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Cas Database

4731-53-7

4731-53-7

Identification

  • Product Name:Phosphine, trioctyl-

  • CAS Number: 4731-53-7

  • EINECS:225-234-2

  • Molecular Weight:370.643

  • Molecular Formula: C24H51P

  • HS Code:HOSPHINE PRODUCT IDENTIFICATION

  • Mol File:4731-53-7.mol

Synonyms:NSC 102529;Tri-n-octylphosphine;

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Safety information and MSDS view more

  • Pictogram(s):CorrosiveC, IrritantXi

  • Hazard Codes:C,Xi

  • Signal Word:Danger

  • Hazard Statement:H314 Causes severe skin burns and eye damage

  • 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

  • Manufacture/Brand
  • Product Description
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  • Manufacture/Brand:Usbiological
  • Product Description:Tri-n-octylphosphine
  • Packaging:25g
  • Price:$ 355
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Tri-N-octylphosphine
  • Packaging:5mL
  • Price:$ 45
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Tri-n-octylphosphine >85.0%(GC)
  • Packaging:500mL
  • Price:$ 330
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Tri-n-octylphosphine >85.0%(GC)
  • Packaging:100mL
  • Price:$ 110
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Tri-n-octylphosphine >85.0%(GC)
  • Packaging:25mL
  • Price:$ 39
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Tri-n-octylphosphine
  • Packaging:500 mL
  • Price:$ 356
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Tri-n-octylphosphine
  • Packaging:25 mL
  • Price:$ 40
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Tri-n-octylphosphine
  • Packaging:100 mL
  • Price:$ 98
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-octylphosphine, min. 97% TOP
  • Packaging:100g
  • Price:$ 92
  • Delivery:In stock
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-octylphosphine, min. 97% TOP
  • Packaging:25g
  • Price:$ 45
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Relevant articles and documentsAll total 12 Articles be found

On the mechanism of lead chalcogenide nanocrystal formation

Steckel, Jonathan S.,Yen, Brian K. H.,Oertel, David C.,Bawendi, Moungi G.

, p. 13032 - 13033 (2006)

On the basis of evidence from 31P NMR spectroscopy, and using PbSe as a model, we propose two simultaneous mechanisms through which monomers are formed in preparations of lead chalcogenide nanocrystals (NCs). In one mechanism, selenium is delivered as a Se2- species, whereas in the other, Se0 reacts with metal already reduced by the organophosphine. This latter mechanism helps explain the sensitivity of NC preparations to the purity of organophosphines and allows the rational modification of batch NC reactions to increase yield. Copyright

Rapid Metal-Free Formation of Free Phosphines from Phosphine Oxides

Provis-Evans, Cei B.,Emanuelsson, Emma A. C.,Webster, Ruth L.

supporting information, p. 3999 - 4004 (2018/09/21)

A rapid method for the reduction of secondary phosphine oxides under mild conditions has been developed, allowing simple isolation of the corresponding free phosphines. The methodology involves the use of pinacol borane (HBpin) to effect the reduction while circumventing the formation of a phosphine borane adduct, as is usually the case with various other commonly used borane reducing agents such as borane tetrahydrofuran complex (BH3?THF) and borane dimethyl sulfide complex (BH3?SMe2). In addition, this methodology requires only a small excess of reducing agent and therefore compares favourably not just with other borane reductants that do not require a metal co-catalyst, but also with silane and aluminium based reagents. (Figure presented.).

METHODS FOR PHOSPHINE OXIDE REDUCTION IN CATALYTIC WITTIG REACTIONS

-

Page/Page column 33; 34, (2014/09/29)

A method for increasing the rate of phosphine oxide reduction, preferably during a Wittig reaction comprising use of an acid additive is provided. A room temperature catalytic Wittig reaction (CWR) the rate of reduction of the phosphine oxide is increased due to the addition of the acid additive is described. Furthermore, the extension of the CWR to semi-stabilized and non-stabilized ylides has been accomplished by utilization of a masked base and/or ylide-tuning.

Breaking the ring through a room temperature catalytic wittig reaction

O'Brien, Christopher J.,Lavigne, Florie,Coyle, Emma E.,Holohan, Andrew J.,Doonan, Bryan J.

supporting information, p. 5854 - 5858 (2013/06/27)

One ring no longer rules them all: Employment of 2.5-10 mol % of 4-nitrobenzoic acid with phenylsilane led to the development of a room temperature catalytic Wittig reaction (see scheme). Moreover, these enhanced reduction conditions also facilitated the use of acyclic phosphine oxides as catalysts for the first time. A series of alkenes were produced in moderate to high yield and selectivity. Copyright

Reduction of phosphine oxides to phosphines with the InBr3/TMDS system

Pehlivan, Leyla,Métay, Estelle,Delbrayelle, Dominique,Mignani, Gérard,Lemaire, Marc

supporting information; experimental part, p. 3151 - 3155 (2012/05/31)

An efficient method for the reduction of phosphine oxide derivatives into their corresponding phosphines is described. The system InBr3/TMDS allows the reduction of different secondary and tertiary phosphine oxides as well as aliphatic and aromatic phosphine oxides.

General and selective copper-catalyzed reduction of tertiary and secondary phosphine oxides: Convenient synthesis of phosphines

Li, Yuehui,Das, Shoubhik,Zhou, Shaolin,Junge, Kathrin,Beller, Matthias

scheme or table, p. 9727 - 9732 (2012/07/14)

Novel catalytic reductions of tertiary and secondary phosphine oxides to phosphines have been developed. Using tetramethyldisiloxane (TMDS) as a mild reducing agent in the presence of copper complexes, PO bonds are selectively reduced in the presence of other reducible functional groups (FGs) such as ketones, esters, and olefins. Based on this transformation, an efficient one pot reduction/phosphination domino sequence allows for the synthesis of a variety of functionalized aromatic and aliphatic phosphines in good yields.

Process route upstream and downstream products

Process route

cyanex-921
78-50-2

cyanex-921

Conditions
Conditions Yield
With pinacolboronic acid; In acetonitrile; at 100 ℃; for 120h; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique;
57%
With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate; In various solvent(s); at 100 ℃; for 10h;
With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane; In toluene; at 100 ℃; for 18h; Inert atmosphere; Sealed tube;
With copper(II) trifluoromethanesulfonate; 1,1,3,3-Tetramethyldisiloxane; In toluene; at 100 ℃; Inert atmosphere;
70 %Spectr.
With phenylsilane; N-ethyl-N,N-diisopropylamine; 4-nitro-benzoic acid; In toluene; at 100 ℃; for 0.166667h; Inert atmosphere;
73 %Spectr.
With phenylsilane; N-ethyl-N,N-diisopropylamine; 4-nitro-benzoic acid; In toluene; at 100 ℃; for 0.166667h; Reagent/catalyst; Sealed tube; Inert atmosphere; Schlenk technique;
di-n-octylmagnesium
24219-37-2

di-n-octylmagnesium

Conditions
Conditions Yield
With phosphorus trichloride; iron(III)-acetylacetonate; In tetrahydrofuran; n-heptane; for 0.5h; Heating;
85%
With phosphorus trichloride;
84%
Conditions
Conditions Yield
With 2,2'-azobis(isobutyronitrile); phosphan; at 80 - 100 ℃; for 6h;
lead(II) oleate

lead(II) oleate

trioctylphosphane selenide
20612-73-1

trioctylphosphane selenide

lead(II) selenide

lead(II) selenide

Conditions
Conditions Yield
In further solvent(s); byproducts: tri-n-octylphosphine oxide, oleate anhydride; (C8H17)3PSe injected into soln. of Pb compd. in 1-octadecene; nanocrystals grown at 170°C over 40 min; monitored by (31)P NMR spectra;
0%
(Methoxycarbonylamino-methyl)-trioctyl-phosphonium; chloride
62779-16-2

(Methoxycarbonylamino-methyl)-trioctyl-phosphonium; chloride

Conditions
Conditions Yield
With sodium methylate; In methanol; diethyl ether;
Conditions
Conditions Yield
With sodium;
1-bromo-octane
111-83-1

1-bromo-octane

Conditions
Conditions Yield
With iodine; magnesium; phosphorus trichloride; Yield given. Multistep reaction; 1.) ether, reflux, 15 min.; 2.) reflux, 96 h.;
1-bromo-octane
111-83-1

1-bromo-octane

Conditions
Conditions Yield
Conditions
Conditions Yield
/BRN= 1765774/;
cyanex-921
78-50-2

cyanex-921

Conditions
Conditions Yield
With pinacolboronic acid; In acetonitrile; at 100 ℃; for 120h; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique;
57%
With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate; In various solvent(s); at 100 ℃; for 10h;
With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane; In toluene; at 100 ℃; for 18h; Inert atmosphere; Sealed tube;
With copper(II) trifluoromethanesulfonate; 1,1,3,3-Tetramethyldisiloxane; In toluene; at 100 ℃; Inert atmosphere;
70 %Spectr.
With phenylsilane; N-ethyl-N,N-diisopropylamine; 4-nitro-benzoic acid; In toluene; at 100 ℃; for 0.166667h; Inert atmosphere;
73 %Spectr.
With phenylsilane; N-ethyl-N,N-diisopropylamine; 4-nitro-benzoic acid; In toluene; at 100 ℃; for 0.166667h; Reagent/catalyst; Sealed tube; Inert atmosphere; Schlenk technique;

Global suppliers and manufacturers

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  • Hangzhou Dingyan Chem Co., Ltd
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  • Simagchem Corporation
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  • Chemwill Asia Co., Ltd.
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  • Amadis Chemical Co., Ltd.
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