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1,1-BIS(DIPHENYLPHOSPHINO)ETHYLENE, also known as dppe, is a chemical compound with the formula C26H24P2. It is a white solid that is soluble in organic solvents. As a bidentate ligand, it can coordinate with two atoms in a coordination complex, making it a versatile component in various chemical reactions.

84494-89-3

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84494-89-3 Usage

Uses

Used in Organic Chemistry:
1,1-BIS(DIPHENYLPHOSPHINO)ETHYLENE is used as a ligand for enhancing the reactivity and stability of metal complexes in metal-catalyzed reactions. Its bidentate nature allows for the formation of more stable complexes, which is crucial for the success of these reactions.
Used in Coordination Chemistry:
In the field of coordination chemistry, 1,1-BIS(DIPHENYLPHOSPHINO)ETHYLENE is used as a ligand to stabilize metal complexes, which is essential for their application in various catalytic processes.
Used in Catalytic Hydrogenation:
1,1-BIS(DIPHENYLPHOSPHINO)ETHYLENE is used as a ligand in catalytic hydrogenation reactions, where it helps to facilitate the reduction of organic compounds by hydrogen gas in the presence of a metal catalyst.
Used in Cross-Coupling Reactions:
In cross-coupling reactions, 1,1-BIS(DIPHENYLPHOSPHINO)ETHYLENE is used as a ligand to improve the efficiency and selectivity of the reaction, enabling the formation of new carbon-carbon or carbon-heteroatom bonds.
Used in Synthetic Chemistry:
As a valuable tool in synthetic chemistry, 1,1-BIS(DIPHENYLPHOSPHINO)ETHYLENE is used as a ligand to stabilize and enhance the reactivity of metal complexes, which aids in the synthesis of complex organic molecules and pharmaceutical compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 84494-89-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,4,4,9 and 4 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 84494-89:
(7*8)+(6*4)+(5*4)+(4*9)+(3*4)+(2*8)+(1*9)=173
173 % 10 = 3
So 84494-89-3 is a valid CAS Registry Number.
InChI:InChI=1/C26H22P2/c1-22(27(23-14-6-2-7-15-23)24-16-8-3-9-17-24)28(25-18-10-4-11-19-25)26-20-12-5-13-21-26/h2-21H,1H2

84494-89-3 Well-known Company Product Price

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  • Aldrich

  • (377147)  1,1-Bis(diphenylphosphino)ethylene  98%

  • 84494-89-3

  • 377147-1G

  • 1,216.80CNY

  • Detail

84494-89-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-diphenylphosphanylethenyl(diphenyl)phosphane

1.2 Other means of identification

Product number -
Other names VDPP

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:84494-89-3 SDS

84494-89-3Relevant academic research and scientific papers

Diphosphine compounds: Part I. Novel biologically active 1,1′bis-and/or 1,2-cis-(diphenylphosphino-)ethene and their complexes [M(CO)n{Ph2P(CHn)nPPh2}] & [Cu(Cl)2{Ph2P(CHn)nPPh 2}], (M = W, Mo, Crn = 1,2...n)

Awad, Ibrahim M. A.,Hassan, Fatma S. M.,Mohamed, Adila E.,Al-Hossainy, Ahmed F.

, p. 1251 - 1266 (2004)

Interaction of [Ph2PC(=CH2)PPh2] (A) 1-3 and/or [Ph2P (CH=CH) PPh2](B) ligands in different molar ratio with hexacarbonyl metals M(CO)6 gives [M(CO)nPh2PC(=CH2)PPh2] and/or [M(CO)nPh2P (CH=CH)PPh2 where M=Cr, Mo or W, n = 2 and/or 4]. The carbon diphosphine complexes of type (A) which form four heteromemebered rings and/or type (B) form five heteromembered rings which reacts (addition reaction) with some different amines (methyl arnine, dimethyl anime), phenyl hydrazine and/or some of amino acids (glycine, alanine, aspartic acid, serene). The structures of A and/or B complexes and their amino derivatives have been characterized by using elemental analysis, IR spectra, 1HNMR,1H-{31P}-NMR, and mass spectra. Ligands and their complexes were screened in vitro to investigate the biological activities (antibacterial and antifungi). Interestingly, complexes are having strong and remarkable activities increases than the free ligands.

Nickel-catalyzed cross-coupling of diphenylphosphine with vinyl bromides and chlorides as a route to diphenylvinylphosphines

Shulyupin, Mstilsav O.,Chirkov, Evgeniy A.,Kazankova, Marina A.,Beletskaya, Irina P.

, p. 658 - 660 (2007/10/03)

An efficient nickel-catalyzed reaction for the phosphination of vinyl bromides and chlorides was developed. The procedure uses a combination of up to 1 mol% of nickel acetylacetonate, triethylamine and dimethylformamide as a solvent. The double bond geometry of the vinyl halides was retained under the reaction conditions.

Reactivity of carbanions stabilized by two alpha phosphorus groups

Goli,Grim

, p. 3631 - 3634 (2007/10/02)

The stabilized anion {[Ph2P(S)]2CH}- with lithium as counter cation 1a reacts with formaldehyde or benzaldehyde to give vinylidene phosphine sulfides [Ph2P(S)]2C=CHR, where R is H or Ph, respectively

Structure Comparison of H2C=C(PPh2)2 and Ph3P=C(PPh2)2. A Contribution to the P=C Double Bond Problem in Ylides

Schmidbaur, Hubert,Herr, Rudolf,Riede, Juergen

, p. 2322 - 2327 (2007/10/02)

Through a structure analysis of H2C=C(PPh2)2 (1) the conformation-determining effect of the C=C double bond could be compared with that of the P=C double bond in the ylide Ph3P=C(PPh2)2 (A).Single crystal X-ray diffraction of 1 showed that indeed analogous conformations of the Ph2P groups relative to the basic plane of the molecule are present in the solid.However, the directing influence is much weaker in 1 than in A, and in solution even at -75 deg C no non-equivalence of the P-atoms is detectable by 31P-NMR spectroscopy.The restricted rotation previously found for A is therefore attributed to the gauche effect of the lone pairs of electrons at PIII and the ylidic C atom.According to bond distances, no ?-interactions C=P can be diagnosed in 1, while significant contributions of this type seem to be valid for A.

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