Synonym: (11bR)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxydinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide; (R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-bi-2-naphthol cyclic monophosphate
CAS Number: 791616-62-1
Empirical Formula (Hill Notation): C36H17F12O4P
Molecular Weight: 772.47
Linear Formula: C36H17F12O4P
Product Type: Chemical
assay |
95% |
form |
solid |
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) |
InChI key |
DQORDVSQWPKAQJ-UHFFFAOYSA-N |
mp |
162-175 °C |
optical activity |
[α]20/D -220°, c = 1 in chloroform (typical) |
Quality Level |
100 |
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 |
Application: |
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. |
General description: |
(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] |
Packaging: |
100 mg in clear glass bottle |
Purity |
95% |
mp |
162-175 °C |
UNSPSC |
12352101 |