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Merck

674591

(R)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol

95%

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About This Item

Empirical Formula (Hill Notation):
C36H18F12O2
CAS Number:
756491-54-0
Molecular Weight:
710.51
UNSPSC Code:
12352005
PubChem Substance ID:
24885224
NACRES:
NA.22
MDL number:
MFCD08689862

Key Documents

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Quality Level

100

assay

95%

form

solid

optical activity

[α]22/D 45°, c = 1 in chloroform

mp

216-220 °C

functional group

fluoro

SMILES string

FC(F)(F)c1cc(cc(c1)c2cc3c(c(c2O)c4c5c(cc(c4O)c6cc(cc(c6)C(F)(F)F)C(F)(F)F)cccc5)cccc3)C(F)(F)F

InChI

1S/C36H18F12O2/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(31(27)49)30-26-8-4-2-6-18(26)14-28(32(30)50)20-11-23(35(43,44)45)16-24(12-20)36(46,47)48/h1-16,49-50H

InChI key

PGXMYJSTCAQJBY-UHFFFAOYSA-N

Related Categories

Application

Precursor to a chiral Bronsted acid (680184) used to catalyze an enantioselective aza Diels-Alder reaction providing bicyclic lactams. Rare earth metal complexes of this chiral binapthol catalyze an intramolecular hydroamination of amino olefins leading to chiral pyrrolidines.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT5817
MKCJ7044
MKCD0531
MKBX6054V
MKBV4550V

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Hua Liu et al.
Organic letters, 8(26), 6023-6026 (2006-12-15)
[Structure: see text] The first chiral Brønsted acid-catalyzed asymmetric direct aza hetero-Diels-Alder reaction has been described. The phosphoric acids, prepared from binol and H8-binol derivatives, have shown catalytic ability for the reaction of cyclohexenone with N-PMP-benzaldimine. A chiral phosphoric acid
Denis V Gribkov et al.
Journal of the American Chemical Society, 128(11), 3748-3759 (2006-03-16)
Chiral 3,3'-bis(trisarylsilyl)-substituted binaphtholate rare earth metal complexes (R)-[Ln{Binol-SiAr3}(o-C6H4CH2NMe2)(Me2NCH2Ph)] (Ln = Sc, Lu, Y; Binol-SiAr3 = 3,3'-bis(trisarylsilyl)-2,2'-dihydroxy-1,1'-binaphthyl; Ar = Ph (2-Ln), 3,5-xylyl (3-Ln)) and (R)-[La{Binol-Si(3,5-xylyl)3}{E(SiMe3)2}(THF)2] (E = CH (4a), N (4b)) are accessible via facile arene, alkane, and amine elimination. They

Global Trade Item Number

SKUGTIN
674591-100MG04061832987002

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