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18899-64-4

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18899-64-4 Usage

General Description

1,2-Bis(phenylphosphino)ethane, also known as DPPE, is a chemical compound with the molecular formula C26H24P2. It is a phosphine ligand commonly used in coordination chemistry and organometallic chemistry for the synthesis of transition metal complexes. DPPE has two phosphine arms with phenyl groups attached to the phosphorus atoms, which confer steric and electronic properties that are favorable for binding to transition metal centers. 1,2-BIS(PHENYLPHOSPHINO)ETHANE is commonly used in catalytic applications for the synthesis of organic compounds and in the development of new materials with specific properties. Additionally, DPPE has been used in the preparation of metal complexes for use in molecular imaging and as catalysts in organic reactions.

Check Digit Verification of cas no

The CAS Registry Mumber 18899-64-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,8,9 and 9 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 18899-64:
(7*1)+(6*8)+(5*8)+(4*9)+(3*9)+(2*6)+(1*4)=174
174 % 10 = 4
So 18899-64-4 is a valid CAS Registry Number.
InChI:InChI=1/C14H16P2/c1-3-7-13(8-4-1)15-11-12-16-14-9-5-2-6-10-14/h1-10,15-16H,11-12H2

18899-64-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name phenyl(2-phenylphosphanylethyl)phosphane

1.2 Other means of identification

Product number -
Other names EINECS 242-649-4

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:18899-64-4 SDS

18899-64-4Relevant articles and documents

Mechanism of phosphorus-carbon bond cleavage by lithium in tertiary phosphines. An optimized synthesis of 1,2-bis(phenylphosphino)ethane

Dogan, John,Schulte, Jurgen B.,Swiegers, Gerhard F.,Wild, S. Bruce

, p. 951 - 957 (2000)

Conditions influencing the extent of P-C(aryl) vs P-C(alkyl) bond cleavage in the reaction of Ph2P(CH2)2PPh2 with lithium in THF have been investigated. The results complement and elucidate earlier work; they indicate that the mechanism of P-C bond cleavage in tertiary phosphines of this type involves a thermodynamic equilibrium between P-C(aryl) and P- C(alkyl) cleaved radicals and anions, followed by reaction and stabilization of these as lithium salts. The addition of water to the reaction mixture causes a reestablishment of the cleavage equilibrium prior to the formation of the secondary phosphines. A mechanism involving competitive release of leaving groups as the thermodynamically most stable anion or radical has been proposed. The preparation of (R*, R*)-(±)/(R*, S*)-PhP(H)(CH2)2P(H)Ph by this route has been optimized.

Zirconium-Catalyzed Intermolecular Double Hydrophosphination of Alkynes with a Primary Phosphine

Bange, Christine A.,Waterman, Rory

, p. 6413 - 6416 (2016)

Catalytic double hydrophosphination of internal alkynes and primary phosphines is possible using a zirconium complex, [κ5-N,N,N,N,C-(Me3SiNCH2CH2)2NCH2CH2NSiMe2CH]Zr (1). The reaction proceeds via stepwise hydrophosphination to give vinyl phosphine products, which can be isolated or further converted to the respective 1,2-bis(phosphino)ethane (i.e., double hydrophosphination). The catalysis is highly selective for formation of secondary phosphine products.

1,3,6-azadiphosphacycloheptanes: A novel type of heterocyclic diphosphines

Karasik, Andrey A.,Balueva, Anna S.,Moussina, Elvira I.,Naumov, Roman N.,Dobrynin, Alexey B.,Krivolapov, Dmitry B.,Litvinov, Igor A.,Sinyashin, Oleg G.

, p. 125 - 132 (2008/09/18)

The novel type of seven-membered cyclic diphosphines, namely 1,3,6-azadiphosphacycloheptanes, has been synthesized by condensation of 1,2-bis(phenylphosphino)ethane, formaldehyde, and primary amines (aniline, p-toluidine, benzylamine, and 5-aminoisophthalic acid) as a mixture of rac-and meso-stereoisomers. The structures of rac-stereo-isomers of N-tolyl and N-(3′,5′-dicarboxyphenyl)-substituted diphosphines were investigated by X-ray crystal structure analyses. The stereoisomers of N-(3′,5′- dicarboxyphenyl)-substituted compound were separated at a preparative scale, and their platinum(II) dichloride complexes were obtained. The corresponding meso-isomer readily forms P,P-chelate complex with [PtCl2(cod)], whereas the rac-stereoisomer forms oligomeric complex.

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