121788-73-6

Basic information

• Product Name: (R,R)-N,N'-BIS(TRIFLUOROMETHANESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE
• Synonyms: bistrifluoromethanesulfonyldiphenylethylenediamine;(R,R)-1,2-BIS(TRIFLUOROMETHANESULFONAMIDO)-1,2-DIPHENYLETHANE;(R,R)-N,N'-BIS(TRIFLUOROMETHANESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE;(R,R)-N,N'-BIS(TRIFLUOROMETHYLSULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE;(R,R)-Bistrifluoromethanesulfonyldiphenylethylenediamine;N,N'-((1R,2R)-1,2-Diphenylethane-1,2-diyl)-bis(1,1,1-trifluoromethanesulfonamide);(1R,2R)-N,N'-Bis(trifluoromethanesulfonyl)-1,2-diphenyle thylenediamine;(1R,2R)-N,N'-Bis(trifluoromethanesulfonyl)-1,2-diphenyle thylenediamine,99%e.e.
• CAS NO: 121788-73-6
• Molecular Formula: C₁₆H₁₄F₆N₂O₄S₂
• Molecular Weight: 476.41
• Product Categories: Asymmetric Synthesis;Synthetic Organic Chemistry
• Mol File: 121788-73-6.mol

Chemical Properties

• Melting Point: 213 °C
• Boiling Point: 484.6°C at 760 mmHg
• Flash Point: 246.9°C
• Appearance: /
• Density: 1.537g/cm³
• Vapor Pressure: 1.51E-09mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• PKA: 4.15±0.40(Predicted)
• CAS DataBase Reference: (R,R)-N,N'-BIS(TRIFLUOROMETHANESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-N,N'-BIS(TRIFLUOROMETHANESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE(121788-73-6)
• EPA Substance Registry System: (R,R)-N,N'-BIS(TRIFLUOROMETHANESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE(121788-73-6)

Safety Data

• Hazardous Substances Data: 121788-73-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(R,R)-N,N'-BIS(TRIFLUOROMETHANESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE is used as a catalyst in organic synthesis for its high efficiency and compatibility with a wide range of functional groups. It facilitates olefin metathesis reactions, which are crucial for the formation of carbon-carbon double bonds in various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (R,R)-N,N'-BIS(TRIFLUOROMETHANESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE is used as a catalyst for the synthesis of complex organic molecules, including drug candidates. Its ability to promote olefin metathesis reactions allows for the efficient construction of molecular frameworks, leading to the development of novel therapeutic agents.
Used in Materials Science:
(R,R)-N,N'-BIS(TRIFLUOROMETHANESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE is utilized as a catalyst in the synthesis of advanced materials, such as polymers and polymer precursors. Its role in olefin metathesis reactions enables the creation of materials with unique properties, such as self-healing capabilities or stimuli-responsive behavior, which are valuable in various applications, including electronics, coatings, and biomedical devices.
Used in Research and Development:
In research and development, (R,R)-N,N'-BIS(TRIFLUOROMETHANESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE is employed as a catalyst to explore new reaction pathways and develop innovative synthetic methods. Its air stability and ease of handling make it an attractive choice for chemists working on the frontiers of organic chemistry, pushing the boundaries of chemical synthesis and discovery.

InChI:InChI=1/C16H14F6N2O4S2/c17-15(18,19)29(25,26)23-13(11-7-3-1-4-8-11)14(12-9-5-2-6-10-12)24-30(27,28)16(20,21)22/h1-10,13-14,23-24H/t13-,14-/m1/s1

Upstream product

• 421-83-0 trifluoromethane sulfonyl chloride 
• 35132-20-8 (R,R)-1,2-diphenylethylenediamine 

Relevant articles and documents

Chiral bis(N-sulfonylamino)phosphine- and TADDOL-phosphite-oxazoline ligands: Synthesis and application in asymmetric catalysis

A series of N,P-ligands has been prepared, containing a chiral oxazoline ring and as a second chiral unit a bis(N-sulfonylamino)phosphine group embedded in a diazaphospholidine ring or a cyclic phosphite group derived from TADDOL. These modular ligands are readily synthesized from chiral amino alcohols and chiral 1,2-diamines or TADDOLs. Palladium and iridium complexes derived from these ligands were found to be efficient catalysts for enantioselective allylic alkylation and olefin hydrogenation, respectively.