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Tributylphosphine information


Tributylphosphine

  Phosphorus, P
  Carbon, C
  Hydrogen, H
Names
Preferred IUPAC name
Tributylphosphane
Other names
Tributylphosphine
Identifiers
CAS Number
  • 998-40-3 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL3185473
ChemSpider
  • 13231 ☒N
ECHA InfoCard 100.012.410 Edit this at Wikidata
EC Number
  • 213-651-2
PubChem CID
  • 13831
UNII
  • 0O52FJR7WN checkY
UN number 3254
CompTox Dashboard (EPA)
  • DTXSID9046998 Edit this at Wikidata
InChI
  • InChI=1/C12H27P/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3
    Key: TUQOTMZNTHZOKS-UHFFFAOYAQ
SMILES
  • CCCCP(CCCC)CCCC
Properties
Chemical formula
P(CH2CH2CH2CH3)3
Molar mass 202.322 g·mol−1
Appearance Colorless oily liquid
Odor Stench, nauseating
Density 0.82 g/ml
Melting point −60 °C; −76 °F; 213 K
Boiling point 240 °C; 464 °F; 513 K (150 °C (302 °F; 423 K) at 50 mmHg)
Solubility in water
negligible
Solubility organic solvents such as heptane
Related compounds
Related
  • Trimethylphosphine
  • Triphenylphosphine
  • Tributylamine
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Stench, Flammable, Corrosive
GHS labelling:
Pictograms
GHS02: FlammableGHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
Signal word
Danger
Hazard statements
H226, H250, H251, H302, H312, H314, H411
Precautionary statements
P210, P222, P233, P235+P410, P240, P241, P242, P243, P260, P264, P270, P273, P280, P301+P312, P301+P330+P331, P302+P334, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P363, P370+P378, P391, P403+P235, P405, P407, P413, P420, P422, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazards (white): no code
1
3
2
Flash point 117 °C (243 °F; 390 K)
Autoignition
temperature
168 °C (334 °F; 441 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
750 mg/kg (oral, rats)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Tributylphosphine is the organophosphorus compound with the chemical formula P(CH2CH2CH2CH3)3, often abbreviated as PBu3. It is a tertiary phosphine. It is an oily liquid at room temperature, with a nauseating odor. It reacts slowly with atmospheric oxygen, and rapidly with other oxidizing agents, to give the corresponding phosphine oxide. It is usually handled using air-free techniques.

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Tributylphosphine

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Tributylphosphine is the organophosphorus compound with the chemical formula P(CH2CH2CH2CH3)3, often abbreviated as PBu3. It is a tertiary phosphine....

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Staudinger reaction

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azide to an amine. Triphenylphosphine or tributylphosphine are most commonly used, yielding tributylphosphine oxide or triphenylphosphine oxide as a side...

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Tributylamine

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Hazards Flash point 86 °C (187 °F; 359 K) Related compounds Related Tributylphosphine Except where otherwise noted, data are given for materials in their...

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Hydroformylation

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aldehydes and ketones. Subsequent work demonstrated that the ligand tributylphosphine (PBu3) improved the selectivity of the cobalt-catalysed process. The...

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Phosphine telluride

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yellow solids. Phosphine tellurides like trioctylphoshine telluride, tributylphosphine telluride and tricyclohexylphosphine telluride are reagents used in...

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Grieco elimination

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Grieco. The alcohol first reacts with o-nitrophenylselenocyanate and tributylphosphine to form a selenide via a nucleophilic substitution on the electron-deficient...

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Trioctylphosphine selenide

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produce lead selenide. "Trioctylphosphine Selenide (TOPSe 15-6657) and Tributylphosphine Sulfide (TBPS 15-6658) for Quantum Dot Preparation". {{cite journal}}:...

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Dimethylphosphine

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synthesis involves the reduction of tetramethyldiphosphine disulfide with tributylphosphine: (CH3)2P(S)−P(S)(CH3)2 + P((CH2)3CH3)3 + H2O → (CH3)2PH + SP((CH2)3CH3)3...

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Cadmium selenide

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amines and phosphines (ref). A ligand exchange reaction in which tributylphosphine ligands were displaced by primary alkylamine ligands on chloride terminated...

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Carbometalation

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reaction the Grignard reagent combines with iron acetylacetonate and tributylphosphine to give an ill-defined aryliron intermediate, which then reacts with...

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Aziridines

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with the use of trialkyl phosphines such as trimethylphosphine or tributylphosphine. Aziridines are reactive substrates in ring-opening reactions with...

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Ei mechanism

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to form an oxaphosphonium salt. The aryl selenium anion displaces tributylphosphine oxide forming the alkyl aryl selenide species. The selenide is then...

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Organoselenium chemistry

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similar selenoxide elimination using o-nitrophenylselenocyanate and tributylphosphine to cause the elimination of the elements of H2O. A. Krief, L. Hevesi...

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Nickel compounds

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include triphenylphosphine, triphenoxyphosphine, trimethoxyphosphine, tributylphosphine, triethoxyphosphine, triethylisonitrolphosphine, triphenylarsine,...

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Phenylcopper

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varying amounts of benzene and biphenyl. It forms stable complexes with tributylphosphine and triphenylphosphine. When dissolved in dimethyl sulfide, phenylcopper...

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Christina Moberg

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doctorate considered nickelocene, cobaltocene and cyclopentadienyl (tributylphosphine)-copper in organic synthesis. After earning her doctorate, Moberg...

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Hydrophosphination

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Ultraviolet irradiation. In this way, the commercially important tributylphosphine and trioctylphosphine are prepared in good yields from 1-butene and...

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Edwin Vedejs

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1002/9780470147306.ch1. ISBN 9780470147306. Vedejs E, Diver ST (1 April 1993). "Tributylphosphine: a remarkable acylation catalyst". Journal of the American Chemical...

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Transition metal indenyl complex

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of the indenyl ligand from η5 to η3. The corresponding reaction of tributylphosphine with (η5-C5H5)Mo(CO)3CH3 was 10 x slower. The term indenyl effect...

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List of compounds with carbon number 16

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octaglycine 38416-68-1 C16H26O decyloxybenzene 35021-67-1 C16H27FeO4P tributylphosphine iron tetracarbonyl 18474-82-3 C16H28 tricyclopentylmethane 3752-92-9...

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