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1159-54-2

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1159-54-2 Usage

Description

TRIS(4-CHLOROPHENYL)PHOSPHINE is a white to light yellow crystal powder, which is a phosphine compound with three 4-chlorophenyl groups attached to a central phosphorus atom. It is known for its catalytic properties and is widely used in various chemical reactions and processes.

Uses

Used in Pharmaceutical Industry:
TRIS(4-CHLOROPHENYL)PHOSPHINE is used as a catalyst for the preparation of chromans and (E,E)-1,3-dienes via the reaction of γ-substituted allenoates with aldehydes. This application is crucial in the synthesis of various pharmaceutical compounds and intermediates.
Used in Chemical Synthesis:
TRIS(4-CHLOROPHENYL)PHOSPHINE is used as a catalyst in solvent-free Heck reactions, which are important for the synthesis of various organic compounds and materials.
Used in Organic Chemistry:
TRIS(4-CHLOROPHENYL)PHOSPHINE is used as a co-catalyst in the regioselective carbomagnesiation of terminal alkynes and enynes with alkyl Grignard reagents. This application is essential for the selective synthesis of specific organic compounds.
Used in Coordination Chemistry:
TRIS(4-CHLOROPHENYL)PHOSPHINE is used as a co-catalyst in rhodium-catalyzed coordination-assisted regioselective alkenylation of aromatic C-H bonds with terminal silylacetylenes. This application is vital for the selective functionalization of aromatic compounds.
Used in Hydrogenation Reactions:
TRIS(4-CHLOROPHENYL)PHOSPHINE is used as a co-catalyst in rhodium-catalyzed hydrogenation reactions, which are important for the reduction of various functional groups in organic compounds.
Used in Allylation Reactions:
TRIS(4-CHLOROPHENYL)PHOSPHINE is used as a co-catalyst in platinum-catalyzed allylation reactions, which are crucial for the formation of carbon-carbon bonds in organic synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 1159-54-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,5 and 9 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1159-54:
(6*1)+(5*1)+(4*5)+(3*9)+(2*5)+(1*4)=72
72 % 10 = 2
So 1159-54-2 is a valid CAS Registry Number.
InChI:InChI=1/C18H12Cl3P/c19-13-1-7-16(8-2-13)22(17-9-3-14(20)4-10-17)18-11-5-15(21)6-12-18/h1-12H

1159-54-2 Well-known Company Product Price

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  • Aldrich

  • (249491)  Tris(4-chlorophenyl)phosphine  95%

  • 1159-54-2

  • 249491-1G

  • 535.86CNY

  • Detail

1159-54-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name TRIS(4-CHLOROPHENYL)PHOSPHINE

1.2 Other means of identification

Product number -
Other names Tris(p-chlorophenyl)phosphine

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:1159-54-2 SDS

1159-54-2Relevant articles and documents

Novel functionalized microporous organic networks based on triphenylphosphine

Zhang, Qiang,Yang, Yanqin,Zhang, Suobo

, p. 10024 - 10029 (2013)

This article describes the synthesis and functions of phosphine or phosphine oxide functionalized networks (PP-P or PP-PO; PP=porous polymer). These materials were predominantly microporous and exhibited high surface areas (SBET: 1284 and 1353 m2 g-1 for PP-P and PP-PO, respectively), with high CO2 (2.46 and 3.83 mmol g-1 for PP-P and PP-PO, respectively) uptake capacities. Pd nanoparticles can be simply incorporated into the functionalized networks (PP-P-Pd or PP-PO-Pd) through a facile one-step impregnation. A yield of 98 % was obtained in the Suzuki reaction between 1-chlorobenzene and p-tolylboronic acid with the PP-P-Pd system, which was higher than that obtained when PP-PO-Pd (53.2 %) or [Pd(PPh3)4] (38.2 %) was used as the catalyst. The superior catalytic ability of PP-P-Pd can be attributed to the structural features that incorporate triarylphosphine within a microporous structure. Phosphine sponges: Microporous polymers (see figure) with phosphine or phosphine oxide as connecting nodes were prepared. These materials exhibit high surface areas and excellent carbon dioxide capture capacities. Pd nanoparticles supported on the polymeric networks were also prepared; they exhibit high catalytic activity for Suzuki reactions. Copyright

Synthesis method of phosphine (III) compound

-

Paragraph 0020, (2021/11/27)

The invention aims to provide an aryl phosphine oxide compound as a raw material, wherein P=O keys are activated by an acid anhydride and alkali is continued. The preparation of the phosphine (III) compound is carried out under the action of a crown ether and a reducing agent. The method has the advantages of cheap and easily available raw materials, simple operation, high atomic economy and the like. Compared with a traditional reduction mode, the method is ingenious in design, waste emission is reduced, separation of intermediate products is omitted, and related reagents such as silicon hydrogen, aluminum, boron and the like with higher price can be avoided. And the reaction suitability is extensive.

Lewis Acidic Boranes, Lewis Bases, and Equilibrium Constants: A Reliable Scaffold for a Quantitative Lewis Acidity/Basicity Scale

Mayer, Robert J.,Hampel, Nathalie,Ofial, Armin R.

supporting information, p. 4070 - 4080 (2021/01/29)

A quantitative Lewis acidity/basicity scale toward boron-centered Lewis acids has been developed based on a set of 90 experimental equilibrium constants for the reactions of triarylboranes with various O-, N-, S-, and P-centered Lewis bases in dichloromethane at 20 °C. Analysis with the linear free energy relationship log KB=LAB+LBB allows equilibrium constants, KB, to be calculated for any type of borane/Lewis base combination through the sum of two descriptors, one for Lewis acidity (LAB) and one for Lewis basicity (LBB). The resulting Lewis acidity/basicity scale is independent of fixed reference acids/bases and valid for various types of trivalent boron-centered Lewis acids. It is demonstrated that the newly developed Lewis acidity/basicity scale is easily extendable through linear relationships with quantum-chemically calculated or common physical–organic descriptors and known thermodynamic data (ΔH (Formula presented.)). Furthermore, this experimental platform can be utilized for the rational development of borane-catalyzed reactions.

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