674605

(R)-3,3′-Bis[3,5-bis(trifluormethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl-Hydrogenphosphat

95%

• Synonym(e): (11bR)-2,6-Bis-[3,5-bis-(trifluormethyl)-phenyl]-4-hydroxydinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin-4-oxid, (R)-3,3′-Bis-[3,5-bis-(trifluormethyl)-phenyl]-1,1′-bi-2-naphthol-cycl.-Monophosphat
• Empirische Formel (Hill-System): C₃₆H₁₇F₁₂O₄P
• CAS-Nummer: 791616-62-1
• Molekulargewicht: 772.47
• MDL-Nummer: MFCD08689863
• UNSPSC-Code: 12352101
• PubChem Substanz-ID: 24885225
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 95%
• Form: solid
• Optische Aktivität: [α]20/D -220°, c = 1 in chloroform (typical)
• mp (Schmelzpunkt): 162-175 °C
• SMILES String: OP1(=O)Oc2c(cc3ccccc3c2-c4c(O1)c(cc5ccccc45)-c6cc(cc(c6)C(F)(F)F)C(F)(F)F)-c7cc(cc(c7)C(F)(F)F)C(F)(F)F
• InChI: 1S/C36H17F12O4P/c37-33(38,39)21-9-19(10-22(15-21)34(40,41)42)27-13-17-5-1-3-7-25(17)29-30-26-8-4-2-6-18(26)14-28(32(30)52-53(49,50)51-31(27)29)20-11-23(35(43,44)45)16-24(12-20)36(46,47)48/h1-16H,(H,49,50)
• InChIKey: DQORDVSQWPKAQJ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

(R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate is a BINOL-based chiral phosphoric acid, which can efficiently catalyze the nucleophilic addition to imine substrates. [BINOL=1,1′-bi-2-naphthol]

Anwendung

As a chiral Bronsted acid, BINOL- derived cyclic phosphoric acid (such as Akiyama chiral Bronsted acid) was also shown to be an efficient catalyst for the hydrophosphonylation of aldimines at room temperature.[1]

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves