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Merck
CN

790850

(S)-3,3′-Bis(4-trifluoromethylphenyl)-1,1′-binaphthyl-2,2′-disulfonimide

Synonym(s):

(11bS)-2,6-Bis[4-(trifluoromethyl)phenyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dithiazepine 3,3,5,5-tetraoxide

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About This Item

Empirical Formula (Hill Notation):
C34H19F6NO4S2
Molecular Weight:
683.64
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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InChI

1S/C34H19F6NO4S2/c35-33(36,37)23-13-9-19(10-14-23)27-17-21-5-1-3-7-25(21)29-30-26-8-4-2-6-22(26)18-28(20-11-15-24(16-12-20)34(38,39)40)32(30)47(44,45)41-46(42,43)31(27)29/h1-18,41H

SMILES string

O=S(C1=C(C2=C(C=CC=C3)C3=CC(C4=CC=C(C(F)(F)F)C=C4)=C2S5(=O)=O)C6=C(C=CC=C6)C=C1C7=CC=C(C(F)(F)F)C=C7)(N5)=O

InChI key

FQLCMGCITBTGMR-UHFFFAOYSA-N

form

solid

reaction suitability

reaction type: Aldol Reaction, reaction type: Allylation, reaction type: Carbonyl/Imine Addition, reaction type: Friedel-Crafts Alkylation

mp

340-360 °C

Application

Chiral Bronsted acid used in allylation of imines.

A Powerful Chiral Counteranion Motif for Asymmetric Catalysis

pictograms

Exclamation mark

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

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Articles

Asymmetric counteranion-directed catalysis (ACDC) has a number of valuable applications in enantioselective synthesis.

Related Content

The List group focuses on the development of new concepts in catalysis. Since 1999, this research group has pioneered the development of organocatalysis as the third pillar of stereoselective catalysis, along side biocatalysis and transition metal catalysis.

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