmed, M; Mudali, Kamachi; Natarajan, Rajamani (2012). "Studies on solubility of TBP in aqueous solutions of fuel reprocessing". Journal of Radioanalytical and Nuclear Chemistry. 295 (2): 1113–1117. doi:10.1007/s10967-012-1945-1. S2CID 95976379.
  3. ^ Pabst, Florian; Blochowicz, Thomas (December 2022). "On the intensity of light scattered by molecular liquids - Comparison of experiment and quantum chemical calculations". The Journal of Chemical Physics. 157 (24): 244501. Bibcode:2022JChPh.157x4501P. doi:10.1063/5.0133511. PMID 36586992.
  4. ^ a b c "Tributyl phosphate". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).