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84680-95-5

84680-95-5 Structure

84680-95-5 Structure
IdentificationBack Directory
[Name]

1,1'-BIS(DI-TERT-BUTYLPHOSPHINO)FERROCENE
[CAS]

84680-95-5
[Synonyms]

DBtPF
98% DtBPF
1,1'-Bis(di-tert-butylphosphin
1,1'-BIS(DI-T-BUTYLPHOSPHINO)FERROCENE
1,1'-BIS(DI-TERT-BUTYLPHOSPHINO)FERROCENE
1,1'-Bis(di-tert-butylphosphiNA)ferrocene
1,1'-Bis(di-t-butylphosphino)ferrocene,DtBPF
1,1'-Bis(di-tert-butylphosphino)ferrocene ,98%
1,1'-Bis(di-t-butylphosphino)ferrocene,min.98%
1,1'-Bis(di-t-butylphosphino)ferrocene, min. 98%
BIS[(DI-TERT-BUTYLPHOSPHINO)CYCLOPENTADIENYL]IRON
1,1'-Bis(di-t-butylphosphino)ferrocene,98% DtBPF
1,1'-Bis(di-tert-butylphosphino)ferrocene,min. 98%
1,1'-Bis[bis(1,1-diMethylethyl)phosphino]ferrocene
1,1'-Bis(di-t-butylphosphino)ferrocene, min. 98% DTBPF
[EINECS(EC#)]

1533716-785-6
[Molecular Formula]

C26H44FeP2 10*
[MDL Number]

MFCD01630818
[MOL File]

84680-95-5.mol
[Molecular Weight]

474.42
Chemical PropertiesBack Directory
[Melting point ]

181-182°C (dec.)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

crystal
[color ]

orange to red
[Water Solubility ]

Insoluble in water.
[InChI]

InChI=1S/2C13H22P.Fe/c2*1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;/h2*7-10H,1-6H3;
[InChIKey]

FPLSJBJGQLJLSV-UHFFFAOYSA-N
[SMILES]

P(C(C)(C)C)(C(C)(C)C)[C]1[CH][CH][CH][CH]1.P(C(C)(C)C)(C(C)(C)C)[C]1[CH][CH][CH][CH]1.[Fe] |^1:9,10,11,12,13,23,24,25,26,27|
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

22-24/25-36/37/39-26
[WGK Germany ]

3
[TSCA ]

No
[HS Code ]

29319090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethyl acetate-->Tetrahydrofuran-->Dichloromethane-->n-Butyllithium-->Hexane-->Magnesium-->Phosphorus trichloride-->N,N,N',N'-Tetramethylethylenediamine-->2-Chloro-2-methylpropane-->Ferrocene-->Cinchonidine-->Di-tert-butylchlorophosphane-->2-Butanol-->Bromocyclohexane-->2,2'-Bipyridine
Hazard InformationBack Directory
[Chemical Properties]

1,1'-Bis(di-tert-butylphosphino)ferrocene has good stability and reactivity and can participate in a variety of organometallic catalytic reactions, such as diene complex formation, carbonyl insertion, addition, reduction and deoxygenation reactions.
[Uses]

1,1'-BIS(DI-TERT-BUTYLPHOSPHINO)FERROCENE is an organophosphine compound and can be used as an organometallic ligand.
[Uses]

The rate of palladium-catalyzed amination of unactivated aryl chlorides is accelerated by sterically hindered chelating alkyl phosphines, ie, 1,1'-bis(di-tert-butylphosphino)ferrocene.
[reaction suitability]

reaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Indole Forming Reactions
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
Questions And AnswerBack Directory
[Reaction]

  1. Ligand for synthesis of polycyclic indoles via Pd-catalyzed intramolecular heteroannulation.
  2. Ligand for the palladium-catalyzed intramolecular arylation of aryl bromides under mild conditions.
  3. Ligand for cross-coupling reactions between bromoarenes and potassium allyltrifluoroborates promoted by a catalyst prepared from Pd(OAc)2 and DTBPF selectively providing γ-coupling products.
  4. Ligand for the copper-catalyzed system for the ß-boration of of a variety of α,ß-unsaturated amides.
  5. Ligand for the synthesis of Paucifloral F and related indanone analogues via palladium-catalyzed α-arylation.
  6. Ligand for the Pd-carbon monoxide complex catalyzed hydroxycarbonylation of aryl halides.
  7. Ligand for the palladium-catalyzed β-C-glycosylation by decarboxylative allylation to normal pyran systems,and cis-2,6-disubstituted tetrahydropyrans.
  8. Pd-catalyzed dearomative indole bisfunctionalization via a diastereoselective arylcyanation.
  9. Ligand for the copper- DTBPF catalyzed C–H activation and carboxylation of terminal alkynes.
Reactions of 84680-95-5_1
Reactions of 84680-95-5_2
Spectrum DetailBack Directory
[Spectrum Detail]

1,1'-BIS(DI-TERT-BUTYLPHOSPHINO)FERROCENE(84680-95-5)1HNMR
1,1'-BIS(DI-TERT-BUTYLPHOSPHINO)FERROCENE(84680-95-5)31PNMR
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