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14798

Sigma-Aldrich

(S)-(−)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene

puriss.

Sinonimo/i:

(S)-(−)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine), (S)-(−)-BINAP

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About This Item

Formula condensata:
[(C6H5)2PC10H6-]2
Numero CAS:
76189-56-5
Peso molecolare:
622.67
Beilstein:
5321443
Numero MDL:
MFCD00010805
Codice UNSPSC:
12352005
ID PubChem:
329750625

Grado

puriss.

Forma fisica

solid

Attività ottica

[α]20/D −239±5°, c = 0.3% in toluene

Purezza ottica

enantiomeric ratio: ≥99.5:0.5 (HPLC)

Punto di fusione

238-240 °C (lit.)
238-242 °C (dec.)

InChI

1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H
MUALRAIOVNYAIW-UHFFFAOYSA-N

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Applicazioni

Reactant involved in:
  • Enantioselective and diastereoselective unpoled carbonyl allylation
  • Syntehsis of organophophine oxides as anittumor agents
  • SN2 halogenation of hydroxy groups
  • Synthesis of BINAP complexes
  • Studies of conformational flexibility of BINAP chelates

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Sostituito da

N° Catalogo
Descrizione
Determinazione del prezzo

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
049264/1
049264/2
045561/1
49264/2
49264/1

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Kim-Hung Lam et al.
European journal of medicinal chemistry, 45(11), 5527-5530 (2010-09-14)
Following our previously reported pyridinyl phosphine oxides as antitumor agents, we targeted the commercially available C(2)-axial chiral organophosphine ligand catalysts, such as 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) 1 and 2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine (P-Phos) 2 as a convenient source for producing organophosphine oxides as antitumor leads.

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