17763-91-6

Basic information

• Product Name: CATECHOL BIS(TRIFLUOROMETHANESULFONATE)
• Synonyms: CATECHOL BIS(TRIFLUOROMETHANESULFONATE)
• CAS NO: 17763-91-6
• Molecular Formula: C₈H₄F₆O₆S₂
• Molecular Weight: 374.23
• Product Categories: Organic Building Blocks;Organic Triflates;Sulfur Compounds
• Mol File: 17763-91-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 37-40 °C(lit.)
• Boiling Point: 92-95 °C1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.7186 (estimate)
• Vapor Pressure: 8.35E-05mmHg at 25°C
• Refractive Index: 1.457
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: CATECHOL BIS(TRIFLUOROMETHANESULFONATE)(CAS DataBase Reference)
• NIST Chemistry Reference: CATECHOL BIS(TRIFLUOROMETHANESULFONATE)(17763-91-6)
• EPA Substance Registry System: CATECHOL BIS(TRIFLUOROMETHANESULFONATE)(17763-91-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 17763-91-6(Hazardous Substances Data)

Usage

General Description

Catechol bis(trifluoromethanesulfonate) is a chemical compound with the molecular formula C14H6F6O12S2. It is commonly used as a reagent in organic synthesis and as a catalyst in various chemical reactions. CATECHOL BIS(TRIFLUOROMETHANESULFONATE) is a versatile building block in the production of pharmaceuticals, agrochemicals, and polymer materials. It is known for its high solubility in organic solvents, making it a popular choice for reactions that require a soluble, non-coordinating anion. Catechol bis(trifluoromethanesulfonate) is considered a stable and safe compound when handled and used in accordance with proper laboratory practices.

InChI:InChI=1/C8H4F6O6S2/c9-7(10,11)21(15,16)19-5-3-1-2-4-6(5)20-22(17,18)8(12,13)14/h1-4H

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 120-80-9 benzene-1,2-diol 
• 110-86-1 pyridine 
• 335-05-7 Trifluoromethanesulfonyl fluoride 
• 121-44-8 triethylamine 
• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 

Downstream Products

• 185038-15-7 1,2-di(hex-1-yn-1-yl)benzene 
• 1426341-81-2 (3S,3aR)-3a-hydroxymethyl-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole 
• 220316-73-4 2,3-bis-(3-phenylthiopropynyl)naphthalene 
• 73392-23-1 1,2-bis(trimethylsilylethynyl)benzene 

Relevant articles and documents

SuFEx-enabled, chemoselective synthesis of triflates, triflamides and triflimidates

Sulfur(vi) Fluoride Exchange (SuFEx) chemistry has emerged as a next-generation click reaction, designed to assemble functional molecules quickly and modularly. Here, we report the ex situ generation of trifluoromethanesulfonyl fluoride (CF3SO2F) gas in a two chamber system, and its use as a new SuFEx handle to efficiently synthesize triflates and triflamides. This broadly tolerated protocol lends itself to peptide modification or to telescoping into coupling reactions. Moreover, redesigning the SVI-F connector with a SO → SNR replacement furnished the analogous triflimidoyl fluorides as SuFEx electrophiles, which were engaged in the synthesis of rarely reported triflimidate esters. Notably, experiments showed H2O to be the key towards achieving chemoselective trifluoromethanesulfonation of phenols vs. amine groups, a phenomenon best explained - using ab initio metadynamics simulations - by a hydrogen bonded termolecular transition state for the CF3SO2F triflylation of amines. This journal is