Skip to Content
Merck
All Photos(2)

Key Documents

Safety Information

790885

Sigma-Aldrich

(R)-3,3′-Dibromo-1,1′-binaphthyl-2,2′-disulfonimide toluene complex

97%

Synonym(s):

(11bR)-2,6-Dibromodinaphtho[2,1-d:1′,2′-f][1,3,2]dithiazepine- 3,3,5,5-tetraoxide

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
(C20H11Br2NO4S2)2 · C6H5CH3
Molecular Weight:
1198.63
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

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

mp

306-310 °C

SMILES string

CC1=CC=CC=C1.BrC2=CC(C=CC=C3)=C3C(C4=C(C=CC=C5)C5=CC(Br)=C4S6(=O)=O)=C2S(N6)(=O)=O.BrC7=CC(C=CC=C8)=C8C(C9=C(C=CC=C%10)C%10=CC(Br)=C9S%11(=O)=O)=C7S(N%11)(=O)=O

InChI

1S/2C20H11Br2NO4S2.C7H8/c2*21-15-9-11-5-1-3-7-13(11)17-18-14-8-4-2-6-12(14)10-16(22)20(18)29(26,27)23-28(24,25)19(15)17;1-7-5-3-2-4-6-7/h2*1-10,23H;2-6H,1H3

InChI key

WQYRPPIFPJBANM-UHFFFAOYSA-N

Application

Chiral Bronsted acid amenable to modification at the 3 and 3′ positions.

A Powerful Chiral Counteranion Motif for Asymmetric Catalysis

Chiral Sulfonimide as a Brønsted Acid Organocatalyst for Asymmetric Friedel-Crafts Alkylation of Indoles with Imines

A href="http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201300956/abstract" target="_blank">Chiral N-Fluorodibenzenesulfonimide Analogues for Enantioselective Electrophilic Fluorination and Oxidative Fluorination

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

790885-VAR:
790885-BULK:
790885-250MG:
790885-1G:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Articles

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service