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674591

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

Name: (<I>R</I>)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol
Brand: ALDRICH

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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

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Properties

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

Description

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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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Enantioselective direct aza hetero-Diels-Alder reaction catalyzed by chiral Brønsted acids.

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

3,3'-Bis(trisarylsilyl)-substituted binaphtholate rare earth metal catalysts for asymmetric hydroamination.

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

SKU	GTIN
674591-100MG	04061832987002