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131274-22-1

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131274-22-1 Usage

Reaction

Air-stable, non-pyrophoric precursor of the Tri-t-butylphosphine ligand which is used in a variety of catalytic processes. Ligand for Suzuki cross-couplings. Ligand for Heck Reactions. Ligand for Stille Cross-couplings. Ligand for α-Arylation and vinylation of arylmandelic acid derivatives. Ligand for direct arylation of hetercycles Synthesis of benzocyclobutenes by C-H activation. Cross-coupling of Grignard reagents and aryl bromides. Palladium catalyzed annulation of haloanilines. Palladium-Catalyzed Acylation. Palladium Catalyzed Carbonylative Heck Reaction. Palladium-catalyzed aminosulfonylation. Palladium-catalyzed intramolecular C–O bond formation. Ruthenium-catalyzed cross-coupling of aldehydes with arylboronic acid.

Chemical Properties

white to light yellow crystal powde

Uses

Different sources of media describe the Uses of 131274-22-1 differently. You can refer to the following data:
1. suzuki reactionHindered Phosphine salt employed with a Pd(0)-15-membered, triolefinic, macrocyle in Suzuki cross-coupling reactions of aryl bromides and chlorides. Also used in Heck coupling of non-activated vinyl tosylates with electron deficient olefins.Ligand used in the Pd-catalyzed enantioselective α?arylation of N-boc-pyrrolidine.
2. Tri-tert-butylphosphonium Tetrafluoroborate is used in the synthesis of substituted biaryl compounds via palladium catalyzed tandem Heck-direct arylation and tandem- sequential Heck-direct arylation-hydrogenation. Also used in the synthesis of a novel organic dye with fluorenone as conjugation bridge which is used in dye sensitized solar cells.

Application

Tri-tert-butylphosphonium tetrafluoroborate is a ligand used in the palladium-catalyzed enantioselective alfa-arylation of N-boc-pyrrolidine. It is also used with a palladium(0)-15-membered, triolefinic, macrocyle in Suzuki cross-coupling reactions of aryl bromides and chlorides. Further, it is used in the Heck coupling of vinyl tosylates with olefins.

Check Digit Verification of cas no

The CAS Registry Mumber 131274-22-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,1,2,7 and 4 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 131274-22:
(8*1)+(7*3)+(6*1)+(5*2)+(4*7)+(3*4)+(2*2)+(1*2)=91
91 % 10 = 1
So 131274-22-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H27P.BF4/c1-10(2,3)13(11(4,5)6)12(7,8)9;2-1(3,4)5/h1-9H3;/q;-1/p+1

131274-22-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (T2584)  Tri-tert-butylphosphonium Tetrafluoroborate  >98.0%(T)

  • 131274-22-1

  • 1g

  • 690.00CNY

  • Detail
  • TCI America

  • (T2584)  Tri-tert-butylphosphonium Tetrafluoroborate  >98.0%(T)

  • 131274-22-1

  • 5g

  • 2,350.00CNY

  • Detail
  • Alfa Aesar

  • (L19752)  Tri-tert-butylphosphonium tetrafluoroborate, 97%   

  • 131274-22-1

  • 1g

  • 779.0CNY

  • Detail
  • Alfa Aesar

  • (L19752)  Tri-tert-butylphosphonium tetrafluoroborate, 97%   

  • 131274-22-1

  • 5g

  • 2591.0CNY

  • Detail
  • Aldrich

  • (578940)  Tri-tert-butylphosphoniumtetrafluoroborate  97%

  • 131274-22-1

  • 578940-1G

  • 664.56CNY

  • Detail
  • Aldrich

  • (578940)  Tri-tert-butylphosphoniumtetrafluoroborate  97%

  • 131274-22-1

  • 578940-5G

  • 2,300.22CNY

  • Detail
  • Aldrich

  • (578940)  Tri-tert-butylphosphoniumtetrafluoroborate  97%

  • 131274-22-1

  • 578940-100G

  • 28,817.10CNY

  • Detail

131274-22-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Tri-tert-butylphosphine tetrafluoroborate

1.2 Other means of identification

Product number -
Other names tritert-butylphosphanium,tetrafluoroborate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:131274-22-1 SDS

131274-22-1Relevant articles and documents

Convenient preparation of tri-tert-butylphosphonium tetrafluoroborate

Saget, Tanguy,Cramer, Nicolai

, p. 2369 - 2371 (2011)

The versatile tri-tert-butylphosphonium tetrafluoroborate ligand is prepared in a convenient, simple, and high-yielding procedure without the isolation of sensitive intermediates. Georg Thieme Verlag Stuttgart New York.

Process for synthesizing tri-tert-butylphosphonium tetrafluoroborate

-

Paragraph 0017; 0019-0020; 0022-0023; 0025-0026; ..., (2021/11/26)

A tert-butyl Grignard reagent is reacted with phosphorus trihalide and boron trifluoride, the reaction is finished, a hydrofluoric acid aqueous solution is added to form a salt, the layering is extracted, and the tri-tert-butylphosphonium - tetrafluoroborate is obtained through recrystallization. The method is simple, feasible, safe and environment-friendly. When the tert-butyl Grignard reagent is reacted with the phosphorus trihalide, the tert-butyl phosphorus intermediate acts in the reaction process by adding the boron trifluoride complex, thereby improving the halogen ion release property, improving the tri-substituted product to 94 - 95%, the reaction yield 85 - 87% and the organic solvent can be recycled.

Effect of side chain substituents on the electron injection abilities of unsymmetrical perylene diimide dyes

Dinalp, Haluk,Akar, Zuhal,Zafer, Ceylan,Li, Sddk

experimental part, p. 182 - 191 (2012/01/13)

Three near-infrared (NIR) absorbing unsymmetrical perylene diimide D-A-D type dyes containing 6-undecanoxy as donor group were utilized in dye-sensitized nanocrystalline TiO2 solar cells. Structure of the acceptor side of the molecules were improved by adding 4-[2-methyl-5-(cyanoacrylic acid)-3-thienyl]-phenyl (V), 3-carboxy-2-pyridil (VI) and 3-carboxy-2-pyrazyl (VII) moieties attached to one of the N-side of the dye. The relationship between the molecular structure of the acceptor sites of the dyes and the photovoltaic performances were discussed. Electrochemical measurements indicated that band gaps of the dyes were energetically favorable for electron injection from the excited state of the dyes to the conduction band of TiO2 nanoparticles. However, three dyes gave lower conversion efficiency on DSSC applications. Strong electron-withdrawing nature of perylene core might not permit to transfer the photo-generated electrons to the carboxyl groups anchoring to TiO2 surface, and then solar-to-electricity conversion efficiencies of the dyes were reduced.

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