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681539

Sigma-Aldrich

(S)-(–)-3-3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol

95%

Synonym(s):

(1S)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]1,1′-binaphthalene-2,2′-diol

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About This Item

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

Assay

95%

form

(Powder or Crystals or Solid or Chunks)

optical activity

[α]22/D -56°, c = 1 in chloroform

mp

215-219 °C

SMILES string

Oc1c(cc2ccccc2c1-c3c(O)c(cc4ccccc34)-c5cc(cc(c5)C(F)(F)F)C(F)(F)F)-c6cc(cc(c6)C(F)(F)F)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

Application

(S)-(-)-3-3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol reacts with tin(IV) chloride to form a Sn(IV) aryloxide Lewis acid, which can catalyze asymmetric Diels-Alder reactions.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Design of chiral tin (IV) aryloxide as a mild Lewis acid catalyst for enantioselective Diels-Alder reaction.
Kano T, et al.
Tetrahedron Letters, 47(6), 873-875 (2006)

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