790753

(R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-disulfonimide

95%

• Synonym(s): (11bR)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dithiazepine 3,3,5,5-tetraoxide
• Empirical Formula (Hill Notation): C₃₆H₁₇F₁₂NO₄S₂
• CAS Number: 1174193-01-1
• Molecular Weight: 819.64
• MDL number: MFCD28009151
• UNSPSC Code: 12352005
• PubChem Substance ID: 329768237
• NACRES: NA.22

Properties

• Assay: 95%
• form: solid
• optical activity: [α]22/D -42.0°, c = 0.5% in chloroform
• reaction suitability: reaction type: Aldol Reaction; reaction type: Allylation; reaction type: Carbonyl/Imine Addition; reaction type: Friedel-Crafts Alkylation
• mp: 325-330 °C
• SMILES string: FC(F)(F)c1cc(cc(c1)C(F)(F)F)-c2cc3ccccc3c4-c5c(c(cc6ccccc56)-c7cc(cc(c7)C(F)(F)F)C(F)(F)F)S(=O)(=O)NS(=O)(=O)c24
• InChI: 1S/C36H17F12NO4S2/c37-33(38,39)21-9-19(10-22(15-21)34(40,41)42)27-13-17-5-1-3-7-25(17)29-30-26-8-4-2-6-18(26)14-28(32(30)55(52,53)49-54(50,51)31(27)29)20-11-23(35(43,44)45)16-24(12-20)36(46,47)48/h1-16,49H
• InChI key: DFXCMPXSCANWFA-UHFFFAOYSA-N

Description

Application

Chiral Bronsted acid demonstrated in Mukaiyama aldol reactions and Friedel-Crafts alkylation of indoles with sulfonyl imines. Precursor to chiral fluorinating reagent.

A Powerful Chiral Counteranion Motif for Asymmetric Catalysis

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

Chiral N-Fluorodibenzenesulfonimide Analogues for Enantioselective Electrophilic Fluorination and Oxidative Fluorination

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable