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Cas Database

998-40-3

998-40-3

Identification

  • Product Name:Tributylphosphine

  • CAS Number: 998-40-3

  • EINECS:213-651-2

  • Molecular Weight:202.32

  • Molecular Formula: C12H27P

  • HS Code:HOSPHINE PRODUCT IDENTIFICATION

  • Mol File:998-40-3.mol

Synonyms:Phosphine, tributyl-;Tributylfosfin;Tri-n-butylphosphine;

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Safety information and MSDS view more

  • Pictogram(s):CorrosiveC; FlammableF; IrritantXi

  • Hazard Codes:Xi,F,C,T

  • Signal Word:Danger

  • Hazard Statement:H250 Catches fire spontaneously if exposed to airH302 Harmful if swallowed H312 Harmful in contact with skin H314 Causes severe skin burns and eye damage H318 Causes serious eye damage H411 Toxic to aquatic life with long lasting effects

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:Tri-n-butylphosphine
  • Packaging:25g
  • Price:$ 65
  • Delivery:In stock
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-butylphosphine, min. 93%
  • Packaging:100g
  • Price:$ 54
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-butylphosphine, 99%
  • Packaging:25g
  • Price:$ 64
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-butylphosphine, 99% (10 wt% in hexanes)
  • Packaging:250g
  • Price:$ 106
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-butylphosphine, 99%
  • Packaging:500g
  • Price:$ 767
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-butylphosphine, 99%
  • Packaging:100g
  • Price:$ 192
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-butylphosphine, 99% (10 wt% in hexanes)
  • Packaging:1kg
  • Price:$ 233
  • Delivery:In stock
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-butylphosphine, min. 93%
  • Packaging:500g
  • Price:$ 216
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tri-n-butylphosphine 97%
  • Packaging:25ml
  • Price:$ 202
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributylphosphine ≥93.5% (Tri-
  • Packaging:500ml
  • Price:$ 199
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Relevant articles and documentsAll total 48 Articles be found

Sato, M.,Sato, F.,Yoshida, T.

, p. 415 - 419 (1971)

An Electron Spin Resonance Study of Alkyl Radical Addition to Diethyl Vinylphosponate

Baban, Jehan A.,Roberts, Brian P.

, p. 161 - 166 (1981)

The irreversible addition of alkyl radicals to diethyl vinylphosphonate to give the α-phosphorylalkyl radicals (1) has been studied by e.s.r. spectroscopy at 233 K in hydrocarbon solvents.The rate constants for addition (kadd) have been determined relative to those (2kAt) for self-reaction of (1) for a series of addenda.The values of 2kAt have been measured in separate kinetic e.s.r. experiments for (1; R = Me) (2.0 x 1E9 dm3mol-1s-1) and (1; R = But) (5.0 x 1E8 dm3mol-1s-1) and thus absolute values of kadd were obtained.The rate constant kadd increases along the series R. = Me. (2.5 x 1E3 dm3mol-1s-1 ) prim. sec. t. (5.9 x 1E4 dm3mol-1s-1) and this order is interpreted in terms of the over-riding importance of polar effects in determining the size of the barrier for addition of these nucleophilic radicals to the electron deficient alkene.R. + H2C=CHP(O)(OEt)2 --> RCH2C.HP(O)(OEt)2 (1)

Kinetics and mechanism of the reaction of bis-μ-diethylphosphidobis(tetracarbonylmanganese) with tri-n-butylphosphine

Basato, Marino

, p. 173 - 180 (1993)

The dinuclear phosphido-bridged manganese complex undergoes thermal CO substitution by PnBu3 in decalin to give nBu3)> and nBu3P)(OC)3Mn(μ-PEt2)2Mn(CO)3(PnBu3)>.A kinetic study of the first CO/PnBu3 exchange indicates that all substitutions for the forward and reverse reactions occur via a dissociative mechanism.The rate of CO dissociation is rather low (k = 6.27 * 10-5 s-1 at 130 deg C), mainly as a consequence of a high activation enthalpy (ΔH* = 165 kJ mol-1).The discriminating ability ofthe resulting coordinatively unsaturated intermediate is only slightly in favour of attack of the more basic PnBu3 compared to CO, as indicated by the values of the competition rate ratio nBu3) = 0.36-0.47>.This behaviour is compared with that of the isostructural chromium complex and discussed in the light of the electronic and structural features related to the metal-metal distance in the two complexes (Mn-Mn = 3.675 Angstroem, Cr-Cr = 2.905 Angstroem, for the μ-PMe2 derivatives).

Reaktionen von Phosphanen und Arsanen mit Diselenkomplexen

Frank, Lutz-R.,Evertz, Kaspar,Zsolnai, Laszlo,Huttner, Gottfried

, p. 179 - 188 (1987)

The compound Se2 (1) reacts with primary arsanes and phosphanes, and migration of the carbonylmetal fragment Cp'Mn(CO)2 (Cp'=CH3C5H4) from the selenium to the arsenic or phosphorus center occurs.Products of these reactions are diselena-diarsetanes (4) or diselena-diphosphetanes (5).During the reaction of arsanes with 1, arsinidene complexes (2) are obtained in very good yields.Compounds with a P-Se-P unit (6) can be isolated as by-products of the reaction of phosphanes with 1.

Sato, M.,Sato, F.,Yoshida, T.

, p. C49 - C50 (1971)

New insights into the mechanism of reduction of tertiary phosphine oxides by means of phenylsilane

Demchuk, Oleg M.,Jasiński, Radomir,Pietrusiewicz, K. Micha?

, p. 441 - 448 (2015)

The mechanism of the reduction of phosphine oxides by PhSiH3 was established on the basis of kinetic measurements and Density Functional Theory (DFT) calculations. In particular, it has been proved that the model reaction between tri-nbutylphosphine oxide and phenylsilane occurs via a nonpolar mechanism. The data presented herein allow prediction and verification of the applicability of the new reduction reagents and conditions for industrially attractive processes.

A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics

García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.

supporting information, (2022/01/04)

The kinetics of quinuclidine displacement of BH3 from a wide range of Lewis base borane adducts have been measured. Parameterization of these rates has enabled the development of a nucleofugality scale (NFB), shown to quantify and predict the leaving group ability of a range of other Lewis bases. Additivity observed across a number of series R′3-nRnX (X = P, N; R′ = aryl, alkyl) has allowed the formulation of related substituent parameters (nfPB, nfAB), providing a means of calculating NFB values for a range of Lewis bases that extends far beyond those experimentally derived. The utility of the nucleofugality parameter is explored by the correlation of the substituent parameter nfPB with the hydrolyses rates of a series of alkyl and aryl MIDA boronates under neutral conditions. This has allowed the identification of MIDA boronates with heteroatoms proximal to the reacting center, showing unusual kinetic lability or stability to hydrolysis.

Reductive conversion of phosphoryl P(O) compounds to trivalent organophosphines R3P

Zhang, Jian-Qiu,Han, Li-Biao

supporting information, (2021/02/20)

By introducing trimethylsilyl chloride (TMSCl), the pentavalent phosphoryl P(V) compounds such as triphenylphosphine oxides, secondary phosphine oxides etc., were readily converted to the corresponding R2P(OTMS) intermediates, that can further react efficiently with an electrophile R'X or with a nucleophile R'Li to produce the corresponding trivalent phosphines R2PR’. Chiral phosphines could also be obtained stereospecifically by this strategy.

The Trityl-Cation Mediated Phosphine Oxides Reduction

Landais, Yannick,Laye, Claire,Lusseau, Jonathan,Robert, Frédéric

supporting information, p. 3035 - 3043 (2021/05/10)

Reduction of phosphine oxides into the corresponding phosphines using PhSiH3 as a reducing agent and Ph3C+[B(C6F5)4]? as an initiator is described. The process is highly efficient, reducing a broad range of secondary and tertiary alkyl and arylphosphines, bearing various functional groups in generally good yields. The reaction is believed to proceed through the generation of a silyl cation, which reaction with the phosphine oxide provides a phosphonium salt, further reduced by the silane to afford the desired phosphine along with siloxanes. (Figure presented.).

Reversing Lewis acidity from bismuth to antimony

Balasubramaniam, Selvakumar,Jemmis, Eluvathingal D.,Kumar, Sandeep,Sharma, Deepti,Venugopal, Ajay

supporting information, p. 8889 - 8892 (2021/09/10)

Investigations on the boundaries between the neutral and cationic models of (Mesityl)2EX (E = Sb, Bi and X = Cl?, OTf?) have facilitated reversing the Lewis acidity from bismuth to antimony. We use this concept to demonstrate a higher efficiency of (Mesityl)2SbOTf(Mesityl)2BiOTf in the catalytic reduction of phosphine oxides to phosphines. The experiments supported with computations described herein will find use in designing new Lewis acids relevant to catalysis.

Exploring an Umpolung strategy for quaternization of phosphorus

Vetter, Anna C.,Nikitin, Kirill,Gilheany, Declan G.

, p. 339 - 342 (2019/03/07)

We propose a new, potentially widely-applicable, Umpolung approach for the synthesis of quaternary phosphonium salts R3PR1 X (X = Cl, Br) from phosphine oxides R3PO. The new organic group R1 is introduced via nucleophilic attack on an intermediate halophosphonium salt using a Grignard reagent R1MgX and replaces the traditional phosphine quaternization approach. Consequently, the new method does not suffer from the limited availability of many parent phosphines and is much faster than standard quaternization.

Process route upstream and downstream products

Process route

n-butylphosphine
1732-74-7

n-butylphosphine

di-n-butylphosphine
1732-72-5

di-n-butylphosphine

tributylphosphine
998-40-3

tributylphosphine

Conditions
Conditions Yield
at 25 ℃; UV-Licht.Irradiation;
di-tert-butyl peroxide
110-05-4

di-tert-butyl peroxide

n-butylphosphine
1732-74-7

n-butylphosphine

di-n-butylphosphine
1732-72-5

di-n-butylphosphine

tributylphosphine
998-40-3

tributylphosphine

Conditions
Conditions Yield
at 122 ℃;
tributyl-(2,2-diphenyl-ethyl)-phosphonium; hydroxide

tributyl-(2,2-diphenyl-ethyl)-phosphonium; hydroxide

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

tributylphosphine
998-40-3

tributylphosphine

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
Conditions Yield
bei der Destillation unter vermindertem Druck;
methylmagnesium bromide
75-16-1

methylmagnesium bromide

1,4-bis(bromomagnesium)butane
23708-47-6

1,4-bis(bromomagnesium)butane

tributylphosphine
998-40-3

tributylphosphine

dibutyl-methyl-phosphine
33374-48-0

dibutyl-methyl-phosphine

trimethylphosphane
594-09-2

trimethylphosphane

Conditions
Conditions Yield
With phosphorus trichloride; In tetrahydrofuran; at 20 ℃; for 0.666667h; Inert atmosphere;
tri-n-butyl(ethoxycarbonylmethylene)phosphorane
17343-82-7

tri-n-butyl(ethoxycarbonylmethylene)phosphorane

tributylphosphine
998-40-3

tributylphosphine

Tributylphosphine oxide
814-29-9

Tributylphosphine oxide

diethyl Fumarate
623-91-6

diethyl Fumarate

Conditions
Conditions Yield
With water; 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate; In tetrahydrofuran; -30 deg C, 30 min; -30 deg C to RT;
48%
[bis(tributylphosphine)nickeldichloride]
30759-83-2,16610-41-6,19615-74-8,15274-43-8

[bis(tributylphosphine)nickeldichloride]

Ni{MeCN}6<sup>(2+)</sup>
15554-59-3

Ni{MeCN}6(2+)

tributylphosphine
998-40-3

tributylphosphine

chloride
16887-00-6

chloride

Conditions
Conditions Yield
In acetonitrile; Electrochem. Process; polarography of 10(exp-3) M solution;
tributylphosphine-carbon disulfide adduct
58758-29-5

tributylphosphine-carbon disulfide adduct

carbon disulfide
75-15-0,12122-00-8

carbon disulfide

tributylphosphine
998-40-3

tributylphosphine

Conditions
Conditions Yield
In acetonitrile; at 24.84 ℃; Concentration; Pressure; Reagent/catalyst; Solvent; Equilibrium constant; Kinetics; Thermodynamic data;
diethyl ether
60-29-7,927820-24-4

diethyl ether

tributylphosphine-carbon disulfide adduct
58758-29-5

tributylphosphine-carbon disulfide adduct

carbon disulfide
75-15-0,12122-00-8

carbon disulfide

tributylphosphine
998-40-3

tributylphosphine

Conditions
Conditions Yield
ethanol
64-17-5

ethanol

tributylphosphine-carbon disulfide adduct
58758-29-5

tributylphosphine-carbon disulfide adduct

carbon disulfide
75-15-0,12122-00-8

carbon disulfide

tributylphosphine
998-40-3

tributylphosphine

Conditions
Conditions Yield
1-bromo-butane
109-65-9

1-bromo-butane

tributylphosphine
998-40-3

tributylphosphine

Tributylphosphine oxide
814-29-9

Tributylphosphine oxide

Conditions
Conditions Yield
With phosphorous; tris(2,2'-bipyridine)nickel(II) tetrafluoroborate; In N,N-dimethyl-formamide; at 50 ℃; Electrochemical reaction; Mg anode;
11%
55%
With phosphorous; In N,N-dimethyl-formamide; Electrochemical reaction; Mg anode;
55%
11%
With phosphorus; potassium hydroxide; hydrazine hydrate; N-benzyl-N,N,N-triethylammonium chloride; In toluene; at 80 - 85 ℃; for 5h;
31%
6%

Global suppliers and manufacturers

Global( 177) Suppliers
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  • Simagchem Corporation
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  • Chemwill Asia Co., Ltd.
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  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
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  • LIDE PHARMACEUTICALS LIMITED
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-25-58409506
  • Emails:lide@lidepharma.com
  • Main Products:56
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  • Shanghai Upbio Tech Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-52196435
  • Emails:upbiocn@hotmail.com
  • Main Products:88
  • Country:China (Mainland)
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